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 Chappaquiddick Island house rentals
House rentals with a pool
Home in Sagamore Beach
Spacious Upper Cape Retreat with Private Pool
Home in Edgartown
Katama gem.
Home in Mashpee
Popponesset-Pool, hot tub, fire pit; 3-Bds, 4 bath
Home in Cotuit
ShoestringBayHouse, waterfront & pool in Cotuit
Home in Edgartown
Beautiful Edgartown Colonial with heated pool.
Home in Falmouth
Dog Friendly Cape Oasis | Pool+Beach |Tennis Court
Home in Falmouth
Cheerful residential home with swimming pool
Home in Sandwich
"Cape Escape" luxury home w/pool & beach access.
Weekly house rentals
Home in Oak Bluffs
Walk to Town, beach and amazing location 113A
Home in Mashpee
Gorgeous sunsets! Private family beach - Cape Cod!
Home in Yarmouth Port, Cape Cod
Fabulous Waterfront! 3bdrm/2bth Kayaks & Firepit
Home in Barnstable
Memory Making Getaway on Cape Cod
Home in Edgartown
Edgartown Village: Walk to Everything
Home in Oak Bluffs
Waterview, Private, Walk to Beach, Mile to Town
Home in Falmouth
Newly renovated garden carriage house
Home in Sandwich
*Oceanfront Beach Home*
Private house rentals
Home in Edgartown
Walk To Town - Beautiful Edgartown Cottage
Home in Oak Bluffs
Vineyard Vacation, 3-Bedroom, Hot-tub, Golf course
Home in Edgartown
On HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach
Home in Edgartown
Luxurious Farmhouse Near Village
Home in Edgartown
Contemporary Edgartown Beauty: The Perfect Retreat
Home in Edgartown
Peaceful Edgartown Retreat
Home in Edgartown
LUXE Edgartown new construction, PRIME location
Home in Edgartown
Katama 4 Bedroom-bike to South Beach and Edgartown
Destinations to explore
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- Monthly Rentals Chappaquiddick Island
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