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 Sagamore Beach
4.91 out of 5 average rating, 146 reviewsSpacious Upper Cape Retreat with Private Pool
Mar 16 – 23
Home in Edgartown
4.79 out of 5 average rating, 99 reviewsKatama gem.
Jan 22 – 29
Home in Cotuit
4.91 out of 5 average rating, 11 reviewsShoestringBayHouse, waterfront & pool in Cotuit
Dec 4 – 11
Home in Falmouth
5.0 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
Jun 10 – 17
Home in Edgartown
4.9 out of 5 average rating, 41 reviewsBeautiful Edgartown Colonial with heated pool.
Dec 2 – 9
Home in Falmouth
4.94 out of 5 average rating, 17 reviewsDog Friendly Cape Oasis | Pool+Beach |Tennis Court
Oct 25 – Nov 1
Home in Sandwich
4.99 out of 5 average rating, 69 reviews"Cape Escape" luxury home w/pool & beach access.
Nov 3 – 10
Home in Sandwich
4.89 out of 5 average rating, 47 reviewsGreen Anchor Cottage - private hot tub getaway!
Sep 9 – 16
Weekly house rentals
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 Sandwich
4.99 out of 5 average rating, 113 reviews*Oceanfront Beach Home*
Dec 9 – 16
Home in Mashpee
4.96 out of 5 average rating, 166 reviewsGorgeous sunsets! Private family beach - Cape Cod!
Mar 1 – 8
Home in Falmouth
4.96 out of 5 average rating, 253 reviewsNewly renovated garden carriage house
Oct 7 – 14
Home in Edgartown
5.0 out of 5 average rating, 6 reviewsChappy Beach House
Oct 20 – 27
Home in Edgartown
4.93 out of 5 average rating, 14 reviewsChappy Whispering Pines
Nov 17 – 24
Home in Edgartown
4.94 out of 5 average rating, 94 reviewsWalk To Town - Beautiful Edgartown Cottage
Mar 28 – Apr 4
Home in Edgartown
5.0 out of 5 average rating, 10 reviewsDiamond in the Rough
Nov 11 – 18
Private house rentals
Home in Edgartown
5.0 out of 5 average rating, 47 reviewsOn HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach
Oct 25 – Nov 1
Home in Edgartown
4.96 out of 5 average rating, 47 reviewsKatama 4 Bedroom-bike to South Beach and Edgartown
Feb 1 – 8
Home in Oak Bluffs
5.0 out of 5 average rating, 17 reviews#CozyBluffs #Oak Bluffs | walk to town/ferry/beach
Jan 5 – 12
Home in Edgartown
4.95 out of 5 average rating, 82 reviewsWalk to EDG Wharf - Beautiful Home with AC & Grill
Feb 23 – Mar 2
Home in Edgartown
4.98 out of 5 average rating, 53 reviewsPiece of Katama Heaven near South Beach,Edgartown
Mar 20 – 27
Home in Oak Bluffs
5.0 out of 5 average rating, 45 reviewsNew Pristine Luxury Home on Martha's Vineyard
Sep 18 – 25
Home in Oak Bluffs
4.92 out of 5 average rating, 13 reviewsThe Blue Lagoon, Oak Bluffs
Dec 9 – 16
Home in Edgartown
5.0 out of 5 average rating, 44 reviewsWalk to Edgartown - Beautiful, Private Home
Oct 8 – 15
Destinations to explore
- Cape Cod Vacation rentals
- Martha's Vineyard Vacation rentals
- Cambridge Vacation rentals
- Montauk Vacation rentals
- Nantucket Vacation rentals
- Salem Vacation rentals
- Newport Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Earth house rentals United States
- Townhouse rentals United States
- Lighthouse rentals United States
- Guesthouse rentals United States
- House rentals United States
- House rentals Boston
- Beach house rentals Boston
- Townhouse rentals Boston
- Guesthouse rentals Boston
- Tiny house rentals Cape Cod
- Townhouse rentals Cape Cod
- Beach house rentals Cape Cod
- Lakehouse rentals Cape Cod
- Guesthouse rentals Cape Cod
- House rentals Cape Cod
- House rentals Martha's Vineyard
- Guesthouse rentals Martha's Vineyard
- Lakehouse rentals Massachusetts
- Beach house rentals Massachusetts
- Guesthouse rentals Massachusetts
- Tiny house rentals Massachusetts
- Townhouse rentals Massachusetts
- House rentals Massachusetts
- Rentals with a patio Chappaquiddick Island
- Rentals with a washer and dryer Chappaquiddick Island
- Monthly Rentals Chappaquiddick Island
- Rentals with beach access Chappaquiddick Island
- Family-friendly rentals Chappaquiddick Island
- Guesthouse rentals Edgartown
- House rentals Edgartown
- Guesthouse rentals Dukes County
- House rentals Dukes County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom