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Results: 889 Rentals

  • 15 Minute Walk to Forest Beach!
    From $415 per night (USD)

    VRBO

    15 Minute Walk to Forest Beach!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: 16632 - Casa Al Mare: 15 Minute Walk to Forest Beach! The Space: Your perfect seaside getaway starts with this ...

    From $415 per night (USD)

    VRBO

    Details
  • Cape Cod Cottage on the Beach at Nantucket Sound
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    Expedia

    Cape Cod Cottage on the Beach at Nantucket Sound

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    JUST AVAILABLE: Relax and beach with your family in this charming, 2BR cottage in Chase's Ocean Grove, a family-friendl ...

    Click For Pricing

    Expedia

    Details
  • Breakers 2BR Cape Cod Condo on Resort w\/all resort amenities
    Click For Pricing

    VRBO

    Breakers 2BR Cape Cod Condo on Resort w\/all resort amenities

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Situated on the beautiful sandy beaches of Nantucket Sound is The Breakers Resort, one of two Bluegreen Vacations resort ...

    Click For Pricing

    VRBO

    Details
  • Amazing Location! Lakefront Waterside Deck
    From $695 per night (USD)

    Expedia

    Amazing Location! Lakefront Waterside Deck

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Summary: 16629 - Dock Holiday: Amazing Location! Lakefront Waterside Deck The Space: Get ready for a week of rafting, c ...

    From $695 per night (USD)

    Expedia

    Details
  • 56 Chase Ave - SD150
    From $353 per night (USD)

    VRBO

    56 Chase Ave - SD150

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Breakers Oceanview A delightful Oceanside resort offering over 500 feet of beautiful private beach in Dennisport. Conven ...

    From $353 per night (USD)

    VRBO

    Details
  • Cape Getaway | Best Location in Dennis Port! | 3BR\/3.5B
    From $739 per night (USD)

    Expedia

    Cape Getaway | Best Location in Dennis Port! | 3BR\/3.5B

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    7

    3BR/3.5 Bath home in wonderful Dennis Port location! Within walking distance of quintessential Main Street shops and res ...

    From $739 per night (USD)

    Expedia

    Details
  • Stylishly Furnished Home- Access to Pleasant Street Beach
    From $626 per night (USD)

    VRBO

    Stylishly Furnished Home- Access to Pleasant Street Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    *Cancellation policy at end of property description.* Sophisticatedly furnished and well maintained 3BR/2BA with a bon ...

    From $626 per night (USD)

    VRBO

    Details
  • The Boarding House, King bed comfort. Close to Nantucket Sound beaches.
    From $495 per night (USD)

    Expedia

    The Boarding House, King bed comfort. Close to Nantucket Sound beaches.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    This completely renovated 4 bedroom cape is less than 3 miles from Nantucket Sound beaches. Inside there is central air ...

    From $495 per night (USD)

    Expedia

    Details
  • Oceanfront 5 bedroom home sleeping 10-Stunning views
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    VRBO

    Oceanfront 5 bedroom home sleeping 10-Stunning views

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Enjoy your vacation in this well maintained 2000 sq. ft 5 bedroom home with central air conditioning. The first floor ...

    Click For Pricing

    VRBO

    Details
  • Quintessential Chatham Cottage by the Pond
    From $375 per night (USD)

    Expedia

    Quintessential Chatham Cottage by the Pond

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    If a true Cape Cod cottage is what you are looking for, your search ends here. Steps from Schoolhouse Pond, you can for ...

    From $375 per night (USD)

    Expedia

    Details
  • Adorable Cockle Cove cottage!
    From $585 per night (USD)

    VRBO

    Adorable Cockle Cove cottage!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Escape to this adorable coastal cottage, perfectly nestled just half a mile from Cockle Cove Beach in Chatham. Offering ...

    From $585 per night (USD)

    VRBO

    Details
  • Private Beach , in room Hot Tub, BBQ, HEATED POOL, INDOOR POOL
    From $372 per night (USD)

    Expedia

    Private Beach , in room Hot Tub, BBQ, HEATED POOL, INDOOR POOL

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    free parking space at the resort indoor heated and outdoor heated pool indoor heated pool available next building calle ...

    From $372 per night (USD)

    Expedia

    Details
  • THE BOAT HOUSE LOFT ~ CAPE'S BEST PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM
    From $247 per night (USD)

    VRBO

    THE BOAT HOUSE LOFT ~ CAPE'S BEST PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    ~RATES STARTING AT ONLY $189/ NIGHT ~SHORT TERM BOOKINGS AVAILABLE ~OFF SEASON WEEKLY DISCOUNTS AVAILABLE (Minimum 7 ...

    From $247 per night (USD)

    VRBO

    Details
  • Bright & nautical beach home with enclosed yard & outdoor shower - walk to beach
    From $250 per night (USD)

    Expedia

    Bright & nautical beach home with enclosed yard & outdoor shower - walk to beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summer Get Away Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...

    From $250 per night (USD)

    Expedia

    Details
  • Spacious Home with Private In-Ground Pool!
    From $1050 per night (USD)

    VRBO

    Spacious Home with Private In-Ground Pool!

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Summary: 18820 - Poolside Pause: Spacious Home with Private In-Ground Pool! The Space: Located in Brewster is Poolside ...

    From $1050 per night (USD)

    VRBO

    Details
  • Frank's Cozy Cape Cod Beach Cottage
    From $458 per night (USD)

    Expedia

    Frank's Cozy Cape Cod Beach Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    This cozy beach cottage is a perfect getaway for those seeking a classic Cape Cod vacation. The homes positioning on th ...

    From $458 per night (USD)

    Expedia

    Details
  • Game Room Walk to Nantucket Sound!
    From $331 per night (USD)

    VRBO

    Game Room Walk to Nantucket Sound!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Summary: 16606 - Chatham Charmer: Game Room Walk to Nantucket Sound! The Space: Nestled between Harwich Port and Chatha ...

    From $331 per night (USD)

    VRBO

    Details
  • Lovely three bedroom home with access to Swan Pond
    From $200 per night (USD)

    Expedia

    Lovely three bedroom home with access to Swan Pond

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Lovely three bedroom, one bathroom home located in a quiet residential neighborhood. Access to Swan Pond, perfect for la ...

    From $200 per night (USD)

    Expedia

    Details
  • Three bedroom home-walk to shared private beach
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    VRBO

    Three bedroom home-walk to shared private beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Guests of this cozy three bedroom Dennisport cottage will enjoy the use of Oak Street shared private beach (.3 miles awa ...

    Click For Pricing

    VRBO

    Details
  • Neat and clean 3 bedroom cottage-Only.2 mile to Sea Street Beach
    Click For Pricing

    Expedia

    Neat and clean 3 bedroom cottage-Only.2 mile to Sea Street Beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Neat and clean 3 bedroom cottage just a short walk (.2 mile) to Sea St. Beach. Cottage features a newly remodeled kitche ...

    Click For Pricing

    Expedia

    Details
  • Affordable vacation cottage on a large private wooded lot
    From $239 per night (USD)

    VRBO

    Affordable vacation cottage on a large private wooded lot

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Cape Cod vacation cottage on a large private wooded lot. Living area has a mini split A/C and both bedrooms have window ...

    From $239 per night (USD)

    VRBO

    Details
  • Three bedroom home sleeping 8 overlooking Swan Pond
    From $498 per night (USD)

    Expedia

    Three bedroom home sleeping 8 overlooking Swan Pond

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Enjoy amazing views and stunning sunsets from this three bedroom waterfront home overlooking Swan Pond! Launch your kaya ...

    From $498 per night (USD)

    Expedia

    Details
  • Cape Cod cottage-Just 150 feet to Sea Street Beach
    From $543 per night (USD)

    VRBO

    Cape Cod cottage-Just 150 feet to Sea Street Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This cozy cape cod cottage with a 5x8 front screened porch is located just 150 feet to Sea Street beach. Full Bath with ...

    From $543 per night (USD)

    VRBO

    Details
  • Cute Cape Cod Cottage 3\/10th of a mile to Sea Street Beach!
    From $439 per night (USD)

    Expedia

    Cute Cape Cod Cottage 3\/10th of a mile to Sea Street Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Quaint, well kept, Cape Cod cottage located in popular Dennisport neighborhood. Perfectly situated only 3/10's of a mile ...

    From $439 per night (USD)

    Expedia

    Details
  • Three bedroom cottage-Only .2 miles to Sea Street Beach
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    VRBO

    Three bedroom cottage-Only .2 miles to Sea Street Beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Take a short walk to the beach from this 3 bedroom home! Less than a quarter mile to Sea Street Beach! This home is in ...

    Click For Pricing

    VRBO

    Details
  • Location, Location, Location!
    From $284 per night (USD)

    Expedia

    Location, Location, Location!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Comfortable, stylish Cape Cod home close to everything. Beach is .7 miles, Route 6 is 3 miles, Downtown is 1.5miles, Bik ...

    From $284 per night (USD)

    Expedia

    Details
  • Walk to the Beach!
    From $432 per night (USD)

    VRBO

    Walk to the Beach!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Adorable beach house 300 yards from Sea Street Beach. Queen size bed in main bedroom, second bedroom sleeps 4, 1 full an ...

    From $432 per night (USD)

    VRBO

    Details
  • Sea Shell Motel - Room 25
    From $341 per night (USD)

    Expedia

    Sea Shell Motel - Room 25

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    All rooms at the motel are non-smoking and include the use of our beautiful private beach with beach lounge chairs on a ...

    From $341 per night (USD)

    Expedia

    Details
  • Sea Shell Motel - Room 28
    From $261 per night (USD)

    VRBO

    Sea Shell Motel - Room 28

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    All rooms at the motel are non-smoking and include the use of our beautiful private beach with beach lounge chairs on a ...

    From $261 per night (USD)

    VRBO

    Details
  • Sea Shell Motel - Room 11
    From $244 per night (USD)

    Expedia

    Sea Shell Motel - Room 11

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    All rooms at the motel are non-smoking and include the use of our beautiful private beach with beach lounge chairs on a ...

    From $244 per night (USD)

    Expedia

    Details
  • Sea Shell Motel - Room 32
    From $380 per night (USD)

    VRBO

    Sea Shell Motel - Room 32

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    All rooms at the motel are non-smoking and include the use of our beautiful private beach with beach lounge chairs on a ...

    From $380 per night (USD)

    VRBO

    Details
  • Three bedroom located 1 mile from Sea Street Beach
    From $333 per night (USD)

    Expedia

    Three bedroom located 1 mile from Sea Street Beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This three bedroom affordable home is located a mere mile from Sea Street beach in Dennisport. Eat in kitchen and a ple ...

    From $333 per night (USD)

    Expedia

    Details
  • Sea Shell Motel - Room 23
    From $341 per night (USD)

    VRBO

    Sea Shell Motel - Room 23

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    All rooms at the motel are non-smoking and include the use of our beautiful private beach with beach lounge chairs on a ...

    From $341 per night (USD)

    VRBO

    Details
  • Sea Shell Motel - Room 2
    From $254 per night (USD)

    Expedia

    Sea Shell Motel - Room 2

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    All rooms at the motel are non-smoking and include the use of our beautiful private beach with beach lounge chairs on a ...

    From $254 per night (USD)

    Expedia

    Details
  • Sea Shell Motel - Room 24
    From $341 per night (USD)

    VRBO

    Sea Shell Motel - Room 24

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    All rooms at the motel are non-smoking and include the use of our beautiful private beach with beach lounge chairs on a ...

    From $341 per night (USD)

    VRBO

    Details
  • Sea Shell Motel - Room 26
    From $214 per night (USD)

    Expedia

    Sea Shell Motel - Room 26

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    All rooms at the motel are non-smoking and include the use of our beautiful private beach with beach lounge chairs on a ...

    From $214 per night (USD)

    Expedia

    Details
  • Sea Shell Motel - Room 12
    From $214 per night (USD)

    VRBO

    Sea Shell Motel - Room 12

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    All rooms at the motel are non-smoking and include the use of our beautiful private beach with beach lounge chairs on a ...

    From $214 per night (USD)

    VRBO

    Details
  • Sea Shell Motel - Room 22
    From $380 per night (USD)

    Expedia

    Sea Shell Motel - Room 22

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    All rooms at the motel are non-smoking and include the use of our beautiful private beach with beach lounge chairs on a ...

    From $380 per night (USD)

    Expedia

    Details
  • Sea Shell Motel - Room 27
    From $209 per night (USD)

    VRBO

    Sea Shell Motel - Room 27

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    All rooms at the motel are non-smoking and include the use of our beautiful private beach with beach lounge chairs on a ...

    From $209 per night (USD)

    VRBO

    Details
  • Sea Shell Motel - Room 1
    From $261 per night (USD)

    Expedia

    Sea Shell Motel - Room 1

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    All rooms at the motel are non-smoking and include the use of our beautiful private beach with beach lounge chairs on a ...

    From $261 per night (USD)

    Expedia

    Details
  • Sea Shell Motel - Room 3
    From $270 per night (USD)

    VRBO

    Sea Shell Motel - Room 3

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    All rooms at the motel are non-smoking and include the use of our beautiful private beach with beach lounge chairs on a ...

    From $270 per night (USD)

    VRBO

    Details
  • Cozy 2 bedroom cottage less than a mile to the beach
    From $281 per night (USD)

    Expedia

    Cozy 2 bedroom cottage less than a mile to the beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Cozy 2 bedroom cottage with separate dining area, wood floors, open floor plan and vaulted ceiling. Amenities include wi ...

    From $281 per night (USD)

    Expedia

    Details
  • Immaculately clean 2 bedroom duplex less than .3 miles to Sea Street Beach
    From $241 per night (USD)

    VRBO

    Immaculately clean 2 bedroom duplex less than .3 miles to Sea Street Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Immaculately clean, charming duplex unit completely renovated! Only .3 miles to Sea St beach. Quick walk to local hot sp ...

    From $241 per night (USD)

    VRBO

    Details
  • 2BR Presidential Ocean Front Soundings Seaside Resort w\/Amenities
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    Expedia

    2BR Presidential Ocean Front Soundings Seaside Resort w\/Amenities

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Dennis Port is centrally located about mid-Cape, which makes it the ideal place to launch out from on a tour of this bea ...

    Click For Pricing

    Expedia

    Details
  • Completely updated 1 bedroom condo unit-steps to a shared private beach!
    From $271 per night (USD)

    VRBO

    Completely updated 1 bedroom condo unit-steps to a shared private beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful, bright, condominium with a shared-private beach. From the moment you walk in the door, you will know special ...

    From $271 per night (USD)

    VRBO

    Details
  • Lovely 3 bedroom ranch home well maintained by owners
    From $288 per night (USD)

    Expedia

    Lovely 3 bedroom ranch home well maintained by owners

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Lovely ranch home that is well maintained by owners. Warm and charming decor throughout. .2 miles to Raycroft Beach. H ...

    From $288 per night (USD)

    Expedia

    Details
  • New rental, near beach and town, linens included
    From $481 per night (USD)

    VRBO

    New rental, near beach and town, linens included

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    2 Bedrooms-1 Bathroom-Sleeps 5 Complimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish tow ...

    From $481 per night (USD)

    VRBO

    Details
  • Waterfront Home With Dock and Two Water Facing Decks! (2372)
    From $649 per night (USD)

    Expedia

    Waterfront Home With Dock and Two Water Facing Decks! (2372)

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to your serene waterfront retreat on Taylors Pond, offering direct access to Cockle Cove and the vast expanse of ...

    From $649 per night (USD)

    Expedia

    Details
  • Stunning Marsh Views, Near Pleasant Street Beach!
    From $392 per night (USD)

    VRBO

    Stunning Marsh Views, Near Pleasant Street Beach!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: 16689: Lady Slipper - Stunning Marsh Views, Near Pleasant St. Beach! The Space: Nestled in the serene enclave ...

    From $392 per night (USD)

    VRBO

    Details
  • Beachy 3 bedroom home with central air, just .5 miles to the beach
    From $399 per night (USD)

    Expedia

    Beachy 3 bedroom home with central air, just .5 miles to the beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This bright and cheerfully decorated home is located just .5 miles from Sea Street Beach! Beautifully decorated back ya ...

    From $399 per night (USD)

    Expedia

    Details
  • Stunning Waterfront Home with Hot Tub, Deck, Fire Pits, Office & More
    From $935 per night (USD)

    VRBO

    Stunning Waterfront Home with Hot Tub, Deck, Fire Pits, Office & More

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Stunning lake views from almost every room! This newly remodeled home sits right on beautiful Swan Lake & offers direct ...

    From $935 per night (USD)

    VRBO

    Details
  • Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
    From $356 per night (USD)

    Expedia

    Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Steps from beautiful Swan Pond, and minutes to downtown Dennis Port. Enjoy the spacious fenced-in backyard with a fire p ...

    From $356 per night (USD)

    Expedia

    Details
  • Stroll to Dennis Port beaches, bars, eats +more!
    From $822 per night (USD)

    VRBO

    Stroll to Dennis Port beaches, bars, eats +more!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Bring the whole family to our spacious and perfectly situated beach house. Literally steps (8 houses to be exact!) from ...

    From $822 per night (USD)

    VRBO

    Details
  • Charming Guest House, with Waterviews & Private Beach! Perfect for Fun Weekends!
    Click For Pricing

    Expedia

    Charming Guest House, with Waterviews & Private Beach! Perfect for Fun Weekends!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Nestled in South Orleans, this pet-friendly sun-filled Guest House offers 2 large bedrooms and 2 full baths. Located in ...

    Click For Pricing

    Expedia

    Details
  • Renovated Classic Cape w\/ Guest House\/ PET FRIENDLY\n14 guests, 7 Bedrooms, 3.5 b
    From $1090 per night (USD)

    VRBO

    Renovated Classic Cape w\/ Guest House\/ PET FRIENDLY\n14 guests, 7 Bedrooms, 3.5 b

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    14

    Discover this 7-bedroom gem in Dennis. This lovely cottage boasts a mix of cozy rooms, including a king bed, queen beds, ...

    From $1090 per night (USD)

    VRBO

    Details
  • Spacious house close to town and beach with AC, W\/D, games, deck, & grill
    From $932 per night (USD)

    Expedia

    Spacious house close to town and beach with AC, W\/D, games, deck, & grill

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    11

    Seabreeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...

    From $932 per night (USD)

    Expedia

    Details
  • Stunning Cape Home Near Chatham
    From $607 per night (USD)

    VRBO

    Stunning Cape Home Near Chatham

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    This pet & family friendly newly renovated home in the heart of the Cape has 3 bedrooms, 2.5 baths, and sleeps 8, making ...

    From $607 per night (USD)

    VRBO

    Details
  • Charming 3-bedroom house in marvelous Dennis with WiFi, AC
    From $470 per night (USD)

    Expedia

    Charming 3-bedroom house in marvelous Dennis with WiFi, AC

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Unwind in Dennis at this lovely house. Nestled in a charming neighborhood, this superb property offers a cozy retreat fo ...

    From $470 per night (USD)

    Expedia

    Details
  • Renovated Cape Cod Retreat
    From $491 per night (USD)

    VRBO

    Renovated Cape Cod Retreat

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Nestled on a quiet cul-de-sac close to beaches, come enjoy everything the Cape as to offer. Step inside, and be greeted ...

    From $491 per night (USD)

    VRBO

    Details
  • Wifi, AC, 4 bedrooms, 3 bathrooms, additional sleep space and bonus living room in the lower level
    From $590 per night (USD)

    Expedia

    Wifi, AC, 4 bedrooms, 3 bathrooms, additional sleep space and bonus living room in the lower level

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    3 Bedroom - 3 Bath - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...

    From $590 per night (USD)

    Expedia

    Details
  • Luxury Waterfront with Game Room!
    From $1445 per night (USD)

    VRBO

    Luxury Waterfront with Game Room!

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Summary: 16693 - Chatham Homecoming: Luxury Waterfront with Game Room! The Space: Perched above the shimmering waters o ...

    From $1445 per night (USD)

    VRBO

    Details
  • Family Dennis retreat with sauna, firepit private pool
    From $3208 per night (USD)

    Expedia

    Family Dennis retreat with sauna, firepit private pool

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    10

    Summary: Dennis Retreat: Your Ultimate Getaway with Pool, Hot Tub, Sauna, and Movie Theater Welcome to Dennis Retreat, ...

    From $3208 per night (USD)

    Expedia

    Details
  • Meticulous 2 bedroom home walk to beach!
    From $339 per night (USD)

    VRBO

    Meticulous 2 bedroom home walk to beach!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Pristine condition! Beautifully decorated and well maintained two bedroom home with central air conditioning! This home ...

    From $339 per night (USD)

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    Details
  • Three bedroom home just .4 miles to Inman Beach
    From $344 per night (USD)

    Expedia

    Three bedroom home just .4 miles to Inman Beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    New to our 2025 Inventory! Nicely decorated 3 bedroom home on a quiet dirt lane. Take a short .4 mile walk to Inman Ro ...

    From $344 per night (USD)

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  • Escape to this cozy three-bedroom, two-bath cottage nestled on a private cul-de-sac.
    From $475 per night (USD)

    VRBO

    Escape to this cozy three-bedroom, two-bath cottage nestled on a private cul-de-sac.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Escape to this cozy three-bedroom, two-bath cottage nestled on a private cul-de-sac. A bright and sunny sunroom adds ter ...

    From $475 per night (USD)

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    Details
  • New furnishings coming soon!
    From $359 per night (USD)

    Expedia

    New furnishings coming soon!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This peaceful retreat blends vintage charm with all the comforts of home, perfect for families looking to unwind and rec ...

    From $359 per night (USD)

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  • Unique Private Chatham Getaway with Lap Pool & Deck Lounge (2403)
    From $928 per night (USD)

    VRBO

    Unique Private Chatham Getaway with Lap Pool & Deck Lounge (2403)

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Welcome to your perfect Chatham retreat—new to the rental market and truly one-of-a-kind. Built right into a hillside, t ...

    From $928 per night (USD)

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    Details
  • Beautifully Renovated Home Near Pleasant Bay
    From $846 per night (USD)

    Expedia

    Beautifully Renovated Home Near Pleasant Bay

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    This home has been painstakingly renovated with love and thoughtful improvements for tenants to create unforgettable mem ...

    From $846 per night (USD)

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    Details
  • Soundside Sanctuary - Chatham Home Close to Forest Beach & The Rail Trail
    From $981 per night (USD)

    VRBO

    Soundside Sanctuary - Chatham Home Close to Forest Beach & The Rail Trail

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to Soundside Sanctuary! Nestled in a quiet Chatham neighborhood, this peaceful retreat offers spacious, updated ...

    From $981 per night (USD)

    VRBO

    Details
  • NEW! Luxury Family Fun - Heated Pool, Hot Tub, Game Room, Walk to Beach
    From $1590 per night (USD)

    Expedia

    NEW! Luxury Family Fun - Heated Pool, Hot Tub, Game Room, Walk to Beach

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to The Tide Watch - our luxurious retreat, perfect for families or a group of friends! This stunning home featur ...

    From $1590 per night (USD)

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  • Family Cape Escape | Game Room, Deck & Near Beach
    From $389 per night (USD)

    VRBO

    Family Cape Escape | Game Room, Deck & Near Beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Escape to this charming 3-bed, 2-bath Cape Cod retreat in Dennis Port, just a short walk to the beach. Perfect ...

    From $389 per night (USD)

    VRBO

    Details
  • 3BR - Large Fenced In Yard, Patio, Near Beaches
    From $610 per night (USD)

    Expedia

    3BR - Large Fenced In Yard, Patio, Near Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Location: Located on a dead-end road near the head of Pleasant Bay, this 3 bedroom house offers a large fenced in yard w ...

    From $610 per night (USD)

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  • The Fruit Stand House
    From $749 per night (USD)

    VRBO

    The Fruit Stand House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    (the fruit stand house is on sea st dennisport. this three bedroom house is walking distance to dennisport center the be ...

    From $749 per night (USD)

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  • Delightful Cape Home , Walking distance to beach
    From $429 per night (USD)

    Expedia

    Delightful Cape Home , Walking distance to beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Delightful home has just been lovingly refreshed and boasts a terrific enclosed front porch nicely outfitted to read, re ...

    From $429 per night (USD)

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    Details
  • Bright and Meticulous Dennis Port Home, just a 10 minute walk to the Beach!
    From $556 per night (USD)

    VRBO

    Bright and Meticulous Dennis Port Home, just a 10 minute walk to the Beach!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    You'll have everything you need in this meticulous and well cared for vacation home that has been recently fully renovat ...

    From $556 per night (USD)

    VRBO

    Details
  • Beautiful Chatham,  Sun Sand & Surf.  8\/10 mile to  beaches ,pet friendly home
    From $572 per night (USD)

    Expedia

    Beautiful Chatham, Sun Sand & Surf. 8\/10 mile to beaches ,pet friendly home

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Island view is a beautiful Chatham beach house Located in a quite cul- de- sac , think about the warm tranquil mornings ...

    From $572 per night (USD)

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    Details
  • Pool Table, Bar, Ping Pong, Sun Rm, Deck,4 BR, Private
    From $388 per night (USD)

    VRBO

    Pool Table, Bar, Ping Pong, Sun Rm, Deck,4 BR, Private

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    This North Chatham 4 BR home with central AC has plenty of room for families to spread out and enjoy a relaxing Chatham ...

    From $388 per night (USD)

    VRBO

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  • 1 min walk from private beach - 4 bd main house, 2 bd carriage house!
    From $2126 per night (USD)

    Expedia

    1 min walk from private beach - 4 bd main house, 2 bd carriage house!

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    This 4 bd main house, plus 2 bd carriage house is steps from a private beach. Outdoor features include showers, gas gril ...

    From $2126 per night (USD)

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    Details
  • Dennisport 4 Bed w\/access to Swan Pond \/across the street. Great for Kayaking!
    From $458 per night (USD)

    VRBO

    Dennisport 4 Bed w\/access to Swan Pond \/across the street. Great for Kayaking!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to the Mermaid House. Be a Mermaid and make some waves 🌊!! Located on a quiet circle in Dennisport with acces ...

    From $458 per night (USD)

    VRBO

    Details
  • Lovely Cottage With Private Yard Close to Dennis Shopping and Dining (2244)
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    Expedia

    Lovely Cottage With Private Yard Close to Dennis Shopping and Dining (2244)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Launch kayaks or canoes in Swan Pond just down the street from this lovely cottage featuring a private back yard and off ...

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  • Adorable Cottage! Wlk 2 Beach! Cntrl AC! Fire Pit!
    From $391 per night (USD)

    VRBO

    Adorable Cottage! Wlk 2 Beach! Cntrl AC! Fire Pit!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Welcome to Sunny Daze Cottage! Just a stone's throw from Sea Street Beach, this cozy retreat is perfect for you and your ...

    From $391 per night (USD)

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  • View of Seymour Pond
    From $490 per night (USD)

    Expedia

    View of Seymour Pond

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    8

    Located in the Highland community of Brewster, Seymour pond is located just a few hundred feet through the back yard. Se ...

    From $490 per night (USD)

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    Details
  • North Chatham - Charming \Stones Throw\ (2130)
    From $545 per night (USD)

    VRBO

    North Chatham - Charming \"Stones Throw\" (2130)

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Located outside of downtown Chatham sits this charming four bedroom home, known as Stones Throw. This property features ...

    From $545 per night (USD)

    VRBO

    Details
  • Pleasant Bay Beachfront Property Plus!
    From $1113 per night (USD)

    Expedia

    Pleasant Bay Beachfront Property Plus!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    The owners refer to this one-of-a-kind property as Pleasant Plus. This unique beachfront home and certified wildlife hab ...

    From $1113 per night (USD)

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    Details
  • Renovated, modern Chatham beach house with lots of cozy charm
    From $444 per night (USD)

    VRBO

    Renovated, modern Chatham beach house with lots of cozy charm

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This charming beach house has just been gut renovated and decorated with a modern but cozy, beachy feel. The house is lo ...

    From $444 per night (USD)

    VRBO

    Details
  • Gorgeous 4 bedroom\/2 baths, 1\/10 mile to the beach, outdoor patio with firepit
    From $465 per night (USD)

    Expedia

    Gorgeous 4 bedroom\/2 baths, 1\/10 mile to the beach, outdoor patio with firepit

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Discover the perfect beach retreat in this fully updated 1500 square foot, 4-bedroom, 2-bath home in Dennis Port. It fea ...

    From $465 per night (USD)

    Expedia

    Details
  • New July dates! Sun drenched Cape haven- spectacular deck, garden & patio!
    From $788 per night (USD)

    VRBO

    New July dates! Sun drenched Cape haven- spectacular deck, garden & patio!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Relax and revive in this airy, modern and beautifully appointed 2600 square ft. Cape Cod home in a lovely secluded neigh ...

    From $788 per night (USD)

    VRBO

    Details
  • Walk to beach. 6 Bedroom Cottage.  Sleeps 12.
    From $858 per night (USD)

    Expedia

    Walk to beach. 6 Bedroom Cottage. Sleeps 12.

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    12

    SEPTEMBER IS BEAUTIFUL on Cape Cod! Sunny days, warm water and fewer crowds make everything from whale watch cruises to ...

    From $858 per night (USD)

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  • Antique Dennisport Captain's Home
    From $153 per night (USD)

    VRBO

    Antique Dennisport Captain's Home

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This antique captain's house is within walking distance of beaches, restaurants, Sundae School Ice Cream, mini golf, gif ...

    From $153 per night (USD)

    VRBO

    Details
  •  Short Walk to beach, Wee Packet, Sundae School Ice Cream, secluded, large yard
    From $263 per night (USD)

    Expedia

    Short Walk to beach, Wee Packet, Sundae School Ice Cream, secluded, large yard

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Weekly rentals Friday. at 2PM to Friday at 10AM. 2 BR 1/3 mile Walk to Beach, Restaurants, Sundae School Ice Cream. Sle ...

    From $263 per night (USD)

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    Details
  • Fabulous Quiet Cape, Close to Beach, Central Air, Perfect for Families
    From $319 per night (USD)

    VRBO

    Fabulous Quiet Cape, Close to Beach, Central Air, Perfect for Families

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy your quiet family get-away in a lovely, newer construction beautifully decorated cape with central air. Just a co ...

    From $319 per night (USD)

    VRBO

    Details
  • Excellent Chatham Cottage
    From $558 per night (USD)

    Expedia

    Excellent Chatham Cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This Chatham beauty is a Newly built cottage which is walking distance to Pleasant Bay and a short drive to town. A per ...

    From $558 per night (USD)

    Expedia

    Details
  • Fantastic Rooftop Deck * 3 Min Walk to Ocean Beach
    From $660 per night (USD)

    VRBO

    Fantastic Rooftop Deck * 3 Min Walk to Ocean Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    In a Few Words Walk to the beach from this classic New England cottage. Head to the rooftop deck for coffee or cocktai ...

    From $660 per night (USD)

    VRBO

    Details
  • Perfectly located, with central AC. 3BR, sleeps 6-8
    From $666 per night (USD)

    Expedia

    Perfectly located, with central AC. 3BR, sleeps 6-8

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Our house has undergone a complete renovation with all new updates. The house has a complete master suite on the first ...

    From $666 per night (USD)

    Expedia

    Details
  • Perfect couples escape. Close to beaches, great biking & walking & pet friendly.
    From $510 per night (USD)

    VRBO

    Perfect couples escape. Close to beaches, great biking & walking & pet friendly.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This open studio apartment is the perfect stay. Privacy, beach proximity, pet friendly and CLEAN. Lots to do and see in ...

    From $510 per night (USD)

    VRBO

    Details
  • Comfortable Townhouse Walk To Beach with AC and private yard
    From $220 per night (USD)

    Expedia

    Comfortable Townhouse Walk To Beach with AC and private yard

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy seashore living at its best. Walk to Nantucket Sound beaches only half a mile down the road (Sea Street or Glendon ...

    From $220 per night (USD)

    Expedia

    Details
  • 2BR escape with central air and linens provided, close to Sound side beaches
    From $441 per night (USD)

    VRBO

    2BR escape with central air and linens provided, close to Sound side beaches

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Renovated cottage on a quiet, dead end street. Living room has vaulted ceiling with a flat-screen Smart TV and BlueRay d ...

    From $441 per night (USD)

    VRBO

    Details
  • Stunning Water Views, Swim and Kayak in Tidal River, Walk to Beach, AC, Like New
    From $548 per night (USD)

    Expedia

    Stunning Water Views, Swim and Kayak in Tidal River, Walk to Beach, AC, Like New

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    The River House is a recently built, beautifully furnished home, with stunning views of an idyllic bird watcher’s tidal ...

    From $548 per night (USD)

    Expedia

    Details
  • Renovated, Spotless, Pond Front w\/ Kayaks ~ Minutes to Brewster & Dennis Beaches
    From $710 per night (USD)

    VRBO

    Renovated, Spotless, Pond Front w\/ Kayaks ~ Minutes to Brewster & Dennis Beaches

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    *Recent exterior and interior renovations include: -beautiful, large, custom outdoor shower -deck with cable rail system ...

    From $710 per night (USD)

    VRBO

    Details
  • Everything You Need For A Family Vacation on the Cape.Walk to the beach 7\/10mile
    From $948 per night (USD)

    Expedia

    Everything You Need For A Family Vacation on the Cape.Walk to the beach 7\/10mile

    Bedrooms:
    4
    Bathrooms:
    8
    Sleeps:
    16

    *We do not list on Craig's list. We have a Cape Cod style home, walk to Sea street beach (7/10 mile) with plenty of park ...

    From $948 per night (USD)

    Expedia

    Details