
Cottage holiday rentals in Middlesex County
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Top-rated cottage rentals in Middlesex County
Guests agree: These cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlesex County cottage rentals
Cottage rentals with a hot tub

Waterfront Gloucester Cottage w/ Private Boat Dock

Bungalow w/ Large Yard: 8 Mi to Cape Charles Beach

Waterfront Heathsville Cottage w/ Dock & Hot Tub!

The Cottage @ Captain Genes - Secluded Waterfront

Old Log Cabin School House w/10 acres on the Bay

3 BR Bay Home w Private Dock & all the Amenities

Waterfront Cottage w Hot Tub, Kayak, Fishing

"Dragonfly" Waterfront Cottage on Chesapeake Bay
Pet-friendly cottage rentals

Brownsville Cottage

Whitsapenny Cottage at Vaux Hall Farm

Modern 2 Bdrm Cottage in Historic River Community

"Bee Haven" Cottage Retreat

A "True" Chesapeake Bay Waterfront Experience!

Cottage by the bay (private peaceful surroundings)

Sunset Haven

TooFine Lakehouse, pet friendly waterfront cottage
Private cottage rentals

The Crab Shack

The Moore Cottage

Locklies Innlet, A unique waterfront experience!

The Little House at Waveland

Peaceful Haven: nature, pool & charming town

Summerfield Guest Cottage

Irvington Cottage - Vineyard Birdhouse

Creek cottage getaway
Destinations to explore
- House rentals Middlesex County
- Rentals with a kayak Middlesex County
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- Family-friendly rentals Middlesex County
- Rentals with beach access Middlesex County
- Pet-friendly rentals Middlesex County
- Rentals with a fire pit Middlesex County
- Rentals with a washing machine and dryer Middlesex County
- Waterfront rentals Middlesex County
- Rentals with a fireplace Middlesex County
- Beachfront rentals Middlesex County
- Rentals with a patio Middlesex County
- Rentals with pools Middlesex County
- Rentals with lake access Middlesex County
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- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Bethel Beach
- Water Country USA
- Buckroe Beach and Park
- Kingsmill Resort
- Grandview Beach
- Haven Beach
- Outlook Beach
- Jamestown Settlement
- Sarah Constant Beach Park
- Kiptopeke Beach
- Piney Point Beach
- Sandyland Beach
- Royal New Kent Golf Club
- Salt Ponds Public Beach
- Cape Charles Beachfront
- Golden Horseshoe Golf Club
- Saint Jerome Beach
- Libby Hill Park
- The Poe Museum
- Bay Oaks Park
- James River Country Club