Chappaquiddick, Massachusetts, USA Rentals

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350 rentals

Great rentals within 20 miles that match your search

Solera Victorian charm, ocean view, steps to beach

Oak Bluffs cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$1,965

Seaside cottage

Falmouth cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$492

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

New Seabury house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$373

Excellent location on Martha's Vineyard

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$631

Price per night from

$782

2 BR Cape Cod Vacation Rental

Mashpee house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$1,638

Waterfront, Quiet 3 BR Cape-Walk to Beach

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$631

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

Centerville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$344

3 bedroom 2 bath Fully remodeled home

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$602

Charming 3 Bedroom Colonial In Popponesset

Mashpee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$844

Contemporary 4 Bedroom House One Mile to Beach

New Seabury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$830

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.

Price per night from

$264

GREAT VACATION HOUSE-GREAT LOCATION TO SOUTH BEACH

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$344

Charming 3br Getaway in Oak Bluffs

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$344

Waterfront Resort in Falmouth - 5/31/24 - 6/7/24

Falmouth apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$172

Great Martha's Vineyard Island Cottage!

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$344

Great Family Home, Close to South Beach, And Town

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$344

“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

$344

Oak Bluffs Contemporary Summer Home

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$360

Walk to Beach from 4 Bedroom Falmouth Village Home

Falmouth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$516

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

$2,637

Cape Cod -Falmouth - Beachfront Olde Cape Cod Charm

Falmouth house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$501

Expansive Cape Get Away - The Grey Whale Awaits!

Cotuit house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 24

Price per night from

$1,309

Great Location, Beautiful Home

Oak Bluffs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$737

Ocean, lake, harbor & parkview Vineyard cottage w/AC and auto ferry tics

Oak Bluffs cottage

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$1,147

Minutes to Menauhant Beach - Newly Furnished

Falmouth house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$430

New Cape House Steps to the Beach in East Falmouth

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$430

Magnificent Contemporary on Exclusive Point

Falmouth house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$917

Charming Lambert's Cove Beach House

West Tisbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$430

Sweet Cottage in Woods Hole Village Steps to Beach

Woods Hole cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$430

Martha's Vineyard Rental

Edgartown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$655

Charming 4 bedroom home in the east chop neighborhood of Oak Bluffs

Oak Bluffs house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$573

Madaket Beach House, sleeps 8

Nantucket house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$688

2+BR Renovated Gingerbread Cottage - Walk to All

Oak Bluffs house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$524

Oak Bluffs Rental - Walk to the Beach

Oak Bluffs house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$459

Bayside Beach house in Maravista, walk to beach

Teaticket house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$225

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

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$745

Spectacular Martha's Vineyard Island Home!

Oak Bluffs townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 16 minutes

Price per night from

$453

Viewing 38 of 350
rentals in Chappaquiddick, Massachusetts, USA

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