
Vacation rentals in Middlesex County
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Top-rated vacation rentals in Middlesex County
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Beacon Bay: Wayerfront, Lg yard, Kayaks, SUP, KING
Nestled on Little Oyster Creek in the charming small town of White Stone, is Beacon Bay Getaway. This lighthouse style home is situated on 3 private acres and has 3 water views: the Creek, the Chesapeake Bay and the Rappahannock River all which can be viewed from the wrap @ deck and top observation lookout. Enjoy the large yard with fire pit. Launch a kayak/SUP from our dock or bring your fishing rods to catch Croaker. Have fun catching blue crabs with our crab traps. Insta: @beaconbaygetaway
4.99 out of 5 average rating, 129 reviews
Blue Pearl Cottage
Blue Pearl Cottage on Robinson creek in historic Urbanna, VA awaits your relaxing stay. Swing in the hammock on the covered porch while listening to bird's, ospreys, & an occasional bald eagle on the creek. Kayak to the Rappahannock rivah from the dock. Walk or take a bike ride into the town of Urbanna for shopping, dining, entertainment, museum's, marinas, farmers markets, bands on 2nd Saturdays & so much more. We are 1 mile from town center. Many surrounding towns offer wineries, events, etc.
5.0 out of 5 average rating, 104 reviews
Waterfront Guesthouse II on the Rappahannock
The “Beach House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has beautiful water views and includes access to our private beach & dock (with guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.
5.0 out of 5 average rating, 322 reviews
The Barn at Pond Point - Riverfront Home
The Barn at Pond Point is perfectly situated on the Piankatank River, a salt water arm of the Chesapeake Bay. It shares 19 acres of wooded and waterfront property with the owner's main home. A unique space, Barn was converted from a working horse barn into a residence in the 1980's. With a quarter mile of private, sand beach and a large pool (May-Sept), the Barn is an ideal space for time with family and friends, swimming, hunting for prehistoric shark's teeth, or simply enjoying the view.
4.95 out of 5 average rating, 146 reviews
The Crab Shack
Enjoy the sunrise at this unique and tranquil getaway! This property was originally a seafood processing facility...hence The Crab Shack! Watch all the action on the water right out the front door with local waterman in and out of beautiful Carter's Creek to and from the Rappahannock River and Chesapeake Bay. There are marinas and The Tides Inn very close by. This property provides privacy and a short 10 minute drive to nearby restaurants and shops in Irvington, Kilmarnock, and White Stone.
4.99 out of 5 average rating, 135 reviews
Belle Haven - perfect cottage for Girls' Weekends!
Escape to our charming, newly updated cottage, thoughtfully decorated to create a cozy home away from home. Just a 10-minute walk brings you to the heart of Kilmarnock, where you'll find shops and restaurants. A short drive will take you to Irvington and White Stone, where you can explore more dining, shopping, and attractions like The Tides Inn and Compass Entertainment. Nestled in a quiet neighborhood, the cottage offers plenty of privacy, and a fenced yard perfect for your furry companion.
4.97 out of 5 average rating, 185 reviews
Stunning Beachfront Cottage on the Chesapeake
Take a break and unwind at this peaceful oasis. Near the end of a private road, enjoy direct beachfront access to the entrance of the Chesapeake Bay. Chill on your own sandy beach, wade in the water, and watch an endless display of boats at quiet Stingray Point. A private lighted pier, outdoor shower, and river room porch will make your stay worthwhile. With four bedrooms (one has bunk beds and a foosball table and is accessed through the third bedroom) you'll have all the room you need.
4.77 out of 5 average rating, 168 reviews
1891 Coastal Charmer: fully renovated farmhouse
Built in 1891, this farmhouse has been totally renovated by a professional designer. The Cottage is filled with coastal colors and accessories so it feels fun and updated but still retains the feeling of walking into a well loved family beach cottage. We are pet friendly as any beach cottage should be and love seeing our guests and their pets enjoying the cottage. Follow the cottage on social media @ BlueOysterCottage for more pictures, design ideas and local places to visit.
4.99 out of 5 average rating, 149 reviews
The Moore Cottage
The Moore Cottage is a rustic-chic, fisherman's cottage.The cottage is less than a mile from Windmill Point Marina, and five miles from the town of White Stone. You will enjoy the views of amazing wildlife, boaters, the beach, and breath-taking sunsets all while sitting on the back porch. The Cottage is nestled on a cove overlooking Little Bay and the mouth of Antipoison Creek. Come check out one of the Northern Neck's best kept secrets!
4.89 out of 5 average rating, 409 reviews
Wooded Cabin retreat on fresh water pond
If your looking for a quiet place in a wooded setting, this is it. Cabin has view of private 7.5 acre pond, deck and walking trail to the scenic Dragon Run, with canoe portage. You are welcome to bring your canoe/kayak. Bird watchers, wildflower enthusiasts will enjoy what the Dragon Run has to offer. If shopping or history is your interest, this cabin is only 45 min away from Williamsburg, and will give you a place to relax.
4.94 out of 5 average rating, 589 reviews
Best View on the Northern Neck, Sandy Beach!
A video tour is hosted on Youtube; please feel free to ask for the link - Airbnb won't let me include it here. You can also find it yourself on Youtube searching for the title "White Stone River Cottage". Come down the long private drive along the pasture to the little cottage perched on the banks of the river, surrounded by large oak trees. Its a simple, cozy spot with lots of outdoor spaces for spreading out.
5.0 out of 5 average rating, 123 reviews
Serenity
Enjoy the natural serenity of this spacious waterfront hideaway on the historic Antipoison Creek (so named by Capt John Smith), minutes to the Chesapeake Bay by boat or car. The area offers boating, fishing, a nature trail and an abundance of wildlife (deer, turkeys, waterfowl, bald eagles, osprey. otters and more) on this 7 acre property. Water views, king bed, sofa and full kitchen with dinette.
4.99 out of 5 average rating, 136 reviewsPopular amenities for Middlesex County vacation rentals
Other great vacation rentals in Middlesex County

Rivah View
4.99 out of 5 average rating, 260 reviews
Waterfront Escape • Dock, Views, Peace & Kayaks
4.97 out of 5 average rating, 64 reviews
Waterfront~Peaceful~WeemsVa~NNK~Kayaks~Views
4.98 out of 5 average rating, 61 reviews
One Level Home | Boats Welcome! | Rockfish | Golf
5.0 out of 5 average rating, 8 reviews
Irvington Waterfront: Pool, Dock & Sunset Views
4.97 out of 5 average rating, 38 reviews
Waterfront Home - Dock, Kayaks, Fire Pit, Grill
4.89 out of 5 average rating, 56 reviews
Bubba Butler's Cottage
4.96 out of 5 average rating, 55 reviews
Heron's Landing at Sunset Cove - Pet Friendly!
4.97 out of 5 average rating, 32 reviewsDestinations to explore
- House rentals Middlesex County
- Rentals with a kayak Middlesex County
- Family-friendly rentals Middlesex County
- Rentals with lake access Middlesex County
- Beachfront rentals Middlesex County
- Hotel rooms Middlesex County
- Rentals with pools Middlesex County
- Pet-friendly rentals Middlesex County
- Waterfront rentals Middlesex County
- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- Jamestown Settlement
- Outlook Beach
- Colonial Williamsburg's Merchants Square
- Virginia Holocaust Museum
- The National
- Libby Hill Park
- Ingleside Vineyards
- The Mariners' Museum
- The Poe Museum
- Hampton University
- Virginia Living History Museum
- Virginia State Capitol-Northwest
- Fort Monroe National Monument
- Sandy Bottom Nature Park
- Newport News Park
- Jefferson Park
- Willoughby Beach
- American Revolution Museum at Yorktown
- Leonardtown Wharf





