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 Barnstable
4.93 out of 5 average rating, 104 reviewsMagical pool home with windmill/new kitchen
Nov 27 – Dec 4
Home in Sagamore Beach
4.91 out of 5 average rating, 146 reviewsSpacious Upper Cape Retreat with Private Pool
Jan 30 – Feb 6
Home in Edgartown
4.79 out of 5 average rating, 99 reviewsKatama gem.
Jan 18 – 25
Home in Falmouth
5.0 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
Jun 2 – 9
Home in Cotuit
4.91 out of 5 average rating, 11 reviewsShoestringBayHouse, waterfront & pool in Cotuit
Dec 4 – 11
Home in Edgartown
4.9 out of 5 average rating, 41 reviewsBeautiful Edgartown Colonial with heated pool.
Nov 10 – 17
Home in Falmouth
4.94 out of 5 average rating, 17 reviewsDog Friendly Cape Oasis | Pool+Beach |Tennis Court
Apr 17 – 24
Home in Mashpee
5.0 out of 5 average rating, 3 reviewsWaterfront Home w/ Dock, Heated Pool, Kayaks & A/C
May 16 – 23
Weekly house rentals
Home in Mashpee
4.96 out of 5 average rating, 166 reviewsGorgeous sunsets! Private family beach - Cape Cod!
Nov 21 – 28
Home in Falmouth
4.96 out of 5 average rating, 253 reviewsNewly renovated garden carriage house
Oct 3 – 10
Home in Oak Bluffs
4.82 out of 5 average rating, 179 reviewsWaterview, Private, Walk to Beach, Mile to Town
May 23 – 30
Home in Falmouth
4.97 out of 5 average rating, 107 reviewsMid-Century Modern home 5 minute walk to beach
Sep 6 – 13
Home in Mashpee
4.82 out of 5 average rating, 139 reviewsNew Seabury & South Cape Beach State Park
Jun 23 – 28
Home in Falmouth
4.94 out of 5 average rating, 111 reviewsCute Single Family Home in Nice Neighborhood
Dec 23 – 30
Home in Edgartown
5.0 out of 5 average rating, 6 reviewsChappy Beach House
Oct 3 – 10
Home in Edgartown
4.93 out of 5 average rating, 14 reviewsChappy Whispering Pines
Mar 2 – 9
Private house rentals
Home in Edgartown
5.0 out of 5 average rating, 6 reviewsLuxurious Farmhouse Near Village
Dec 19 – 26
Home in Edgartown
4.79 out of 5 average rating, 53 reviewsSpacious, Old Vineyard charm with Private Beach
May 17 – 24
Home in Edgartown
4.96 out of 5 average rating, 47 reviewsKatama 4 Bedroom-bike to South Beach and Edgartown
Feb 15 – 22
Home in Edgartown
4.99 out of 5 average rating, 68 reviewsContemporary Edgartown Beauty: The Perfect Retreat
Feb 10 – 17
Home in Edgartown
4.95 out of 5 average rating, 82 reviewsWalk to EDG Wharf - Beautiful Home with AC & Grill
Feb 20 – 27
Home in Edgartown
5.0 out of 5 average rating, 47 reviewsOn HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach
Oct 13 – 20
Home in Oak Bluffs
4.92 out of 5 average rating, 13 reviewsThe Blue Lagoon, Oak Bluffs
Dec 20 – 27
Home in Oak Bluffs
5.0 out of 5 average rating, 45 reviewsNew Pristine Luxury Home on Martha's Vineyard
Mar 9 – 16
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