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 23 – Mar 2
Home in Edgartown
4.99 out of 5 average rating, 68 reviewsContemporary Edgartown Beauty: The Perfect Retreat
Feb 14 – 21
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 Oak Bluffs
4.86 out of 5 average rating, 71 reviewsOak Bluffs near beaches & town, A/C,Jacuzzi,kayaks
Dec 28 – Jan 4
Home in Edgartown
5.0 out of 5 average rating, 24 reviewsLuxury Chappaquiddick Home with Oceanviews
May 13 – 20
Cabin in Falmouth
4.64 out of 5 average rating, 486 reviewsWaterside Guest House
Oct 20 – 27
Condo in Falmouth
Surfside Resort Cape Cod, Falmouth MA
Mar 29 – Apr 5
Apartment in Oak Bluffs
4.92 out of 5 average rating, 128 reviewsVictorian Oasis: Driveway, hot tub, grill & more
Jan 15 – 22
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
Dec 19 – 26
Home in Oak Bluffs
4.94 out of 5 average rating, 144 reviewsWalk to Town, beach and amazing location 113A
Jul 11 – 18
Home in Oak Bluffs
4.77 out of 5 average rating, 104 reviewsCozy Vacation Getaway On Bike Path
Jan 8 – 15
Guest suite in Falmouth
4.88 out of 5 average rating, 72 reviewsSpacious guest house, Falmouth Village
Nov 10 – 17
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 West Tisbury
4.95 out of 5 average rating, 83 reviewsLambert's Cove Oceanview
Dec 27 – Jan 3
Home in Chilmark
4.99 out of 5 average rating, 87 reviewsRenovated Barn in Chilmark 3BR-help w/boat tickets
Mar 24 – 31
Cottage in Oak Bluffs
4.94 out of 5 average rating, 51 reviews55 Farm Pond Road, Oak Bluffs
Jun 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......
Oct 30 – Nov 6
Condo in Tisbury
4.91 out of 5 average rating, 45 reviewsPrivate 3bdrm Condo Tashmoo Woods
Nov 1 – 8
Home in Falmouth
4.93 out of 5 average rating, 15 reviewsGorgeous Cape Cod Property!
Feb 16 – 23
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!
Oct 8 – 15
Home in Falmouth
5.0 out of 5 average rating, 63 reviewsCape Cod Falmouth Getaway Close to Beaches Pool
Dec 11 – 18
Home in West Tisbury
4.67 out of 5 average rating, 6 reviewsWest Tisbury Beach House
Jan 21 – 28
Home in West Tisbury
5.0 out of 5 average rating, 4 reviewsCharming Getaway Post&Beam Home Cozy and Sweet
Oct 1 – 8
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