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From $695 per night (USD)
VRBO
Walk to Private Beach Hot Tub AC Water Views The Sea Mist
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 Bedroom - 2 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $695 per night (USD)
VRBO
From $303 per night (USD)
VRBO
Tranquility Awaits - a quiet, secluded spot amidst trees and gardens
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A peaceful, well-maintained 2-bedroom home at the end of a lane with no through traffic. Surrounded by trees and gardens ...
From $303 per night (USD)
VRBO
From $531 per night (USD)
VRBO
Ocean Front, Private Beach, Ocean View , Private patio
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Water front with own private patio, Cape Cod beach front condo boasts its own 150 foot private beach directly on the be ...
From $531 per night (USD)
VRBO
From $350 per night (USD)
Expedia
On Goose Pond Pet Friendly Wifi Water Views Private
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
1 Bedroom- 1 Bath- Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of ...
From $350 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Three Bedroom Updated Home -- Just Minutes to Pleasant Bay, Town and Bike Path!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sun Filled, Completely Renovated 3 Bedroom, 2 Bath. Minutes from Pleasant Bay or Downtown, Perfect for your Cape Adven ...
From $486 per night (USD)
VRBO
From $968 per night (USD)
VRBO
FIVE BEDROOM -- AMAZING WATER VIEWS OF NANTUCKET SOUND, MINUTES TO ASSOCIATION BEACH
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Just 1/10 of a Mile to Deeded Association Beach with amazing water views of Nantucket Sound. * * * * See end of ...
From $968 per night (USD)
VRBO
From $912 per night (USD)
VRBO
Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
1.2 acres of beautiful waterfront property. Pond is great for canoes, fishing, and swimming. Canoe provided for tenant u ...
From $912 per night (USD)
VRBO
From $427 per night (USD)
VRBO
Newly Updated 3 BR Home on Oak Street- New Master Bathroom and Laundry in 2019!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located on highly desirable Oak Street in Dennisport, you will relax and unwind in a newly updated 3BR home. A master b ...
From $427 per night (USD)
VRBO
From $2499 per night (USD)
VRBO
The Port: 177-CF Chatham Landmark Estate, Large Guest House, Heated Pool
Bedrooms:
8
Bathrooms:
8
Sleeps:
18
This property is professionally managed by Pretty Picky Properties Chatham Landmark Estate, Awesome Barn/Guest House, P ...
From $2499 per night (USD)
VRBO
From $115 per night (USD)
VRBO
Pleasant Forest Shores #1 S. Chatham: Classic Swedish ''Stuga'' style near beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
NOTE: Booking of EXISTING customers should begin on 02/01/25. New guests can ONLY apply for 2025 WAIT LIST at this time ...
From $115 per night (USD)
VRBO
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VRBO
Stunning Waterfront Home on a Lake with a shared kitchen ~ #C0025970750
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Massachusetts Occupancy Registration Certificate # C0025970750 July 01, 2019 WELCOME to Heisei House =Enjoy Nature and ...
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VRBO
From $510 per night (USD)
VRBO
Pleasant Chatham Cape
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Pleasant Chatham Cape - A Classic Cape Cod Getaway with Modern Comforts Welcome to Pleasant Chatham Cape, a charming 4 ...
From $510 per night (USD)
VRBO
From $386 per night (USD)
VRBO
New construction home on quiet, private waterview lot near Pleasant Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
We will provide an additional $250 discount for singles or couples -- please send a message and we'll discuss how to imp ...
From $386 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Quaint Cottage Walk to Beach AC Dog Friendly WiFi Large Patio
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2 Bedrooms- 1 Bathroom- Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $400 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
New Sunroom Addition! Beautiful, Peaceful mornings with the birds and bunnies! NO SMOKING cottage, with 2 spacious b ...
From $238 per night (USD)
VRBO
From $1612 per night (USD)
Expedia
Fabulous Family Capehouse, with Views, Beach and Dock! OPEN SUN Aug 17-Aug 24!
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
AVAILABLE SUN 8/10 to SUN 8/17, 2025! This sprawling family beach home is perfectly located on a hilltop with 3.5 acre ...
From $1612 per night (USD)
Expedia
From $356 per night (USD)
VRBO
0.6 Miles to Beach Great for families!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: 16677 - Nautical Nest: 0.6 Miles to Beach Great for families! The Space: Seals swim off shore while you soak u ...
From $356 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Charming Chatham Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Prepare to be charmed by this quintessential Cape Cod beach cottage, tucked into a quiet residential neighborhood equidi ...
From $225 per night (USD)
Expedia
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VRBO
Cozy condo with pool access, 1/2 mile from beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cozy 1 bedroom condo with private deck. Enjoy the summer sitting on the enclosed private deck, taking a 1/2 mile walk to ...
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VRBO
From $485 per night (USD)
Expedia
Newly Built-3 Levels of Living, Central AC, Proximity to Beach and Marsh Views from Every Room!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
3 Bedroom - 3.5 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $485 per night (USD)
Expedia
From $380 per night (USD)
VRBO
3 bedroom home in Salt Air Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Looking for a relaxing Cape Cod Vacation? Look no further! Beautiful shared private beach 600 ft away. This home offers ...
From $380 per night (USD)
VRBO
From $479 per night (USD)
Expedia
Gorgeous Home with Game Room Dog Welcome!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: 16675 - Summer Stunner: Gorgeous Home with Game Room Dog Welcome! The Space: Another Cape Cod vacation means a ...
From $479 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Bright and cheerful 3 bedroom home, .5 miles to beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This bright and cheerfully decorated 3 bedroom home is located on a quiet road. Only .5 miles to Inman Road Beach! Land ...
From $239 per night (USD)
VRBO
$Renovation Magazine Custom-Built \Castello\ - available for monthly rental$
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Expedia
Renovation Magazine Custom-Built \"Castello\" - available for monthly rental
Bedrooms:
3
Bathrooms:
3
Sleeps:
16
The Nolan Family "Castello" is our custom-built piece of heaven built in 2016 by Encore Construction. Designed to entert ...
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Expedia
From $844 per night (USD)
VRBO
Beautiful and Pristine Rental in South Chatham.. Recently Reduced!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
REDUCED FOR REMAINING SUMMER WEEKS!!! INQUIRE WITHIN! Awesome Three Bedroom Home on a Quiet Cul-de-sac in South Chat ...
From $844 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Large Home w/ Fire Pit and Dogs Welcome!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: 16674 - Heatherwood Haven: Large Home w/ Fire Pit and Dogs Welcome! The Space: Escape to Chatham, where baysid ...
From $400 per night (USD)
Expedia
From $282 per night (USD)
VRBO
Spacious Home by Beach Dog Welcome!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 18830 - Breathe Easy: Spacious Home with Vaulted Ceilings, Outdoor Fire Pit, Mins. to Beach, Dog Welcome! The ...
From $282 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Updated three bedroom home-Only 3/10's of a mile to Sea Street Beach
Bedrooms:
0
Bathrooms:
3
Sleeps:
6
Beautifully updated three bedroom home with central air conditioning! Located only 3/10's of a mile to Sea Street Beach ...
From $400 per night (USD)
Expedia
From $629 per night (USD)
VRBO
1 Mile to Nantucket Sound Beaches!
Bedrooms:
2
Bathrooms:
6
Sleeps:
11
Summary: 19937 - Ebb and Flow: 1 Mile to Nantucket Sound Beaches! The Space: Travel to your own private compound in the ...
From $629 per night (USD)
VRBO
From $542 per night (USD)
VRBO
Steps to Oak St Private Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Relax with your family at this updated home steps to a private beach! Large sunroom with dining table, sectional & TV ov ...
From $542 per night (USD)
VRBO
From $385 per night (USD)
VRBO
Friendly retreat with a deck, AC, and board games - stellar central location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Corner Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $385 per night (USD)
VRBO
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Expedia
2 bedroom condo in the perfect central Cape Cod location
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This beautiful, centrally located property is a part of the Edgewater Beach Resort. It is a 2-bedroom, 2-bathroom condo ...
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Expedia
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VRBO
Chatham Ocean View Home, Beach Accesso, 3 Decks, Pets Considered, Sleeps 10
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Our beautiful Cape Cod beach house is perfect for a relaxing vacation with family or friends. Nantucket Sound views and ...
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VRBO
From $406 per night (USD)
Expedia
Sea Shell Motel - Room 31
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 $406 per night (USD)
Expedia
From $164 per night (USD)
VRBO
A Beautiful Es-Cape
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our cozy and quiet condo in Dennisport; a desirable location. This is the perfect place for a relaxing vacat ...
From $164 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Cozy 2-bedroom cottage, 0.2 mi walk to the beach and other popular attractions!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spectacular 2 bed 1 bath, end unit condo. A short, 5 min walk to the beach! You will undoubtedly get that quintessential ...
From $240 per night (USD)
Expedia
From $562 per night (USD)
VRBO
Cozy Chatham Getaway- minutes to all things Cape Cod- New listing!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to your perfect beach getaway in beautiful Chatham! This charming four-bedroom, two-bathroom cottage is just 2 m ...
From $562 per night (USD)
VRBO
From $312 per night (USD)
Expedia
Updated beach house, sleeping 6, just .3 miles to Raycroft Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Newly updated three bedroom home sleeping 6 located in desirable Dennis Port Neighborhood! This home is a short walk to ...
From $312 per night (USD)
Expedia
From $490 per night (USD)
VRBO
BOATHOUSE on Pleasant Bay - swim, fish, kayak, etc. right off your front porch.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Like living on a yacht without the rocking - originally built to house boats, the Boathouse is cozy like a ship with wat ...
From $490 per night (USD)
VRBO
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Expedia
Queen Studio Accessible
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Queen Studio Accessible This studio features a fireplace and accessible bathroom. The roll in shower has handrails and ...
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Expedia
From $1499 per night (USD)
VRBO
Private Estate Near Wequassett Resort and Golf Club
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
** Cancelation Policy @End Luxurious home originally built in 1919 and meticulously restored to its former glory, feat ...
From $1499 per night (USD)
VRBO
From $514 per night (USD)
Expedia
New! Two Bedroom, One Bath Near Beach With Sunroom
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
2 Bedrooms-1 Bathroom-Sleeps 5 Complimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish tow ...
From $514 per night (USD)
Expedia
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VRBO
Great Family Spot- Rail Trail in backyard and Pond 4 minute walk from backdoor!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Perfectly situated this property is adjacent to the Cape Cod Rail Trail and is less than a 4 minute walk out your back d ...
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VRBO
From $441 per night (USD)
VRBO
Beautifully renovated 2 br 1 bath near Sea Street Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Dennis Port - Fresh off a beautiful renovation this three bedroom, 1 bath home is within walking distance to Sea Street ...
From $441 per night (USD)
VRBO
From $912 per night (USD)
VRBO
THE CHATHAM TREEHOUSE 7 minutes from the Village
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to the Treehouse, just 7 mins from the village of Chatham! This beautiful, private property is nestled in the wo ...
From $912 per night (USD)
VRBO
From $277 per night (USD)
Expedia
Resort Style Condo w/ Exclusive Amenities: Private Beach, Saltwater Pool & More!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our luxurious Cape Cod vacation rental condo! This beautiful two-bedroom, two-bathroom condo is located in a ...
From $277 per night (USD)
Expedia
$only 8/17-8/24\nHEATED POOL,INDOOR POOL,bbq,PARKING,ACTIVITIES ,MINIGOLF$
From $200 per night (USD)
VRBO
only 8/17-8/24\nHEATED POOL,INDOOR POOL,bbq,PARKING,ACTIVITIES ,MINIGOLF
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
can sleep up to four but the space will be limited inside room for 4 persons oven, stove, refrigerator and grill outside ...
From $200 per night (USD)
VRBO
From $413 per night (USD)
Expedia
Classic Cape House Walking Distance to the Beach - Many recent upgrades
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Recent upgrades: Complete interior painted (March 2025); Main dining table refinished (April 2025); Downstairs bathroom ...
From $413 per night (USD)
Expedia
From $348 per night (USD)
VRBO
Oceanfront 1-Bedroom Condo w/ Balcony Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to a spacious oceanfront condo in Dennis Port, offering sweeping views of Nantucket Sound and direct access to a ...
From $348 per night (USD)
VRBO
From $319 per night (USD)
Expedia
Oceanview Condo w/ Fireplace & Patio
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the charm of Cape Cod at this spacious 2-bedroom suite at Edgewater Beach Resort in Dennis Port. Overlooking ...
From $319 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Charming 1-Bedroom Condo Just Steps from a Private Beach
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
New to our 2025 Inventory! Charming 1-Bedroom Condo Just Steps from a Private Beach Welcome to your perfect beachside ...
From $268 per night (USD)
VRBO
From $361 per night (USD)
Expedia
Charming cape home near beach, town, bike path & shops | Central AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
The Datcha Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $361 per night (USD)
Expedia
From $555 per night (USD)
VRBO
Spacious Ranch on Swan Pond
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to this spacious ranch offering all the comforts of home, Nestled on a quiet cul-de-sac by Swan Pond, this proper ...
From $555 per night (USD)
VRBO
From $637 per night (USD)
Expedia
South Cottage: 2285-H Waterfront, Six Bedrooms, Free Boating Bonus!
Bedrooms:
3
Bathrooms:
6
Sleeps:
11
This home is professionally managed by Pretty Picky Properties Waterfront, Six Bedrooms, Free Boating Bonus! NEW Listi ...
From $637 per night (USD)
Expedia
From $431 per night (USD)
VRBO
Walk to Beach: South Chatham Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Close to Golf Courses | 9 Mi to Nickerson State Park Discover where East Coast beaches meet small-town charm at this 2- ...
From $431 per night (USD)
VRBO
From $388 per night (USD)
Expedia
Family getaway in great location with deck, board games, yard, & AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Easy Street Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $388 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Cozy 1 bedroom with fenced in yard, porch and association lake beach access
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to this lovely apartment in Brewster. This fabulous rental features 1 cozy bedroom with a queen bed, a well-equi ...
From $256 per night (USD)
VRBO
From $482 per night (USD)
Expedia
Porch, Paws and Sandy Beaches
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Spacious Farmer's Porch and close to Forest Beach!! Cozy 4BR (Queen, King, 4 Twins) 1.5 Bath in South Chatham! Grab the ...
From $482 per night (USD)
Expedia
From $179 per night (USD)
VRBO
Relaxing condo near the beach with linens and towels provided!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to Dennisport in this cozy 1-bedroom condo! The bedroom has a queen-sized bed for a restful night’s sleep. Enjoy ...
From $179 per night (USD)
VRBO
From $1110 per night (USD)
Expedia
Paradise Awaits you! Sleeping 14, this oceanfront complex is perfect!
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
Paradise Awaits you! Sleeping 14, this rare "late to the market" oceanfront compound home is perfect for multigeneration ...
From $1110 per night (USD)
Expedia
From $358 per night (USD)
VRBO
Dennisport! Walk to 3 Public Beaches! Charming 4-bedroom 3 bath House with AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Excellent location! Great for groups and families! Easy walk to 3 public Beaches with the warm waters of Nantucket sound ...
From $358 per night (USD)
VRBO
From $2670 per night (USD)
Expedia
ON PLEASANT BAY - TOPSIDE MAIN HOUSE
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
<p>Located in Orleans, this 4-bedroom, 3.5-bathroom vacation home lets you experience it all. Fans of nature and the out ...
From $2670 per night (USD)
Expedia
From $921 per night (USD)
VRBO
Cape Escape: 048-CS Luxurious Chatham Home with Expansive Water Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This property is professionally managed by Pretty Picky Properties Luxurious Chatham Home with Expansive Water Views N ...
From $921 per night (USD)
VRBO
From $318 per night (USD)
Expedia
6 Mi to Beach: Home w/ Deck in Brewster!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Peaceful Setting | Washer/Dryer | Beach Chairs & Umbrella Enjoy a memorable Cape Cod retreat with your crew at this 3-b ...
From $318 per night (USD)
Expedia
$\Happy Ours: Where Poolside Bliss Meets Ocean Breeze!\$
From $1696 per night (USD)
VRBO
\"Happy Ours: Where Poolside Bliss Meets Ocean Breeze!\"
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Tucked away down a long, private driveway, Happy Ours is a 4-bedroom vacation retreat where relaxation, recreation, and ...
From $1696 per night (USD)
VRBO
From $262 per night (USD)
VRBO
Family-Friendly Beach House
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Relax and unwind in our cozy, family-friendly home we call Sea View Revue. You will be staying in the A side of this sid ...
From $262 per night (USD)
VRBO
From $293 per night (USD)
VRBO
Coastal Family Retreat
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Discover the perfect beach getaway at Park View Revue. You will be staying in the B side of this side-by-side duplex. Th ...
From $293 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Quintessential Cape Cod condo, .4 miles to the beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
New to our 2025 Inventory! Quintessential Cape Cod condo located in popular Dennis Port neighborhood. This three bedroo ...
From $389 per night (USD)
Expedia
From $473 per night (USD)
VRBO
Cozy cottage in delightful country side neighborhood!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this cozy three-bedroom, two-bath cottage nestled in a peaceful countryside neighborhood. With central air, hi ...
From $473 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Half Mile Walk to Beach, Dog Friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: 16691 - Seaside: Half Mile Walk to Beach, Dog Friendly! The Space: Located in the coveted Ridgevale Beach area ...
From $444 per night (USD)
Expedia
From $491 per night (USD)
VRBO
Walk to Beach, Private Patio and Backyard!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 16690 - Chatham Haven: Walk to Beach, Private Patio and Backyard! The Space: Discover the charm of Chatham at ...
From $491 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Minutes to Red River Beach, Dog Friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 17755 - Deer Run Hideaway: Minutes to Red River Beach, Dog Friendly! The Space: Welcome to Deer Run Hideaway, ...
From $396 per night (USD)
Expedia
From $406 per night (USD)
VRBO
Large Deck, Fire Pit, Dog Friendly, Near Beach - Sleeps 10!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Summary: 17753 - Capeside: Large Deck, Fire Pit, Dog Friendly, Near Beach - Sleeps 10! The Space: In the heart of seren ...
From $406 per night (USD)
VRBO
From $339 per night (USD)
Expedia
Immaculately clean 4 bedroom duplex less than .3 miles to Sea Street Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Looking to be close to family, yet have your own space? Rent these two sides of a duplex to sleep 8 people. Both sides ...
From $339 per night (USD)
Expedia
From $500 per night (USD)
VRBO
Adorable Beach house, less than 500ft to the beach, sleeping 6
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
New to our 2025 Inventory! Looking for a beach house that takes 2 minutes to walk to the ocean? This newly renovated ...
From $500 per night (USD)
VRBO
From $752 per night (USD)
Expedia
Quiet South Chatham 2-Bedroom House, Close To Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Popular well kept 2 bedroom Chatham home just a short drive from popular Rigdevale, Cockle Cove, and Hardings beaches. ...
From $752 per night (USD)
Expedia
From $252 per night (USD)
VRBO
Renovated Beach Condo - Pool - Hot Tub - Fire Pit!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your family will be close to everything when you stay at this centrally-located beach condo! Swim in the heated outdoor ...
From $252 per night (USD)
VRBO
From $465 per night (USD)
Expedia
Dennis Retreat
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Create cherished memories at this delightful 2-bedroom, 1-bathroom home in Dennisport, Massachusetts. Perfectly located ...
From $465 per night (USD)
Expedia
From $897 per night (USD)
VRBO
Your Cape Cod Oasis- 3min walk to the beach!
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
Your home away from home in Dennis Port with 5 bedrooms. This tremendous house boasts a variety of sleeping arrangements ...
From $897 per night (USD)
VRBO
From $576 per night (USD)
VRBO
2 BR - The Soundings Seaside Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
square ft. - 650; sleeps 6; kitchen - 1 partial; bedding includes 2 queen beds, 1 sofa bed most comfortable for 2 childr ...
From $576 per night (USD)
VRBO
From $285 per night (USD)
VRBO
BRAND NEW LISTING! Adorable 2BD Cottage--Screen Porch, Fire Pit, Less Than a Mile to Sea Street Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
BRAND NEW LISTING! Less than one mile to Sea Street Beach! * * * * See end of this description for information ...
From $285 per night (USD)
VRBO
From $527 per night (USD)
VRBO
500 ft to the Beach. Walk to Sand, Sun & Surf!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Looking for the perfect summer getaway? This inviting, clean Cape Cod cottage is just 500 feet from Nantucket Sound’s wa ...
From $527 per night (USD)
VRBO
From $531 per night (USD)
VRBO
Oceanfront with Hot-Tub and Private Beach. Use of resort Pools and facilities.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This is an oceanfront three bedroom, two and a half bath home on a shared private beach with sweeping views. The Commodo ...
From $531 per night (USD)
VRBO
From $760 per night (USD)
Expedia
The Cape Codder I New Listing I
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Renovated to a modern touch while maintaining Cape Cod charm. The home provides 5 Bedrooms and 2 bathrooms. - Linens Inc ...
From $760 per night (USD)
Expedia
From $810 per night (USD)
VRBO
Marsh and Nantucket Sound Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
PETS ALLOWED WITH OWNER APPROVAL ASK US ABOUT OUR FALL SPECIAL PRICING!!! If you love the beach, views of the wate ...
From $810 per night (USD)
VRBO
From $384 per night (USD)
VRBO
Shady Pines
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
New 2025 Shady Pines Tranquil 4 Bedroom Retreat Just Moments from Beautiful Seymour Pond in Brewster Family & dog-frie ...
From $384 per night (USD)
VRBO
From $355 per night (USD)
VRBO
Updated 2-bedroom cottage 4 min walk to the beach, with outdoor shower
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Okeanos! This newly renovated property on a private lane features a four minute walk to Sea Street Beach. T ...
From $355 per night (USD)
VRBO
From $578 per night (USD)
VRBO
Modern House w/Private Beach Access to Seymour Pond, Near Rail Trail
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This newly renovated home offers everything you need for a memorable Cape Cod vacation. You don’t have to choose between ...
From $578 per night (USD)
VRBO
From $918 per night (USD)
VRBO
Peak Aug Weeks still avail! Sat-Sat. Brewster Farmhouse Retreat on Seymour Pond
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Surrey Farms! Unwind and recharge in our stunning 5-bedroom, 4-bathroom Cape Cod farmhouse. Surrey Farms is n ...
From $918 per night (USD)
VRBO
From $258 per night (USD)
VRBO
Dennisport walk to beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
About this space Our house is in the very desirable section of Dennisport, south of Lower County Road, and a short 2 min ...
From $258 per night (USD)
VRBO
From $962 per night (USD)
VRBO
NEW! Walk to the beach. Close to Wequasset. Foosball. Kid Friendly Amenities!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Perfect for families, this cozy vacation home is packed with kid-friendly amenities! Enjoy a lovely deck, two spacious l ...
From $962 per night (USD)
VRBO
From $432 per night (USD)
VRBO
Fire pit, By Long Pond + Greenland Pond, sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This newly renovated home is spotless and stylish, offering 3 bedrooms plus a pullout sleeper to comfortably sleep 8, wi ...
From $432 per night (USD)
VRBO
From $433 per night (USD)
VRBO
Pond front with Private Beach and Central A/C
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Waterfront Cottage on Long Pond! * * * * See end of this description for information about free included ac ...
From $433 per night (USD)
VRBO
From $372 per night (USD)
VRBO
Charming Updated 3 Bedroom Cape Cottage, Close To Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This bright, beachy home is located on a quiet side street with many recent updates throughout. Enjoy your morning coffe ...
From $372 per night (USD)
VRBO
From $485 per night (USD)
VRBO
Refurbished South Orleans Antique Home Close to Pleasant Bay
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
2/10th's a Mile from Pleasant Bay Warm and inviting, this remodeled antique home with marshland views is within 2/10th' ...
From $485 per night (USD)
VRBO
From $604 per night (USD)
VRBO
Walk to Sea St Beach and Pelham House, dogs welcome, AC, 3 bd 1 bath, yard space
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
With ample parking, get here and leave your keys! Walk to summer musts within 10 minutes including the BEACH, restaurant ...
From $604 per night (USD)
VRBO
From $672 per night (USD)
VRBO
Nantucket Sound Dream! Exceptional Tri-Level Ocean Heights Condominium, Offering Waterfront Living!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nantucket Sound Dream! Exceptional Tri-Level Ocean Heights Condominium Offering Waterfront Living at Its Best with Priva ...
From $672 per night (USD)
VRBO
From $318 per night (USD)
VRBO
Cozy and Secluded 3 bedroom pet friendly ranch
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
**Recently Renovated with Ductless AC throughout!** * * * * See end of this description for information abo ...
From $318 per night (USD)
VRBO
From $234 per night (USD)
VRBO
Peaceful 2 Bdrm Cottage WiFi A/C Ingrd Pool & Walk To Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cape Cottages, located in a small cottage colony between Depot Street & Sea Street. ... Cottage E Myles Standish Just r ...
From $234 per night (USD)
VRBO
From $510 per night (USD)
VRBO
CHATHAM - AVAIL! 7/6, 7/13-7/15, 8/23-8/30 WK! WALK TO BEACHES, SHOPS, DINING!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
CHATHAM - AVAIL 7/6, 7/13 - 7/15. AVAIL AUGUST 23 - August 30 WK and thereafter! WALK TO 3 BEAUTIFUL SANDY BEACHES! FRE ...
From $510 per night (USD)
VRBO

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