South Chatham Rentals

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133 Houses

Charming Beach House - Beautifully Updated & Immaculate. Walk to Nantucket Sound

South Chatham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$431

Dogs welcome, huge yard right next to Rail Trail!

South Chatham house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$193

Stunning Marsh Views, Near Pleasant Street Beach!

South Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$214

Remodeled Home w/ Central AC, Outdoor Shower, & Private Yard!

South Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$141

Roof Deck, Walk to Forest Beach, Fire Pit!

South Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$236

Bring your pups to Chatham! Direct access to the Cape Cod Rail Trail

South Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$129

Great rentals within 20 miles that match your search

Sunset View Cottage

Truro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Charming isolation getaway” What a wonderful stay we had at the Sunset View Cottage. The cottage is charming, rustic, and comes with all the basic necessities. There’s a screened in sitting area with a twin bed for those that like sleeping in the cool night breeze. We loved the pond, the boat, the kayak and the raft. The dock was a wonderful place to have breakfast; and it was also where we saw the Neowise comet and a few shooting stars! The pond itself is a gem because it offers very shallow waters for those learning to swim or dogs who like to fish, and deeper waters for jumping off the raft, floating around or swimming. Just to manage expectations, this is not a location for people who don’t like rustic accommodations or are afraid of bugs. It is a non-insulated cottage right near a pond surrounded by trees. It has comfortable beds, fans, screens, running hot water, a hammock, strong internet, a gas grill, and an outdoor shower. This suited our needs and made us extremely happy. In addition Christine and her family made us feel very welcome there & even pointed out the wild blueberries that we enjoyed picking. So grateful that they are open to sharing a slice of their heaven with us! We will surely be back.

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Price per night from

$329

2 min walk to the beach - 30 Union Wharf#3

Dennis Port condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$287

28-2 Greyneck Road Harwich MA

West Harwich condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$517

Summer Tranquility in Cape Cod

Eastham studio

  • Studio
  • 1 bathroom
  • sleeps 2

“Great place!” Amazing and comfortable small cottage! Everything you needed is there so you don't have to worry about anything. It's close to the highway, but the trees and bushes are hiding it so you don't realy see it! Would recommend it!

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Price per night from

$115

Summer Peace in Eastham

Eastham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$115

The Berry Quaint Cottage

South Dennis cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$214

Home Away From Home

South Dennis cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“South Dennis House” The house we rented was perfect for my family. My girls were happy they each had their own bed! The house had everything we needed. We enjoyed the short travel time to all of the Dennis area beaches. The owners were very friendly and helpful. We had a wonderful time.

Responds fast! avg. 2 hours 39 minutes

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Price per night from

$246

Nice clean house 1/4 mile walk to Sesuit Harbor!

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$517

Quintessential Cape Cod

West Yarmouth house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$746

Central air conditioning, New House - Bayside Close to Campground Beach

Eastham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“A great family vacation!” This was a great house! The sleeping accomodations were perfect for my family. The house had everything we needed and the location was ideal for staying in Eastham. The bike path had several entrances near the home and being pm the bay side of the cape allowed my wife and I to relax on the beach even with small children. Having a screened in porch too was a huge benefit of the house. Nice to have dinner outside without being dinner for the local Mosquitos.

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$574

Central air conditioning, New Eastham House - Steps to Beach

Eastham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great comfortable beach house” My wife and 2 children & I have been staying at this house for 7+ years, and it is a close walk of approximately 600 yards to a great Bay beach. This allows you to easily return for lunch. The house is comfortable for 2 families, as we always have another family of 4 visit us there. The beach is ideal for young children, and the house has all of the amenities of home. We look forward to another Summer Vacation in 2011.

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$746

“Great time!!” This wonderful home was great for our Cape vacation! The home is beautiful and the owner's pride and love for their home shows throughout the property. The owners were excellent to work with, very professional and very responsive to inquiries. The house is beautifully decorated and extremely well stocked with everything we needed to make our vacation perfect. We appreciated all the amenities - inside and out, the huge rear deck was one of our favorite places to relax and enjoy the quiet area and the beautiful landscaping, we could even hear the waves at night. The location was very convenient to restaurants, shops and beaches and is centrally located to exploring anywhere on the Cape. We are looking forward to calling this our "home away from home" again!!!

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Price per night from

$396

Cape Cod 2 BD cottage (June $1200wk) private beach in W. Hyannisport

West Hyannisport house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Our family enjoyed a memorable reunion week in this beach neighb” We spent the week walking to aves, swimming at Squaw Island, golfing, tennis, and dining out at some great restaurants. This beach house has central air, a new gas grill and outdoor shower. All musts for our vacation rental requests. Nice quiet area with great Cape Cod experiences. The house is clean and comfortable. Great master bed. Near boats to the vineyard and Nantucket. We plan on another family reunion vacation at this beach house again this summer.

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Price per night from

$264

Dennis Port walk to beach!

Dennis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

“Adorable beachy cottage” Wonderful little cottage. Comfortable slept 4 of us, all the conveniences of home but must bring your own linens/towels/washcloths. Great location, walk to beach, good restaurants. Fireplace provided good heat.

Responds fast! avg. 1 hour 34 minutes

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$230

Classic Cape Cod cottage on a quiet lane

Eastham cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Perfect location” We had a wonderful time on vacation in this house. It was spacious and sunny and the yard was huge. Location was perfect walking distance to bay beach and fresh water pond. Also close driving to all of the fun in Eastham. The owners were super helpful with all my questions....and I often repeated questions and asked a lot. Thanks for a great vacation. Sharon

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Price per night from

$148

High-end Brewster ,Mass. Bay view town home

Brewster apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$410

The Cape Cod Cottage with Beach Pass

Eastham cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$295

Cape Cod Cottage, 4 bedrooms, 2 baths, Eastham, MA

Eastham cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Great Cottage” I spent a weekend in this cottage and had an overall excellent experience. It is in a great location and is within a close trip to the beach. The cottage was clean, comfortable, and has enough rooms and beds for many people. I will definitely come back next time I am in the Cape.

Responds fast! avg. 3 hours 27 minutes

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Price per night from

$333

Spectacular Waterfront Home - Oyster Pond 31&32

Chatham house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$1,089

Spectacular Waterfront Townhome - Oyster Pond #31

Chatham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$515

Spectacular Waterfront Townhome - Oyster Pond #32

Chatham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$573

Quintessential Cape Cod Vacation Home in N.Chatham

Chatham house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$781

Cape Cod Fun & Sun WIFI Central A/C

Dennis Port cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$222

Immaculate SeaView Beach House in S.Yarmouth

South Yarmouth house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$573

WALK TO BEACH & ENJOY PRIVACY & A GATHERING PLACE

Eastham house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$574

Cape Cod 2 Bedroom Cottage 100 yards to the Beach

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Beach cottage on beautiful Cape Cod” We had a lovely visit at the Glendon cottage #99. Cape Cod has so much to offer, we went exploring everyday, from the beautiful sunrise to sunset. The seafood from the area was outstanding. We could hear the waves crashing against the shore, with the beach just a short walk away. The cottage was nicely equipped, and decorated with beach and nautical themes. in pastel colors, we found pleasant to the eye. We found the furniture uncomfortable for sitting, at the dining table, and the sofa for watching T.V. The bathroom toilet was too low and difficult for us to get on/off of. We would have brought a clock, coffee pot, a bathmat, and picked up a local map, had we known we would need them. GPS is poor at the Cape. Also, information r/t garbage recycling, pick-up etc. and list of local T.V. stations would have helped out. Putting all this aside, we enjoyed our stay at the beach.

Responds fast! avg. 1 hour 21 minutes

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Price per night from

$316

Charming Cape Cod Cabin

Eastham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$287

Sunset Bay Cottage Lg backyard w sunset views,Trails to Grays Bch, kayaks, bikes

Yarmouth Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$271

Skip to beach! Condo across from beach!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 34 minutes

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Price per night from

$172

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Price per night from

$1,148

Immaculate - Spacious 4 Bed / 2 Bath Ranch (.5 miles to beach & attractions)

South Yarmouth house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$413

Treetops - Large House and Private Haven in Centerville Near Craigville Beach

Centerville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$574

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rentals in South Chatham

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