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
Get the amount of space that is right for you
Popular amenities for Middlesex County family-friendly rentals
Family-friendly home rentals with a hot tub
Condo in Williamsburg
4.63 out of 5 average rating, 16 reviewsThe Colonies at Williamsburg: 2-BR, Sleeps 6
Condo in Williamsburg
4.67 out of 5 average rating, 15 reviewsThe Colonies: 4-BR, Sleeps 12, 2 Full Kitchens
Condo in Williamsburg
4.84 out of 5 average rating, 31 reviewsWilliamsburg Colonies Resort, 4BR, 4BA
Condo in Williamsburg
4.73 out of 5 average rating, 11 reviewsThe Colonies at Williamsburg: 4-BR, Sleeps 12
Family- and pet-friendly home rentals
Rental unit in Exmore
4.87 out of 5 average rating, 132 reviewsThelma's Dawn Getaway. No Drama Zone
Home in Wachapreague
4.89 out of 5 average rating, 108 reviewsPrivate House 4BR -Eastern Shore VA Wachapreague
Home in Lanexa
4.95 out of 5 average rating, 192 reviewsWilliamsburg Hide-A-Way Creekside
Home in Heathsville
4.9 out of 5 average rating, 80 reviewsWaterfront 3BR/3BA Getaway: Beach, Dock, Firepit!
Guest suite in Dunnsville
5 out of 5 average rating, 260 reviewsThe Bird's Nest at Holly Bluff-Riverfront. Beach.
Cottage in Onancock
4.95 out of 5 average rating, 152 reviewsA "True" Chesapeake Bay Waterfront Experience!
Home in New Kent
4.95 out of 5 average rating, 114 reviewsMoss Side Manor
Home in Crisfield
4.79 out of 5 average rating, 110 reviewsHome of the Terrapin King
Family-friendly home rentals with a pool
Yurt in Williamsburg
4.9 out of 5 average rating, 10 reviewsUnique Yurt Nestled in Williamsburg, Virginia
Cabin in Williamsburg
4.67 out of 5 average rating, 58 reviewsPet Friendly Deluxe Cabin in Williamsburg, VA
Cabin in Williamsburg
4.39 out of 5 average rating, 23 reviewsDeluxe Cabin in Historic Williamsburg, Virginia
Cabin in Williamsburg
4.67 out of 5 average rating, 63 reviewsPet Friendly Classic Camping Cabin in Williamsburg
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Washington
- Family-friendly rentals Virginia Beach
- Family-friendly rentals Virginia
- Family-friendly rentals Maryland
- House rentals Middlesex County
- Rentals with outdoor seating Middlesex County
- Rentals with beach access Middlesex County
- Rentals with lake access Middlesex County
- Cottage rentals Middlesex County
- Kid-friendly rentals Middlesex County
- Rentals with a fire pit Middlesex County
- Rentals with a patio Middlesex County
- Pet-friendly rentals Middlesex County
- Rentals with a washer and dryer Middlesex County
- Rentals with pools Middlesex County
- Waterfront rentals Middlesex County
- Rentals with a fireplace Middlesex County
- Monthly Rentals Middlesex County
- Beachfront rentals Middlesex County
- Rentals with a kayak Middlesex County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom