House vacation rentals in Chappaquiddick Island
Find and book unique houses on Airbnb
Top-rated house rentals in Chappaquiddick Island
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chappaquiddick Island house rentals
House rentals with a pool
Home in Edgartown
4.79 out of 5 average rating, 99 reviewsKatama gem.
Home in Cotuit
4.91 out of 5 average rating, 11 reviewsShoestringBayHouse, waterfront & pool in Cotuit
Home in Falmouth
5.0 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
Home in Edgartown
4.9 out of 5 average rating, 41 reviewsBeautiful Edgartown Colonial with heated pool.
Home in Falmouth
4.94 out of 5 average rating, 17 reviewsDog Friendly Cape Oasis | Pool+Beach |Tennis Court
Home in Mashpee
5.0 out of 5 average rating, 3 reviewsWaterfront Home w/ Dock, Heated Pool, Kayaks & A/C
Home in Barnstable
4.94 out of 5 average rating, 99 reviewsPrivate Pool, near beaches, 3 BR/3 BA, Central Air
Home in Tisbury
4.88 out of 5 average rating, 16 reviewsEasily accessible studio condo w pool/walk 2 town
Weekly house rentals
Home in Oak Bluffs
4.92 out of 5 average rating, 154 reviewsBeautiful clean walk to beach and all of downtown!
Home in Falmouth
4.97 out of 5 average rating, 108 reviewsMid-Century Modern home 5 minute walk to beach
Home in Edgartown
4.88 out of 5 average rating, 111 reviewsEdgartown Village: Walk to Everything
Home in Oak Bluffs
4.82 out of 5 average rating, 179 reviewsWaterview, Private, Walk to Beach, Mile to Town
Home in Mashpee
4.82 out of 5 average rating, 139 reviewsNew Seabury & South Cape Beach State Park
Home in Falmouth
4.96 out of 5 average rating, 253 reviewsNewly renovated garden carriage house
Home in Yarmouth
5.0 out of 5 average rating, 249 reviewsgorgeous waterfront cottage w/4kayaks and 2 SUPs
Home in Barnstable
4.94 out of 5 average rating, 171 reviewsMemory Making Getaway on Cape Cod
Private house rentals
Home in Edgartown
4.99 out of 5 average rating, 68 reviewsContemporary Edgartown Beauty: The Perfect Retreat
Home in Edgartown
5.0 out of 5 average rating, 47 reviewsOn HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach
Home in Edgartown
4.96 out of 5 average rating, 47 reviewsKatama 4 Bedroom-bike to South Beach and Edgartown
Home in Oak Bluffs
5.0 out of 5 average rating, 18 reviewsVineyard Vacation, 3-Bedroom, Hot-tub, Golf course
Home in Edgartown
5.0 out of 5 average rating, 6 reviewsLuxurious Farmhouse Near Village
Home in Edgartown
4.98 out of 5 average rating, 54 reviewsPiece of Katama Heaven near South Beach,Edgartown
Home in Edgartown
5.0 out of 5 average rating, 10 reviewsDiamond in the Rough
Home in Edgartown
4.95 out of 5 average rating, 82 reviewsWalk to EDG Wharf - Beautiful Home with AC & Grill
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- Family travel hub Tips and inspiration
- Family budget travel Get there for less
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes