Family-friendly vacation rentals in Dukes County
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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
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Popular amenities for Dukes County family-friendly rentals
Family-friendly home rentals with a hot tub
Guesthouse in Oak Bluffs
4.99 out of 5 average rating, 73 reviewsMermaid Cottage
Feb 22 – Mar 1
Home in Edgartown
4.99 out of 5 average rating, 68 reviewsContemporary Edgartown Beauty: The Perfect Retreat
Feb 13 – 20
Home in Edgartown
5.0 out of 5 average rating, 47 reviewsOn HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach
Mar 23 – 30
Home in Oak Bluffs
4.86 out of 5 average rating, 71 reviewsOak Bluffs near beaches & town, A/C,Jacuzzi,kayaks
Mar 8 – 15
Cabin in Falmouth
4.64 out of 5 average rating, 486 reviewsWaterside Guest House
Oct 20 – 27
Home in Edgartown
5.0 out of 5 average rating, 24 reviewsLuxury Chappaquiddick Home with Oceanviews
Nov 29 – Dec 6
Condo in Falmouth
Surfside Resort Cape Cod, Falmouth MA
Apr 26 – May 3
Apartment in Oak Bluffs
4.92 out of 5 average rating, 128 reviewsVictorian Oasis: Driveway, hot tub, grill & more
Dec 31 – Jan 7
Family- and pet-friendly home rentals
Home in West Tisbury
4.86 out of 5 average rating, 107 reviewsSweet 3BR Cape in West Tisbury, MV
Mar 16 – 23
Home in Oak Bluffs
4.77 out of 5 average rating, 104 reviewsCozy Vacation Getaway On Bike Path
Sep 11 – 18
Guest suite in Falmouth
4.88 out of 5 average rating, 72 reviewsSpacious guest house, Falmouth Village
Nov 10 – 17
Home in West Tisbury
4.95 out of 5 average rating, 83 reviewsLambert's Cove Oceanview
Apr 8 – 15
Bungalow in Edgartown
4.83 out of 5 average rating, 70 reviewsMarthas Vineyard 3 Bed walk to beach and town
May 21 – 28
Home in Chilmark
4.99 out of 5 average rating, 87 reviewsRenovated Barn in Chilmark 3BR-help w/boat tickets
May 21 – 28
Cottage in Oak Bluffs
4.94 out of 5 average rating, 51 reviews55 Farm Pond Road, Oak Bluffs
Jun 1 – 8
Home in West Tisbury
4.72 out of 5 average rating, 58 reviewsSpacious 3 BR Edgartown house -bike to South Beach
Feb 1 – 8
Family-friendly home rentals with a pool
Condo in Vineyard Haven
5.0 out of 5 average rating, 17 reviewsRelax....You're on Island Time......
Dec 6 – 13
Home in Falmouth
4.93 out of 5 average rating, 15 reviewsGorgeous Cape Cod Property!
Jan 14 – 21
Condo in Tisbury
4.91 out of 5 average rating, 45 reviewsPrivate 3bdrm Condo Tashmoo Woods
Dec 5 – 12
Cottage in Edgartown
4.98 out of 5 average rating, 86 reviewsLovely two - story private cottage.
Apr 2 – 9
Home in Chilmark
4.94 out of 5 average rating, 35 reviewsCool, Mid Century House -- Lucy Vincent Beach!
Jun 10 – 17
Home in Falmouth
5.0 out of 5 average rating, 63 reviewsCape Cod Falmouth Getaway Close to Beaches Pool
Mar 13 – 20
Home in West Tisbury
4.67 out of 5 average rating, 6 reviewsWest Tisbury Beach House
Jan 20 – 27
Home in West Tisbury
5.0 out of 5 average rating, 4 reviewsCharming Getaway Post&Beam Home Cozy and Sweet
Sep 30 – Oct 7
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