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Family-friendly vacation rentals in Dukes County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dukes County
Guests agree: these family-friendly homes 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 Dukes County family-friendly rentals
Family-friendly home rentals with a hot tub
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Guesthouse in Oak Bluffs
4.99 out of 5 average rating, 81 reviewsMermaid Cottage
![](https://a0.muscache.com/im/pictures/6d5a8f70-ca39-4d74-bc5e-fea5fd2f54b8.jpg?im_w=720)
Home in Edgartown
4.99 out of 5 average rating, 71 reviewsContemporary Edgartown Beauty: The Perfect Retreat
![](https://a0.muscache.com/im/pictures/ecf8e743-c6ab-4b8d-bc70-6dcbb3335c32.jpg?im_w=720)
Home in Edgartown
5 out of 5 average rating, 49 reviewsOn HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach
![](https://a0.muscache.com/im/pictures/37a6875c-13e5-4056-be94-6f3659958f90.jpg?im_w=720)
Cabin in Falmouth
4.64 out of 5 average rating, 506 reviewsWaterside Guest House
![](https://a0.muscache.com/im/pictures/91b3b246-68c7-4e77-bcc4-353f51998ad3.jpg?im_w=720)
Home in Oak Bluffs
4.86 out of 5 average rating, 71 reviewsOak Bluffs near beaches & town, A/C,Jacuzzi,kayaks
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Home in Edgartown
4.96 out of 5 average rating, 26 reviewsLuxury Chappaquiddick Home with Oceanviews
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Condo in Falmouth
Surfside Resort Cape Cod, Falmouth MA
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Rental unit in Oak Bluffs
4.92 out of 5 average rating, 128 reviewsVictorian Oasis: Driveway, hot tub, grill & more
Family- and pet-friendly home rentals
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Guesthouse in Tisbury
4.86 out of 5 average rating, 239 reviewsAdorable Vineyard Haven Cottage
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Home in Oak Bluffs
4.94 out of 5 average rating, 150 reviewsWalk to Town, beach and amazing location 113A
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Home in West Tisbury
4.86 out of 5 average rating, 109 reviewsSweet 3BR Cape in West Tisbury, MV
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Guest suite in Falmouth
4.88 out of 5 average rating, 76 reviewsSpacious Guest House in Falmouth Village
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Home in West Tisbury
5 out of 5 average rating, 39 reviewsPerch on the Pond with Lambert's Cove Beach Access
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Home in Chilmark
4.99 out of 5 average rating, 89 reviewsRenovated Barn in Chilmark 3BR-help w/boat tickets
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Rental unit in Oak Bluffs
4.91 out of 5 average rating, 96 reviewsAbsolute Best Location on the Island
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Home in Oak Bluffs
4.93 out of 5 average rating, 57 reviewsFirst-class 4+ BR Lagoon Pond Camp
Family-friendly home rentals with a pool
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Home in Aquinnah
5 out of 5 average rating, 3 reviewsNine Acres Secluded Escape
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Condo in Tisbury
4.91 out of 5 average rating, 45 reviewsPrivate 3bdrm Condo Tashmoo Woods
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Condo in Vineyard Haven
5 out of 5 average rating, 18 reviewsRelax....You're on Island Time......
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Home in Falmouth
4.93 out of 5 average rating, 15 reviewsGorgeous Cape Cod Property!
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Cottage in Edgartown
4.98 out of 5 average rating, 89 reviewsLovely two - story private cottage.
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Home in Chilmark
4.94 out of 5 average rating, 36 reviewsCool, Mid Century House -- Lucy Vincent Beach!
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Home in Falmouth
5 out of 5 average rating, 63 reviewsCape Cod Falmouth Getaway Close to Beaches Pool
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Home in West Tisbury
4.75 out of 5 average rating, 8 reviewsWest Tisbury Beach House
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Boston
- Family-friendly rentals The Hamptons
- Family-friendly rentals Cape Cod
- Family-friendly rentals Massachusetts
- Rentals with outdoor seating Dukes County
- Pet-friendly rentals Dukes County
- Rentals with a fireplace Dukes County
- Rentals with pools Dukes County
- Rentals with beach access Dukes County
- Bed and breakfasts Dukes County
- Rentals with a hot tub Dukes County
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- House rentals Dukes County
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