House holiday rentals in Chappaquiddick Island
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Top-rated house rentals in Chappaquiddick Island
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Chappaquiddick Island
House rentals with a pool
Home in Middleborough
4.94 out of 5 average rating, 296 reviewsPrivate retreat setting on 4 acres 1
Home in Sagamore Beach
4.91 out of 5 average rating, 147 reviewsSpacious Upper Cape Retreat with Private Pool
Home in Mashpee
5.0 out of 5 average rating, 3 reviewsPopponesset-Pool, hot tub, fire pit; 3-Bds, 4 bath
Home in Edgartown
4.79 out of 5 average rating, 99 reviewsKatama gem.
Home in Falmouth
4.95 out of 5 average rating, 19 reviewsDog Friendly Cape Oasis | Pool+Beach |Tennis Court
Home in Edgartown
4.9 out of 5 average rating, 41 reviewsBeautiful Edgartown Colonial with heated pool.
Home in Falmouth
5.0 out of 5 average rating, 26 reviewsCheerful residential home with swimming pool
Home in Plymouth
4.91 out of 5 average rating, 58 reviews5Br | Ocean View | Indoor Pool | Steps From Beach!
Weekly house rentals
Home in Mashpee
4.96 out of 5 average rating, 168 reviewsGorgeous sunsets! Private family beach - Cape Cod!
Home in Yarmouth Port, Cape Cod
4.99 out of 5 average rating, 315 reviewsFabulous Waterfront! 3bdrm/2bth Kayaks & Firepit
Home in Oak Bluffs
5.0 out of 5 average rating, 119 reviewsThe Oak Bluffs House - Walk to Beach & Town
Home in Falmouth
4.96 out of 5 average rating, 253 reviewsNewly renovated garden carriage house
Home in Sandwich
4.99 out of 5 average rating, 115 reviews*Oceanfront Beach Home*
Home in Falmouth
4.97 out of 5 average rating, 109 reviewsMid-Century Modern home 5 minute walk to beach
Home in Tisbury
4.98 out of 5 average rating, 251 reviewsSunny, Spacious Vineyard Retreat
Home in South Yarmouth
4.93 out of 5 average rating, 212 reviewsWaterfront★ Hot Tub ★ Kayaks ★ Firepit ★ Pet OK
Private house rentals
Home in Oak Bluffs
4.93 out of 5 average rating, 15 reviewsThe Blue Lagoon, Oak Bluffs
Home in Edgartown
5.0 out of 5 average rating, 6 reviewsLuxurious Farmhouse Near Village
Home in Oak Bluffs
4.95 out of 5 average rating, 77 reviews**Vineyard Vacation Retreat** -3 BR
Home in Edgartown
4.96 out of 5 average rating, 47 reviewsKatama 4 Bedroom-bike to South Beach and Edgartown
Home in Edgartown
5.0 out of 5 average rating, 77 reviewsPeaceful Edgartown Retreat
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 Oak Bluffs
5.0 out of 5 average rating, 18 reviews#CozyBluffs #Oak Bluffs | walk to town/ferry/beach
Destinations to explore
- Cape Cod Holiday rentals
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