Family-friendly vacation rentals in Middlesex County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Middlesex 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 Middlesex County family-friendly rentals
Family-friendly home rentals with a hot tub
Apartment in Williamsburg
4.87 out of 5 average rating, 15 reviews★Colonial Wmbg/Busch Gardens 1BR★ ppr (#3)
May 12 – 19
Condo in Williamsburg
4.85 out of 5 average rating, 26 reviewsWilliamsburg Colonies Resort, 4BR, 4BA
Oct 10 – 17
Condo in Williamsburg
4.56 out of 5 average rating, 9 reviewsColonies at Williamsburg: 2-BR, Sleeps 6, Kitchen
Apr 7 – 14
Condo in Williamsburg
4.78 out of 5 average rating, 9 reviewsThe Colonies at Williamsburg: 4-BR, Sleeps 12
Oct 3 – 10
Condo in Williamsburg
4.68 out of 5 average rating, 25 reviewsThe Colonies: 4-BR, Sleeps 12, 2 Full Kitchens
Jan 25 – Feb 1
Condo in Williamsburg
4.76 out of 5 average rating, 17 reviewsColonies at Williamsburg: 2-BR, Sleeps 6, Kitchen
Nov 25 – Dec 2
Condo in Williamsburg
4.63 out of 5 average rating, 16 reviewsThe Colonies at Williamsburg: 2-BR, Sleeps 6
Nov 9 – 16
Condo in Williamsburg
4.64 out of 5 average rating, 14 reviewsThe Colonies: 4-BR, Sleeps 12, 2 Full Kitchens
Oct 18 – 25
Family- and pet-friendly home rentals
Guest suite in Dunnsville
5.0 out of 5 average rating, 239 reviewsThe Bird's Nest at Holly Bluff-Riverfront. Beach.
Jan 16 – 23
Cottage in Gloucester Courthouse
4.98 out of 5 average rating, 194 reviewsHistoric Ware River Cottage at Glebefield
Nov 10 – 17
Apartment in Gloucester Courthouse
4.96 out of 5 average rating, 105 reviewsRight on Main St! Shops, Arts, Dining and More!
Aug 24 – 31
Cottage in Onancock
4.96 out of 5 average rating, 138 reviewsA "True" Chesapeake Bay Waterfront Experience!
Nov 14 – 21
Home in Lanexa
4.95 out of 5 average rating, 172 reviewsWilliamsburg Hide-A-Way Creekside
Sep 26 – Oct 3
Home in New Kent
4.94 out of 5 average rating, 108 reviewsMoss Side Manor
Feb 23 – Mar 2
Home in Heathsville
4.89 out of 5 average rating, 73 reviewsWaterfront 3BR/3BA Getaway: Beach, Dock, Firepit!
Feb 1 – 8
Home in Crisfield
4.81 out of 5 average rating, 98 reviewsHome of the Terrapin King
Feb 8 – 15
Family-friendly home rentals with a pool
Home in Cobbs Creek
5.0 out of 5 average rating, 38 reviewsGulway
Apr 18 – 25
Cabin in Williamsburg
4.65 out of 5 average rating, 52 reviewsPet Friendly Deluxe Cabin in Williamsburg, VA
Jun 13 – 20
Condo in Williamsburg
The Colonies at Williamsburg
Aug 26 – Sep 2
Cabin in Williamsburg
4.64 out of 5 average rating, 58 reviewsPet Friendly Classic Camping Cabin in Williamsburg
Jul 27 – Aug 3
Yurt in Williamsburg
4.89 out of 5 average rating, 9 reviewsUnique Yurt Nestled in Williamsburg, Virginia
Mar 31 – Apr 7
Cabin in Williamsburg
Handicap Accessible Deluxe Cabin in Williamsburg
Mar 26 – Apr 2
Cabin in Williamsburg
4.35 out of 5 average rating, 20 reviewsDeluxe Cabin in Historic Williamsburg, Virginia
Aug 17 – 24
Destinations to explore
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