Chappaquiddick, Massachusetts, USA Rentals

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389 rentals

Great rentals within 20 miles that match your search

“Gingerbread House”, water views, large porch!

Oak Bluffs cottage

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

Price per night from

$673

Heated Pool, AC, WiFi, Sleeps 18, 2 mi to beach!

Oak Bluffs house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 19

Price per night from

$3,362

437 State Road,

Aquinnah house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$779

Falmouth Cape Cod Summer Vacation Rental Waterview

Falmouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$168

Katama House "CLOSE TO THE BEACH"

Acushnet house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$304

Great Martha's Vineyard Island Cottage!

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$337

Vineyard House - South Beach Down The Street

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$337

“A thoroughly enjoyably experience!” Dave was wonderful to work with and offered advise on where some of the best areas to kayak might be found... saw several ospreys and other wildlife. The cottage has all new appliances and was clean. Sitting on the waterfront in the morning with coffee and the afternoon with a toddy was a great way to start and end each day.

Price per night from

$337

Falmouth Heights steps to Beaches...Clean and Comfortable

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 47 minutes

Price per night from

$449

Oak Bluffs Contemporary Summer Home

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

Price per night from

$321

Walk to Beach from 4 Bedroom Falmouth Village Home

Falmouth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$505

Marthas Vineyard, Edgartown, Katama area 4 bedrooms

Edgartown house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 10

“Great Vineyard Vacation” This house is close to town walking distance to Katama General Store and The right Fork for breakfast. On the bus line and bike/walking path, yet private with a huge yard for afternoon games! We have come back year after year. This house has accomodated my daughter and her teenage friends for an impromptu long weekend, while also accomodating my 78 year old mom and my young children. Its family friendly, has a great outdoor shower, fully stocked kitchen and beautiful deck for morning coffee or evening happy hour. We keep coming back!

Price per night from

$561

Exceptional New Seabury Mews Vacation Villa

New Seabury townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$449

Dionis in Nantucket Luxury Waterfront Home

Nantucket house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Paradise” We were in heaven! This property is secluded and beyond peaceful. The house looks out on a small harbor and quiet beach with rare birds. The sunsets are extraordinary and we enjoyed many nights lounging on the porch, drinking wine, nibbling cheese or grilling (freshly caught!) fish and watching the sky turn colors before it got dark (and then we were faced with brilliant stars--we're New Yorkers so we don't get night skies like this!) The house is spacious, yet very cozy. The master bedroom has an amazing (huge!) shower and jacuzzi. The living room has big comfy couches, throw pillows and a working fireplace. One night we roasted marshmallows and played cards. A perfect stay-in evening. I feel I should also say--this house is stocked! The kitchen comes with everything you could want if you're a foodie (we grilled, made mixed drinks, made sushi one night, baked muffins, everything.) There is great cable including HBO and a video library, as well as games for kids if you should need. We loved to bike some days to a nearby beach (Madaket, about 15 minutes away) where there was a little more action than our private one (a taco restaurant called The Westender and spot with bigger surf where we went to boogie board.) The house has beach balls, paddle ball, and buckets for building sand castles. The bikes provided by owners are in great shape and there were also helmets available. Additionally, we loved that there were ocean kayaks, though we didn't have a chance to use them. Mostly, I think we all appreciated that we could completely unwind in this peaceful spot, read, sleep in, enjoy the beauty of the island, etc., but also get into town quickly if we wanted to go out for dinner or get drinks. Getting to Cisco is also a pretty quick trip--and we went twice to the brewery to get a drink after the beach and listen to live music. Overall, this was one of my best vacations in recent memory. You must try this part of the island and

Price per night from

$2,578

Expansive Cape Get Away - The Grey Whale Awaits!

Cotuit house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 24

Price per night from

$785

Great Location, Beautiful Home

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$561

Ocean, lake, harbor & parkview Vineyard cottage w/AC

Oak Bluffs cottage

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 52 minutes

Price per night from

$561

Minutes to Menauhant Beach - Newly Furnished

Falmouth house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$421

Waterfront-Martha's Vineyard

Oak Bluffs house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$393

Charming Lambert's Cove Beach House

West Tisbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 41 minutes

Price per night from

$421

Solera Victorian charm, ocean view, steps to beach

Oak Bluffs cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$1,345

Seaside cottage

Falmouth cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 36 minutes

Price per night from

$481

Popponesset Beach-Mashpee, MA. 4 minute walk to pristine beach.

New Seabury house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$337

Cape Cod Charm in Falmouth Village

Falmouth studio

  • Studio
  • 1 bathroom
  • sleeps 4

Price per night from

$365

Excellent location on Martha's Vineyard

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$729

Walk to the beach!!

Centerville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Price per night from

$421

Contemporary 4 Bedroom House One Mile to Beach

New Seabury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$812

2 BR Cape Cod Vacation Rental

Mashpee house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$1,602

Family friendly beach house sleeps 12

Chilmark house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$897

High End-suite style cottage 5 min bike ride to amazing Craigville Beach.

Centerville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 42 minutes

Price per night from

$337

3 bedroom 2 bath Fully remodeled home

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$589

Charming 3 Bedroom Colonial In Popponesset

Mashpee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$825

3bd 2ba Oasis Across from Beach, Relax & Enjoy!

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$640

Edgartown - Clean, quiet, and comfortable home close to bike trail

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$477

Great downtown Falmouth Vacation Home

Falmouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$279

Rent This Beautiful Country Home In Historic Christiantown

West Tisbury house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$673

Paradise in Oak Bluffs.

Oak Bluffs house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 41 minutes

Price per night from

$2,404

Cotuit Cottage overlooking the harbor

Cotuit house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 41 minutes

Price per night from

$370

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rentals in Chappaquiddick, Massachusetts, USA

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