
Harwich Rentals

- From $1699 per night (USD)
VRBO
Great Cockle Cove Home!
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Family Retreat Destination! Let this 7 bedroom offering 2 queens, 4 twin, 2 full beds and 2 sets of bunk beds, spread o ...
From $1699 per night (USD)VRBO
- From $476 per night (USD)
Expedia
Swan Pond Waterfront home, sleeping 8!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy stunning sunrises and sunsets from this waterfront home overlooking beautiful Swan Pond! Water views from every w ...
From $476 per night (USD)Expedia
- From $917 per night (USD)
VRBO
Sea Chalet: 042-B Gorgeous Heated Saltwater Pool, Hot Tub, Gas Fire pit, Game Room
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
This home is professionally managed by Pretty Picky Properties Gorgeous Heated Saltwater Pool, Hot Tub, Gas Fire pit, G ...
From $917 per night (USD)VRBO
- From $407 per night (USD)
VRBO
Water Views and Dock on Sheep Pond with A/C.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Wood Beaming in this Rustic Cottage on Sheep Pond with Water Views & Dock! Enjoy the pond view with only a few steps to ...
From $407 per night (USD)VRBO
- From $249 per night (USD)
VRBO
Cozy cape retreat with huge yard and deck
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedrooms, 1 full bathroom, sleeps 4 Location Information We are the fortunate new owners of this lovely cape retre ...
From $249 per night (USD)VRBO
- From $287 per night (USD)
VRBO
Dennis Port summer escape with big yard, movie theater
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 bedrooms, 2 full bathrooms, sleeps 8 including a queen sized sleeper sofa in the living room. - End of June - August: ...
From $287 per night (USD)VRBO
- From $837 per night (USD)
VRBO
Beautiful five bedroom home with private swimming pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Your Cape Cod escape begins here, where sun-drenched days by your private pool and spa and walks to the beach create unf ...
From $837 per night (USD)VRBO
- From $444 per night (USD)
Expedia
CapeEscape - Steps to Beach & Pelham House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your dream Cape Cod beach vacation: a newly renovated beach cottage, situated just an easy two-minute walk to ...
From $444 per night (USD)Expedia
- From $340 per night (USD)
VRBO
Dennis Seashores 10 Ocean Park West- 3BR 1BA, AC, private beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable 3 bedroom, 1 bath AC cottage, within a minute's walk to the private Nantucket Sound beach. For the quintess ...
From $340 per night (USD)VRBO
- From $935 per night (USD)
VRBO
Newly Remodeled Seaside Getaway with Forest Beach in your backyard!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Newly renovated home with ocean views and Forest Beach right in your backyard. Swim, lounge, kayak, hike, or play tennis ...
From $935 per night (USD)VRBO
- From $209 per night (USD)
VRBO
Dennisport Beach Cottage- 5 min walk to the beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Quiet neighborhood, walking distance to the beach, ice cream parlors, restaurants and bars. 2 bedrooms (queen& full size ...
From $209 per night (USD)VRBO
- From $519 per night (USD)
VRBO
Lakefront - Long Pond, Brewster: On the water, kayak, swim, fish, relax!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
If you are looking for a party house, please look elsewhere. Our home is located on a quiet dirt road with only a few ho ...
From $519 per night (USD)VRBO
- From $782 per night (USD)
VRBO
OCEAN FRONT RESIDENCE WITH BEACH ACCESS. 4 BR, 2 Bath large home in Dennis Port on magical Cape Cod.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
OCEAN FRONT RESIDENCE WITH BEACH ACCESS. 4 BR, 2 Bath large home in Dennis Port on magical Cape Cod Amazing location on ...
From $782 per night (USD)VRBO
- From $547 per night (USD)
Expedia
Beach Less Than 0.2 Miles From This Charming 2BR/1BA - Pet Friendly! (2201)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
The beach is less than 0.2 miles from this charming 2+ bedroom, 1 bathroom, pet-friendly cottage in Dennis Port! This be ...
From $547 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Steps to Upper Mill Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Kick back and relax in this calm, stylish space. Open concept kitchen, dining, and living area perfect for gathering wit ...
From $416 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful 3 bedroom Cape with spacious deck and hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Lovely modern 3 bedroom home, located on a quiet cul-de-sac is the perfect place for a family vacation. Hop on the bike ...
Click For PricingExpedia
- From $341 per night (USD)
VRBO
Beautiful Home. Easy Access to Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 18828 - Brewster Hideaway: Beautiful Home. Easy Access to Beaches! The Space: Nestled in the secluded Meetingh ...
From $341 per night (USD)VRBO
- From $539 per night (USD)
Expedia
Brand new tri level Ocean View Condo.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Brand new tri level Ocean View Condo with two private balconies! This beautifully decorated three bedroom condo offers ...
From $539 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Updated Beach House Deck Outdoor Shower!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: 16670 - A Touch of Blue: Updated Beach House Deck Outdoor Shower! The Space: Nautical colors and floods of nat ...
From $260 per night (USD)VRBO
- Click For Pricing
Expedia
THE BREAKERS RESORT - 1 Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Situated on the beautiful sandy beaches of Nantucket Sound is The Breakers Resort, one of two Bluegreen Vacations resort ...
Click For PricingExpedia
- From $239 per night (USD)
VRBO
Spectacular three bedroom home with central air
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Spectacular three bedroom home with central air conditioning, located in sought after neighborhood. This contemporary ho ...
From $239 per night (USD)VRBO
- Click For Pricing
Expedia
Oceanview Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful view of Nantucket Sound. Walk to pool/beach from porch. 2 miles to quaint Harwichport shops. Many restaurant ...
Click For PricingExpedia
- From $400 per night (USD)
VRBO
Waterfront escape with gas grill, furnished deck, fast WiFi, beach access nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Dennis Port Delight Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $400 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Brand new Ocean View Condo with private balcony, steps from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Brand new Ocean View Condo with private balcony! Beautifully decorated one bedroom condo with central air conditioning, ...
From $239 per night (USD)Expedia
- Click For Pricing
VRBO
Amazing pond views and unforgettable sunsets from all levels!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Amazing pond views and unforgettable sunsets from all levels of this beautiful home in the heart of Dennisport. Expansiv ...
Click For PricingVRBO
- From $451 per night (USD)
Expedia
Dreamy ocean-view perch with furnished balcony & beach access - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Villa Balena - A Cape Cod Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $451 per night (USD)Expedia
- From $877 per night (USD)
VRBO
Three levels of living space, A/C, close to ponds and bike path, pool table, fire pit
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
5 Bedroom - 4 Baths - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $877 per night (USD)VRBO
- From $553 per night (USD)
Expedia
Private Beach - 3 bedroom
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to The Lookout on Pleasant Bay. This remarkable property has a Deed to a private beach. The home sleeps up to ...
From $553 per night (USD)Expedia
- From $560 per night (USD)
VRBO
5 Bedroom Chatham Retreat on Quiet Street
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious 5 bedroom home in a great location in Chatham! This home can comfortably accommodate your entire family. Beauti ...
From $560 per night (USD)VRBO
- From $380 per night (USD)
Expedia
Pet-Friendly Cape Cod Getaway < 1 Mi to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Ready for a relaxing beach vacation? This 3-bedroom, 2-bathroom vacation rental home is the perfect place to embrace Cap ...
From $380 per night (USD)Expedia
- From $862 per night (USD)
VRBO
NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
NEWLY RENOVATED IN 2022! Experience the comfort of our newly remodeled, well-lit, and contemporary residence, convenien ...
From $862 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Brand new Ocean View Condo with private balcony, steps from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Brand new Ocean View Condo with private balcony! Beautifully decorated one bedroom condo with central air conditioning, ...
From $300 per night (USD)Expedia
- Click For Pricing
VRBO
Swan Lake Retreat House with Hot Tub and Peloton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gorgeous lake views from almost every room! This newly remodeled home sits right on beautiful Swan Lake and offers priva ...
Click For PricingVRBO
- From $579 per night (USD)
Expedia
Three bedroom home sleeping 8 only .2 miles to beach at end of Union Wharf!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Location, location, location! Only .2 miles to shared/private beach at the end of Union Wharf Road. Or, for a private be ...
From $579 per night (USD)Expedia
- Click For Pricing
VRBO
🐶 Dog Friendly Fenced in Yard! 3/2 🏠 1.1 mi to 🏝 WIFI - perfect fall rental!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Modern 3 bedroom, 2 full bath ranch style home located in Chatham! 1/10th of a mile to Old Colony Bike path and 1.1 mile ...
Click For PricingVRBO
- From $478 per night (USD)
Expedia
Bright S. Harwich Home, Private Backyard, Close to Beaches, Bike Trail & Shops
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful single family home in South Harwich, conveniently located right off of Rt. 28. Only 500 feet from the Cape Cod ...
From $478 per night (USD)Expedia
- From $594 per night (USD)
VRBO
Cape Cod Oceanfront New Condo with Ocean View & Private Beach! capeoceanvista
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Brand new 2021 condo: spectacular ocean view and private ocean beach on Nantucket Sound. Living, dining, and kitchen dir ...
From $594 per night (USD)VRBO
- From $552 per night (USD)
Expedia
Comfortable and convenient suite steps from the beach with WiFi & AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ocean Peace Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $552 per night (USD)Expedia
- From $907 per night (USD)
VRBO
Charming two year old 3Bd Rm 4 bath home .6mi to Ridgevale Beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Newly built home, app 2900 sq feet, The 1st floor includes a master bedroom with private bath with tub/shower, king siz ...
From $907 per night (USD)VRBO
- From $441 per night (USD)
VRBO
Chatham Beach Cottage + loft Walk to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Relax with the whole family at this year round Charming Chatham Seaside Cottage , with just a short 5 minute walk to a b ...
From $441 per night (USD)VRBO
- Click For Pricing
VRBO
Spacious Cape - Large Private Backyard, 3 Decks!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
All bathrooms and kitchens recently renovated. Fast 1GB internet, full cable, multiple living areas, work from home frie ...
Click For PricingVRBO
- Click For Pricing
Expedia
Comfortable renovated 3-bedroom apartment - 5 min from the beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 3
Nice space to relax, good spots to good walks, a buzzing restaurant district, babbling brooks, a great cafe, blackout cu ...
Click For PricingExpedia
- From $527 per night (USD)
VRBO
Charming colonial gem with multiple decks, gas grill, patio, and central AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Chatham Charmer Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $527 per night (USD)VRBO
- From $434 per night (USD)
Expedia
Waterfront on Pond w/ Private Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: 16664 - Family Tides: Waterfront on Pond w/ Private Beach! The Space: This beautiful waterfront property, loca ...
From $434 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Cape Cod Condo 2 balconies. Heated Pool next to Ocean. Private Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
There is a spiral staircase leading to the upstairs balconied bedroom. A Convertible couch downstairs that will sleep 2 ...
From $200 per night (USD)VRBO
- From $389 per night (USD)
Expedia
Panoramic Views of Swan Pond
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Are you looking for privacy, while still being in the middle of it all? Panoramic Views of Swan Pond! This charming 3 ...
From $389 per night (USD)Expedia
- From $341 per night (USD)
VRBO
Brand new Ocean View Condo with private balcony, steps from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Brand new Ocean View Condo with private balcony! Beautifully decorated two bedroom condo with central air conditioning, ...
From $341 per night (USD)VRBO
- From $984 per night (USD)
VRBO
Renovated Chatham Compound on Bike Path, Less Than a Mile to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
This newly designed charming Chatham compound can sleep over 10 guests with 2 bedrooms in the main house, 2 bedrooms in ...
From $984 per night (USD)VRBO
- From $599 per night (USD)
VRBO
18 Bearberry Lane South Chatham - Rhododendron Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom - 2 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $599 per night (USD)VRBO
- From $444 per night (USD)
Expedia
Charming Coastal Retreat in Dennis Port
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Charming Coastal Retreat in Dennis Port Welcome to your perfect Cape Cod getaway! Nestled in the heart of Dennis Port, ...
From $444 per night (USD)Expedia
- From $1339 per night (USD)
VRBO
400 feet to the Ocean 4 bdrm 2 1/2 bath 1899 beauty - total reno
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Your Dennis adventure begins at this 4-bedroom 2 1/2 bath beautifully renovated 1899 house just a few hundred feet (2 mi ...
From $1339 per night (USD)VRBO
- From $545 per night (USD)
Expedia
Four bedroom home- Just 300 yards to Sea Street Beach
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Come and enjoy true Cape Cod comfort in this beautiful 4 bedroom, 2 bathroom home! Comfortably sleeping 8, this home is ...
From $545 per night (USD)Expedia
- From $1667 per night (USD)
VRBO
Ocean front Family Compound with a 200-foot private beach, on Nantucket Sound
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 15
Family Compound with a 200-foot ocean front private beach, on Nantucket Sound, to be shared only by you and your guests. ...
From $1667 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Bluegreen Dennis Port - The Soundings Seaside Resort - 1BD
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
What you'll love about The Soundings Seaside Resort Take full advantage of the central location and breathtaking beauty ...
From $295 per night (USD)VRBO
- From $190 per night (USD)
VRBO
Bluegreen Dennis Port - The Soundings Seaside Resort - ST
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
What you'll love about The Soundings Seaside Resort Take full advantage of the central location and breathtaking beauty ...
From $190 per night (USD)VRBO
- From $547 per night (USD)
VRBO
Bluegreen Dennis Port - The Soundings Seaside Resort - 2BD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
What you'll love about The Soundings Seaside Resort Take full advantage of the central location and breathtaking beauty ...
From $547 per night (USD)VRBO
- From $343 per night (USD)
VRBO
Chatham Home w/ Spacious Deck: 2 Mi to Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience beachside bliss in Cape Cod when you stay at this 4-bedroom, 3-bath South Chatham vacation rental! This home ...
From $343 per night (USD)VRBO
- From $381 per night (USD)
Expedia
Walk to Pleasant St Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable and Charming Cottage, on a beautifully landscaped, private lot and walkable to one of Chatham's beautiful be ...
From $381 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Quintessential SEASONAL ONE Bedroom Cape Cod Cottage..
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Quintessential SEASONAL One Bedroom Cape Cod Cottage. (Sleeps 2) One Full Bath, Outside Shower, Large Deck, Fire Pitt, T ...
From $200 per night (USD)VRBO
- From $403 per night (USD)
Expedia
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Marta (my wife) and I are two Canadians who now call Massachusetts our home. Our lovely place in South Chatham is our ne ...
From $403 per night (USD)Expedia
- Click For Pricing
VRBO
Anchors Aweigh
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
About this space Welcome to Anchors Aweigh! Escape to Cape Cod in this quant cottage walking distance from the your own ...
Click For PricingVRBO
- From $622 per night (USD)
VRBO
Jean's Dream - Newly Renovated Cape House .9Miles from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Escape to Jean's Dream a charming Cape house in South Chatham, MA. This delightful newly renovated rental features 2 bed ...
From $622 per night (USD)VRBO
- From $423 per night (USD)
VRBO
Cockle Cottage - Renovated Chatham Cape House .9 Miles from Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Indulge in a memorable stay at Cockle Cottage in Chatham, MA. This inviting rental boasts 2 bedrooms, 1 bathroom and com ...
From $423 per night (USD)VRBO
- From $427 per night (USD)
Expedia
Cape Escape - Two Bedroom, Two Bathroom Near Beaches and Cycling
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom- 2 Bath- Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of ...
From $427 per night (USD)Expedia
- From $395 per night (USD)
VRBO
Chatham Cape Cod Near Bike Trail, 1 Mile to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to a classic coastal getaway at this charming Chatham vacation rental. Located 1 mile from the shore and steps f ...
From $395 per night (USD)VRBO
- From $298 per night (USD)
Expedia
The Beachside Condo S
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: 1 bedroom condo on beautiful warm water private beach in Dennisport. Enjoy a true escape in one of the most des ...
From $298 per night (USD)Expedia
- Click For Pricing
VRBO
Spacious and beautiful home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful and welcoming property for a group of family or friends looking to have a wonderful time. Quiet and peaceful ...
Click For PricingVRBO
- From $1147 per night (USD)
Expedia
Modern, Spacious, Central, Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Large and brand new, offering you the perfect vacation retreat and centrally located to shops, restaurants, and beaches! ...
From $1147 per night (USD)Expedia
- From $762 per night (USD)
VRBO
Enjoy a relaxing retreat. Easy access: Beaches, Bike Path, & Great restaurants.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This charming, tastefully decorated, and bright home includes a cheerful yellow fully equipped kitchen with a unique isl ...
From $762 per night (USD)VRBO
- From $890 per night (USD)
Expedia
Located in quiet Riverbay directly on the river; kayak to Jackknife Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Located in quiet Riverbay neighborhood. This 5 bedroom, 4 bath home that sleeps 10. Plenty of room to spread out with ...
From $890 per night (USD)Expedia
- From $770 per night (USD)
VRBO
Views of Eastward Ho Golf Course from the backyard!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This North Chatham property offers views of Eastward Ho Golf Course from the backyard. The antique Cape-style home accom ...
From $770 per night (USD)VRBO
- From $406 per night (USD)
Expedia
Thayer Thicket | Newly renovated house in South Dennis with great location
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Thayer Thicket Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $406 per night (USD)Expedia
- From $2461 per night (USD)
VRBO
Private heated pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Private Heated pool! Vacation near the beach in this charming 4 bedroom (4 kings) and 3.5 bath home with private pool. C ...
From $2461 per night (USD)VRBO
- From $905 per night (USD)
Expedia
Chatham Compound + Carriage House - Huge yard, Game Room, Kayaks, Sleeps 10
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Newly Listed to VRBO. Also listed on Airbnb, with 37 reviews and a 4.97 star rating! This beautiful family home is ever ...
From $905 per night (USD)Expedia
- From $633 per night (USD)
VRBO
Roof Deck, Walk to Forest Beach, Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 16679 - Inn Bloom: Roof Deck, Walk to Forest Beach, Fire Pit! The Space: Inn Bloom is perched on a small hills ...
From $633 per night (USD)VRBO
- From $482 per night (USD)
Expedia
Antique Dennis getaway with firepit & EV charger, Dog friendly!
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 11
Summary: 19941 - Cape Costa: Antique Dennis getaway with firepit & EV charger, Dog friendly! The Space: Dennis Port at ...
From $482 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Movie Theater Room, Direct Access to Bike Trail!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: 16681 - Summer On: Movie Theater Room, Direct Access to Bike Trail! The Space: Escape to this charming Chatham ...
From $283 per night (USD)VRBO
- From $1144 per night (USD)
Expedia
WATER FRONT- saltwater private pond beach and water sports IDEAL for big groups!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Large 4 bedroom colonial on a private salt water beach with walkout basement, outdoor shower, and lower level playrooms ...
From $1144 per night (USD)Expedia
- From $495 per night (USD)
VRBO
Hot Tub, 200 ft to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 19940 - Summer Soiree: Hot Tub, 200 ft to Beach! The Space: Discover the allure of Dennis in this enchanting v ...
From $495 per night (USD)VRBO
- From $719 per night (USD)
VRBO
New Listing 2024 Hawk`s Nest - Classy 5 bedroom with large backyard
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to Hawk's Nest! This updated 5 bedroom, 3.5 bathroom home in the heart of Brewster is truly a nature lover's par ...
From $719 per night (USD)VRBO
- From $588 per night (USD)
VRBO
Waterfront home with lovely lake views, great deck, sun porch & fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Mill Pond Vista Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $588 per night (USD)VRBO
- From $370 per night (USD)
Expedia
Explore Downtown and Pleasant Bay!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 18836 - Sunny Escape: Explore Downtown and Pleasant Bay! The Space: Your Brewster vacation awaits, in this id ...
From $370 per night (USD)Expedia
- From $1396 per night (USD)
VRBO
Walk to Sea Street Beach! Firepit| Dogs OK| A/C!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to our charming Cape Cod cottage, just minutes from Sea Street Beach. This well-furnished 3-bedroom, 1-bath haven ...
From $1396 per night (USD)VRBO
- From $361 per night (USD)
VRBO
Pleasant Getaway halfway between beautiful Harwichport and Downtown Chatham
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
The perfect spot for a relaxing vacation! This lovely 3+ bedroom (1 King, 3 twins, and a twin/trundle) cottage in South ...
From $361 per night (USD)VRBO
- From $423 per night (USD)
VRBO
Charming retreat .5 mi to Sea St. Beach, Private backyard, outdoor shower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Our space is designed for your relaxation and comfort. Off street parking for up to four vehicles. Private entrance into ...
From $423 per night (USD)VRBO
- Click For Pricing
Expedia
Dennisport Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy and spacious 3 bedroom. Master bedroom with master bath. Access to Swan Pond, connects to Nantucket Sound. Quiet ne ...
Click For PricingExpedia
- Click For Pricing
Expedia
5 Mi to Beaches: South Dennis Home w/ Patio
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A relaxing Cape Code getaway awaits at this 2-bedroom, 1.5-bath vacation rental home in South Dennis, MA! Perfect for sm ...
Click For PricingExpedia
- From $346 per night (USD)
Expedia
The Sweet Retreat - Less than 1/2 mile to Dennis Port beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
A beach forest oasis less than a 1/2 mile from Nantucket Sound. The perfect blend of modern-vintage, a sophisticated yet ...
From $346 per night (USD)Expedia
- From $418 per night (USD)
VRBO
New to our 2025 Inventory: Lovely 4 bedroom, 2 bath home sleeping 8
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
New to our 2025 Inventory! Lovely 4 bedroom, 2 bath home, sleeping 8. First floor features an open concept kitchen, liv ...
From $418 per night (USD)VRBO
- Click For Pricing
Expedia
Immaculate 2 bedroom sleeping 6!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
New to our 2025 Inventory! Welcome to Serenity 222! Your home away from home while you visit the Cape! Quintessential C ...
Click For PricingExpedia
- From $622 per night (USD)
VRBO
Charming Home with Guest House, Fantastic Location, AC, Outdoor Shower
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Stay comfortably in Dennis at this 5-bedroom house. Experience the enchanting charm of this serene retreat, complete wit ...
From $622 per night (USD)VRBO
- From $438 per night (USD)
Expedia
New to our 2025 Inventory! 2 bedroom home, sleeping 5, steps from Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to the Breeze Inn! Save money on a beach sticker by walking to the beach every day! This home is steps away from ...
From $438 per night (USD)Expedia
- From $666 per night (USD)
VRBO
Summerwind - Ocean views and walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Beautiful well maintained home with fabulous views of Nantucket Sound and a short walk from driveway to beach. ...
From $666 per night (USD)VRBO
- From $509 per night (USD)
Expedia
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Recently renovated, all new pottery barn furnishings, this light, bright and airy 3 bedroom, 2 full bath coastal home ha ...
From $509 per night (USD)Expedia
- From $577 per night (USD)
VRBO
Idyllic Retreat, Swan Pond Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful home is the perfect getaway for families or friends who want to relax in a spacious and peaceful setting. ...
From $577 per night (USD)VRBO
- From $665 per night (USD)
Expedia
Waterfront on Long Pond and Black Pond!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Waterfront on Black Pond and Long Pond! Two bedrooms plus sleeping loft cottage. Inside you will find the charm of Cape ...
From $665 per night (USD)Expedia
- From $739 per night (USD)
VRBO
New 2025 Chatham Hideaway - Peaceful Woodland Overlooking Minister's Pond
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to Chatham Hideaway! This sprawling estate, surrounded by woodland and lush gardens, offers a private setting fo ...
From $739 per night (USD)VRBO
- From $369 per night (USD)
VRBO
THREE BEDROOM--MINUTES TO GOOSE POND, PLEASANT BAY AND TOWN.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable home with quiet setting, just short drive to Downtown Chatham, Two Ponds and Beaches. * * * * See e ...
From $369 per night (USD)VRBO
- From $1880 per night (USD)
VRBO
Large, beautiful home with extraordinary design features and bonus rooms galore
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This large, gorgeous home is perfect for entertaining, set on an acre of land with a private yard and large patio. The h ...
From $1880 per night (USD)VRBO
- From $664 per night (USD)
VRBO
300 YDS TO OCEAN, POOL, NEW O/D SHOWER, 4 BEDS, SPACIOUS. 67 Inman Rd #E
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Our townhouse is the perfect vacation rental for those that want all the comforts of home and a relaxing environment aft ...
From $664 per night (USD)VRBO