
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

Peaceful bay retreat. Hot tub,water views,fire pit

Williamsburg Colonies Resort, 4BR, 4BA

The Colonies at Williamsburg: 4-BR, Sleeps 12
Family- and pet-friendly home rentals

Thelma's Dawn Getaway. No Drama Zone

Private House 4BR -Eastern Shore VA Wachapreague

Williamsburg Hide-A-Way Creekside

Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit!

The Bird's Nest at Holly Bluff-Riverfront. Beach.

A "True" Chesapeake Bay Waterfront Experience!

Moss Side Manor

Historic Ware River Cottage at Glebefield
Family-friendly home rentals with a pool

Unique Yurt Nestled in Williamsburg, Virginia

Pet Friendly Deluxe Cabin in Williamsburg, VA

Deluxe Cabin in Historic Williamsburg, Virginia

Pet Friendly Classic Camping Cabin in Williamsburg
Destinations to explore
- Rentals with a fireplace Middlesex County
- Rentals with a kayak Middlesex County
- Cottage rentals Middlesex County
- Pet-friendly rentals Middlesex County
- Rentals with beach access Middlesex County
- Beachfront rentals Middlesex County
- Rentals with pools Middlesex County
- Kid-friendly rentals Middlesex County
- Rentals with a fire pit Middlesex County
- Rentals with a patio Middlesex County
- Rentals with outdoor seating Middlesex County
- Rentals with a washer and dryer Middlesex County
- Rentals with lake access Middlesex County
- Waterfront rentals Middlesex County
- House rentals Middlesex County
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- Busch Gardens Williamsburg
- Buckroe Beach
- Kingsmill Resort
- Buckroe Beach and Park
- Golden Horseshoe Golf Club
- Royal New Kent Golf Club
- Sarah Constant Beach Park
- Grandview Beach
- Grove Beach
- Water Country USA
- Cape Charles Beachfront
- Ragged Point Beach
- Langford Sand
- Jamestown Settlement
- Gloucester Point Beach Par
- Dog Beach
- Outlook Beach
- Kiptopeke Beach
- Guard Shore
- Lane Beach
- Saint Jerome Beach
- Libby Hill Park
- The Poe Museum
- James River Country Club