Chatham House Rentals

(197 rentals)
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Key Amenities

  • Kid friendly
  • Pool

About this property

Swimming Pool & 300 Yards to the beach - This roomy & Clean Cape style home is a free standing property within a small complex of seven other townhouse properties with use of a beautiful 20 x 40 swimming pool. Walk 300 yards to the ocean beach at the end of the street. (you can see the water ...

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Property Type

Dennis House

"Great vacation"

Great location, walk to the beach and swimming pool. The kids liked the park across the street. We arrived to a nice clean house, very comfortable and everything we needed was there. We plan on coming ...

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3 BR | 2.5 BA | Sleeps 10 | Quick View

Distance to beach: 0.2 miles to Mill Pond

$651

avg/night

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Key Amenities

  • Kid friendly

About this property

Salt waterfront home located in the Ocean Harbor Association in East Orleans. This home is set on over an acre of beautiful multi-level grounds with frontage and views of Little Cove. Enjoy kayaking right from your backyard, access to the association tennis courts or deepwater boating access and swimming ...

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Property Type

Orleans House

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3 BR | 2.5 BA | Sleeps 6 | Quick View

Distance to beach: 2 miles to Nauset

$352

avg/night

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Key Amenities

  • Kid friendly

About this property

Great privacy in East Orleans! Enjoy this lovely 3-bedroom, 2-bath contemporary home offering a bright and open floor plan and updated furnishings. Front-to-back living room with fireplace and a great screened porch open onto a spacious wraparound deck. This great vacation spot is gracefully tucked up ...

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Property Type

Orleans House

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2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 0.2 miles to Skaket

$292

avg/night

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Key Amenities

  • Kid friendly

About this property

Location, Location! Popular duplex cottages very close to Skaket Beach on Cape Cod Bay. Informal and beachy, each unit has a private deck and central A/C! Both share the enclosed outdoor shower. No washer/dryer, but there's a clothesline for bathing suits and towels. Each unit has a full bath with ...

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Property Type

Orleans House

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3 BR | 1 BA | Sleeps 6 | Quick View

Distance to beach: 0.2 miles to Skaket

$362

avg/night

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Key Amenities

  • Kid friendly

About this property

Location, Location! Popular duplex cottages very close to Skaket Beach on Cape Cod Bay. Informal and beachy, each unit has a private deck and central A/C! Both share the enclosed outdoor shower. Each unit has a full bath with tub & shower, a well-equipped kitchen and offers wifi and cable for entertainment ...

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Property Type

Orleans House

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3 BR | 1.5 BA | Sleeps 6 | Quick View

Distance to beach: 0.1 miles to Skaket Beach

$357

avg/night

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Key Amenities

  • Kid friendly

About this property

AT SKAKET BEACH! This charming renovated 1927 Cape has ample room for 6, a master bedroom with a vaulted ceiling and a private half-bath, plus a lovely wraparound porch with hammock. The sunny interior features newly-painted floors, comfy furnishings throughout and excellent amenities, including wireless ...

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Property Type

Orleans House

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3 BR | 1 BA | Sleeps 6 | Quick View

Distance to beach: 0.2 miles to Skaket

$357

avg/night

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Key Amenities

  • Kid friendly

About this property

Location, Location! Sweet and cozy 2-bedroom Plus bunkhouse just 2/10ths of a mile from gorgeous Skaket Beach on Cape Cod Bay. Corner lot on a quiet sandy road with 3 ductless A/C units, new stove & refrigerator, and outdoor shower. An ideal setting for the smaller gathering just steps to the sand! ...

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Property Type

Orleans House

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Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

ONLY TWO WEEKS LEFT IN July 5 - 12th & July 12th - 19th 3 NIGHT MIN IN JUNERecently Renovated 3/1 with new kitchen & bath & close to beach w Central ACThis cozy, recently renovated cottage has a brand-new kitchen, new bathroom, and new flooring and is an excellent location, close ...

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Property Type

Brewster House

"A Restful Piece of Paradise !"

There aren't enough accolades in a dictionary to describe Shannon OR this Cape Cod cottage! Open the front door and you can't help but say "WOW!" Then walk through the three bedrooms and you'll note that ...

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5 BR | 2 BA | Sleeps 10 | Quick View

Distance to beach: 100 yards to Skaket Beach

$1714

avg/night

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Key Amenities

  • Kid friendly

About this property

Suitable for 2 families or extended family. 2 Kitchens, 2 entrances. Sleeps 10.

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Property Type

Orleans House

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2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 0.0 miles to Mill Pond

$200

avg/night

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Key Amenities

  • Kid friendly

About this property

Spectacular Location! An outstanding waterfront spot offering exceptional privacy. Want to unplug? This simple, rustic cottage (no wifi, no TV) is on a peninsula surrounded by salt water and has views of Mill Pond. Launch your kayak or boat from its shore to access Nauset Inlet and to the beautiful sandy ...

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Property Type

Orleans House

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4 BR | 2.5 BA | Sleeps 11 | Quick View

Distance to beach: 10 miles to Many many beaches

$857

avg/night

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Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Rentals by owner

About this property

Large 4 bedroom colonial on a private salt water beach with walkout basement, outdoor shower and lower level play rooms for the youngsters. Morden kitchen with big center island. Formal dining room, huge living room, large family room, pantry & private office.Mordern baths with an outdoor shower. ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

Almost Water Front !! Fabulous location !! 14 Depot St. Dennisport. Walk in from the charming farmers porch into this pleasant beach house and be delighted with the attention to detail the owners have taken to make this your favorite place to vacation. Starting off with the lovely living room that is ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

Neat as a pin-clean as a whistle. This affordable 2 bedroom/1 bath home with 4 Season Porch and finished playroom downstairs is the perfect summer getaway. This home has all you need: Central Air, cable, WiFi, enclosed outdoor shower, right near Swan Pond for kayaking/canoeing and is located only 1.4 ...

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Property Type

Dennis House

"Perfect week"

Clean comfortable roomy. Great outdoors close to pond. Everything worked well for cooking and eating on.

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Key Amenities

  • Kid friendly

About this property

This Cape Cod home is perfect for the beach lover, boater, kayaker or paddle boarder with proximity to Mill Pond and boating to the outer beach! Beautiful home offers 3 spacious bedrooms and two full baths on two levels. Main level features a sunny living room with gas fireplace and flat screen TV ...

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Property Type

Orleans House

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5 BR | 5 BA | Sleeps 10 | Quick View

Distance to beach: 0.0 miles to Breakwater

$1857

avg/night

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Key Amenities

  • Kid friendly

About this property

WATERFRONT on Cape Cod Bay! This exceptional beachfront property offers direct access to the private, sandy shores of Breakwater Beach via a private stairway — your own gateway to the stunning coastline. Spanning three air-conditioned levels, this spacious and beautifully appointed home is perfect ...

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Property Type

Brewster House

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5 BR | 2 BA | Sleeps 10 | Quick View

Distance to beach: 0.0 miles to Atlantic Ocean

$723

avg/night

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Key Amenities

  • Kid friendly

About this property

Incredible Nauset Heights Retreat! Perched on a scenic bluff overlooking Nauset Inlet and the vast Atlantic Ocean, this expansive Cape cottage offers an unbeatable combination of classic charm and breathtaking views. Enjoy the upper-level deck’s sweeping vistas and the convenience of a private stairway ...

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Property Type

Orleans House

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$582

avg/night

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Key Amenities

  • Beachfront
  • Kid friendly

About this property

Sweet beach house tucked on a sandy lane, just minutes to both Priscilla Landing inlet and Nauset Beach. The home offers three bedrooms with one king and two others each with a queen bed. There is also one and a half baths. There are window A/C's throughout the house for your comfort and electric ...

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Property Type

Orleans House

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3 BR | 1 BA | Sleeps 7 | Quick View

Distance to beach: 500 feet to Sea Street

$421

avg/night

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Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Recently remodeled inside and out home in a nice family neighborhood. Convenient one-level living with easy access to everything you'll need.Located a block away from Sea Street Beach, The Pelham House, and a stone's throw away from The Ocean House. For a treat, take a short walk through ...

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Property Type

Dennis House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.0 miles to

$298

avg/night

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Key Amenities

  • Kid friendly

About this property

Set amongst the marshlands of South Eastham this contemporary cape-style home offers the modern aesthetic of a cathedral ceiling, which creates an open and airy atmosphere. Featuring central A/C for ultimate comfort, this 3-bedroom, 2-bedroom home is the perfect retreat for those seeking a tranquil living ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

4

Distance to beach: 0.0 miles to Bay

$514

avg/night

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Costal gem! Secluded, quiet 3 BR house on 3 acres.Great for wedding guests, family vacations, golf weekends, girls weekends, or a mid week escape! Yes we have a pack & play for little visitors! Updated house with all amenities. Bay beach is .03 miles up the road. Private basketball court ...

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Property Type

Eastham House

"Fabulous! Best July 4th at best house!"

Fantastic house, everything we need, loved the grill, pristine kitchen. Beautiful back yard, kids loved the basketball court. Walked to fireworks up the road at the beach, gorgeous night. We took in the ...

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1 BR | 1 BA | Sleeps 2 | Quick View

Distance to beach: 0.3 miles to Nauset Harbor

$176

avg/night

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Key Amenities

  • Kid friendly

About this property

Adorable guest house located in a beautiful, quiet area about 3/10ths of a mile from Nauset Harbor. Consisting of 528 square feet, the cottage offers much! The cozy living/dining/kitchen area , includes a queen sofabed and A/C unit. The bedroom has a king (easily converted into 2 twins, if you prefer) ...

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Property Type

Orleans House

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Key Amenities

  • Kid friendly

About this property

This custom beach house on the bay was built for comfortable family beach front living and entertaining. The main 4-bedroom/3.5-bath house sleeps 9 (up to 12 when combined with the guest suite over the garage), making it ideal for large multi-generational family groups. The home faces due west for great ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.1 miles to Boat Meadow / First Encounter

$515

avg/night

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Key Amenities

  • Kid friendly

About this property

FANTASTIC beach home just a short walk to Cape Cod Bay! Beautifully finished Cape cottage with all the high end amenities for an enjoyable vacation. This home has been totally renovated from the ground up and features custom kitchen with induction range (enjoy your morning coffee over looking the marsh!), ...

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Property Type

Eastham House

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3 BR | 1.5 BA | Sleeps 7 | Quick View

$357

avg/night

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Beautiful cape cod getaway on a quiet cul-de-sac. Large level landscaped lot with firepit, patio with seating and gas grill. Outdoor shower, parking for four cars. Main bedroom has a queen bed, with TV and half bath, 2 nd bedroom has a queen bed and 3rd bedroom has a twin over full size bunk bed. Living ...

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Property Type

Dennis House

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About this property

New rental 2025! Clean, well maintained, and nicely equipped. The house offers 3 bedrooms, one and a half baths (tub and shower) with appealing coastal decor. There is a comfortable living room, open kitchen/dining/laundry area, full bath, and cute sun porch. Cool off with multiple mini split air conditioning ...

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Property Type

Dennis House

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4 BR | 3.5 BA | Sleeps 8 | Quick View

Distance to beach: 75 yards to TOWN COVE

$1357

avg/night

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Key Amenities

  • Kid friendly
  • Private pool
  • Rentals by owner

About this property

MODERN UPDATED AIR CONDITIONED HOME ON TOWN COVE, FEATURING LARGE IN GROUND HEATED POOL WITH AIR CONDITIONED POOL HOUSE AND OUTDOOR KITCHEN W/ APPLIANCES. HOME CONSISTS OF PROFESSIONAL GAME ROOM FEATURING PROFESSIONAL POOL TABLE, CARD TABLE, WITH PRIVATE BAR AND TV ROOM, PING PONG TABLE AND CORN HOLE. ...

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Property Type

Eastham House

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4 BR | 3 BA | Sleeps 8 | Quick View

Distance to beach: 1 miles to Boat Meadow / First Encounter

$536

avg/night

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Key Amenities

  • Kid friendly

About this property

Large 4 bedroom home with spectacular views of Cape Cod Bay from every room in the house including a spacious second level screened in porch. Kitchen and all 3 bathrooms were completely redone in 2012 with granite countertops, new Chrystal cabinets and new stainless steel appliances in the kitchen. Ductless ...

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Property Type

Eastham House

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5 BR | 3 BA | Sleeps 10 | Quick View

$493

avg/night

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Key Amenities

  • Kid friendly

About this property

Incredible views from this classic cottage. A unique location makes this an ideal home for the naturalist. Resting above the Boat Meadow River allows easy access to the river and Boat Meadow Beach (via kayak or canoe). Commanding views and incredible privacy and seclusion.

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

4
owner special
Owner special: Prime weeks reduced by $600.!!

$400

avg/night

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Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Beautiful home is located at the end of a culdesac in a lovely neighborhood. Huge deck overlooks the Cape Cod Bike Trail. Includes large outdoor shower, 3 tvs and AC for each room. Use of 2 Association tennis and pickle ball courts is included. as well as 2 kayaks. Newer Kitchen with all amenities is ...

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Property Type

Eastham House

"Beautiful home great location"

This home was perfect for our of summer family vacation House is spacious and sits right by the Cape Cod rail trail which our dog loved Rental included access to pickle ball courts which my kids loved ...

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Key Amenities

  • Kid friendly

About this property

This bow-roofed classic Cape features a large screened summer room with sitting and dining areas, cable TV, and floor to ceiling windows looking out on the secluded yard. The house is in a private, tree lined setting on a quiet cul de sac, one mile from Nauset Light Beach on the National Seashore. The ...

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Property Type

Eastham House

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5 BR | 3 BA | Sleeps 10 | Quick View

Distance to beach: 1 miles to Boatmeadow

$729

avg/night

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Key Amenities

  • Kid friendly

About this property

Wonderful and spacious 5-bedroom home located in a lovely Boat Meadow neighborhood offering its own heated in-ground pool and association tennis and pickle ball courts. Two of the bedrooms have queen beds, one on the ground floor, the other upstairs; the other bedrooms (all upstairs) have twins. Features ...

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Property Type

Eastham House

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$167

avg/night

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Key Amenities

  • Kid friendly
  • Pet friendly
  • Pool
  • Private pool

About this property

Elegant and functional these rooms are equipped with 1 king bed, a full size sleeper sofa and a kitchenette. The rooms are designed to make you feel at home and will serve as an oasis during your visit to Cape Cod. Our well-appointed bathrooms are equipped with heavy, soft and fluffy Lynova towels. Spun ...

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Property Type

Dennis House

"Oceanside condo"

The location was fabulous right across from the beach. It was clean and cool with AC so thank you. It was a nice week for me.

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4 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 3 miles to

$457

avg/night

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Key Amenities

  • Kid friendly

About this property

Experience the epitome of comfort and convenience in this charming 4-bedroom, 2-bath home located on a peaceful side street near the popular CC Bike Trail. Enjoy the best of indoor-outdoor living with a spacious deck and screened porch, perfect for relaxing or entertaining. Stay cool and comfortable with ...

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Property Type

Eastham House

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Key Amenities

  • Kid friendly

About this property

Location, location, location! 60 steps to a sandy ocean beach (Haigis) right across the street. No need to pack the car for the beach, you just have to walk a minute, and you are there! The property consists of 2 separate 3-bedroom homes located on one lot directly across from Haigis Beach. It's ...

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Property Type

Dennis House

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$239

avg/night

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Key Amenities

  • Kid friendly

About this property

Your dream Cape Cod vacation becomes a reality in this attractive 3BR/2BA Cape with cathedral ceiling. In excellent condition and featuring the most asked for amenities like WIFI, W/D, DW, Expanded Cable, DVD, Outside Shower, Gas Grill, etc, this reasonably priced home should be at the top of your rental ...

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Property Type

Eastham House

"Very comfortable and well maintained home"

This house is located in a very quiet wooded area with very few cars and near the bike trail. The living areas were well furnished and very comfortable. The kitchen and bathrooms were clean and well stocked. ...

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Welcome to the Allen House! Located in South Dennis (mid Cape), the perfect location to journey through Cape Cod.About the Space: one level Cape Cod style cottage with 3 bedrooms and 2 full bathrooms, approximately 1200 sq ft.; newly updated throughout* - expect a vintage/modern mix, with nautical ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

Light and bright ranch style house with pretty decor-sparkling clean. Trotting Park beach is about a mile away, also near West Dennis, South Village, Haigis, and Glendon Beaches. 2 Bedrooms, 2 baths, Living Room, Dining Room, Kitchen, Family room with room for guests; beds are 1 queen, 1 double, 1 twins; ...

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Property Type

Dennis House

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About this property

Owner Special! Week of June 7-14 is reduced to $2408 (plus taxes and fees) Central air! Comfortable Beach House with all the amenities to make your Cape summer getaway perfect! Close to all the mid Cape has to offer—kayaking, golf, pickleball—too much to list! Plus, Trotting Park Beach just ...

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Property Type

Dennis House

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4 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 1 miles to Herring Pond

$419

avg/night

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Key Amenities

  • Kid friendly

About this property

Beautifully renovated home on Eastham's bayside. Located on a quiet side road, easy bike ride or short drive to Great Pond, a large Pond with swimming and beach area, great for boating, kayaking and fishing. Bayside beeches, Encounter Beach, Bee's River which is same area as Encounter, Boat ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.3 miles to

$312

avg/night

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Key Amenities

  • Kid friendly

About this property

Great contemporary Cape home. Walk to a private beach on Herring Pond (1/4 mile)with the bike trail nearby! Inside there is a living room with cathedral ceiling. Above the living room is a loft for another sitting area. This home has a spacious, open feel with living room, dining area and kitchen all ...

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 3 miles to private fresh water

$294

avg/night

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Key Amenities

  • Kid friendly

About this property

Contemporary 3-bedroom, 2-bath cape-style home just 1/3 mile to Herring Pond and the scenic CC Bike Trail. With a cathedral ceiling, large deck for lounging, and an outside shower for post-adventure refreshment, this property promises a perfect blend of comfort and relaxation. Stay cool with central A/C ...

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Property Type

Eastham House

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Key Amenities

  • Kid friendly

About this property

**New Listing** This spacious 3BR/2.5BA Cape-style home (1936 sq/ft) has central A/C, a lovely screened porch, an enclosed outside shower, and is within walking distance of a private association beach on Herring Pond (less than 1/4 mile). First Encounter (2 miles) and Coast Guard Beaches (3.6 miles) are ...

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Property Type

Eastham House

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$178

avg/night

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Key Amenities

  • Kid friendly

About this property

This charming cottage is perfect for a small family or 2 couples (866 sq/ft). Comfortable pine paneled living room for relaxing. Also for your added convenience the owner has added wireless internet, 1 ac unit and a washer and dryer. There is a beautiful three season porch with hardwood floors off the ...

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Property Type

Eastham House

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Key Amenities

  • Kid friendly

About this property

This beautiful East Dennis House has Central Air and everything you need for a wonderful relaxing vacation on the Cape. Enjoy the beautiful north side beaches: Sea St., Corporation, and Mayflower.After enjoying a sun-filled day at the beach, wash the sand off in the outdoor shower and kick back on ...

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Property Type

Dennis House

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3 BR | 2 BA | Sleeps 8 | Quick View

$371

avg/night

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Key Amenities

  • Kid friendly

About this property

Welcome to Hoppy’s Landing, a 3 bedroom, 2 bath, updated colonial with central air that easily sleeps 8. This beautiful, spacious home is centrally located mid Cape and situated on a quiet residential street, with a private backyard, along conservation land. You will feel like you are a world ...

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Property Type

Dennis House

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Key Amenities

  • Pet friendly

About this property

Central Air! Perfect location for a summer vacation. This 3 bedroom 1 Bath home comes with deeded rights to a Private Beach at the end of the street on Kelly's Bay, perfect spot to kayak from. If you prefer the Northside beaches, you are only a short drive to beautiful Corporation Beach on the Northside. ...

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Property Type

Dennis House

"Memorial Day weekend"

My Family and I had an amazing time at this beautiful comfy cozy cottage in dennisport. I can not say enough of the owners

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Come be a Cape Codder for a week and enjoy the charm of this fully renovated cottage in South Dennis. It is located about an hour and half from Boston, and home to 16 beautiful beaches, including Mayflower Beach, which is consistently rated as a vacationer's favorite! Dennis Village is just minutes ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

Spectacular views from this contemporary cottage located directly on Cape Cod Bay. Beautiful sunsets and a great beach to walk right off the back deck!

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Property Type

Eastham House

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 500 miles to First Encounter Beach

$401

avg/night

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Key Amenities

  • Kid friendly

About this property

Short walk to swimming and viewing the gorgeous sunsets at First Encounter Beach from this cozy home (1464 sq/ft). Features include AC units in the bedrooms and living room, screen porch in the back yard and a quiet setting. Now offering wireless internet! Perfect for a family summer vacation. Don't ...

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Property Type

Eastham House

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2 BR | 1.5 BA | Sleeps 6 | Quick View

Distance to beach: 0.5 miles to 1st Encounter

$263

avg/night

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Key Amenities

  • Kid friendly

About this property

Nestled just a third of a mile from stunning First Encounter Beach, this charming 2-bedroom, 2-bath ranch offers views of serene marshlands. Step outside onto the expansive deck, perfect for relaxing in privacy and taking in the beautiful surroundings. Stay cool and comfortable with window A/C units, ...

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Property Type

Eastham House

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Chatham Vacation Rentals