
Beachfront vacation rentals in Middlesex County
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Top-rated beachfront rentals in Middlesex County
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Secluded beach front cottage on the Chesapeake Bay
Relax, unwind & baydream w/ your party of up to 6 guests in your secluded beachfront cottage, featuring large front porch, w/ ample seating/dining. Breathtaking panoramic views of the Chesapeake Bay & your own large private beach occasionally shared w/ 1 other home. 2 BR, 2 full BA. 1st floor BR w/ king, upstairs open w/ 2 queens, fully equipped kitchen (currently, no dishwasher). Charcoal grill, hammock and kayaks available. Wi-Fi & TVs w/ fire sticks. Short drive to Kilmarnock shops & dining.

Waterfront Carter's Creek Beach+Kayaks+Dock Slips!
Our stunningly beautiful waterfront home is nestled on the shores of Carter’s Creek. A custom designed Acorn Deck House, it features breath taking views of the Creek from every window & room. The well-appointed main floor boasts vaulted ceilings, large Living Room, gourmet Kitchen, main floor Master, & spa type ensuite. The wrap around deck, patios, & gardens, lead to our large beach, & dock for your boat with 8’ MLW! Kayaks, paddle board, fishing & crabbing. A short walk to our charming town.

Bay Watch! Sunbathe, sandbars, swim. Private beach
Family home surrounded by the waters from the Chesapeake Bay near Little Bay and Fleets Bay. Why stay up in a creek with the jellyfish and bugs? Water, water everywhere and all of your stress will shrink. Shallow sandbars and deeper waters are a great place to wade and swim. Relax on the beach, fishing, crabbing, bird and dolphin watching. Warm up by the fire pit any time of year. The towns of Kilmarnock, White Stone, and Irvington have many fun activities. Small neighborhood boat ramp too.

The Gold Coast
Forget your worries in this spacious and serene space. Newly built with 3 bedrooms … 1 king, 2 queen. 2.5 bathrooms. Large open kitchen. Large family room, Laundry room. Fiber optic high speed 1000 mgb internet. This house is overlooking the Piankatank river. Perfect weekly getaway! Boat/trailer parking on property. Mooring on pier with boathouse with fishing &crabbing. We offer a 1 room flat on property that can be rented with house for a discounted rate Increasing occupancy to 8 guests.

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.

Waterfront Guesthouse I on the Rappahannock
The “Bay 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 a beautiful Bay view and includes access to our private beach & dock (w/ guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath w/ jetted tub, covered patio and carport. The 2nd floor features a large bedroom, king bed and 1/2 bath.

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.

Bayhamas-Beachfront Home-White Stone-Sauna-Dock
Are we in Bahamas?!! PRISTINE WHITE SAND BEACH WITH CLEAR BLUE WATER 3 BEDROOMS AND MANY ACTIVITIES INDOOR AND OUTDOOR - HEALTHY INFRARED SAUNA, FUSE BALL TABLE, SHUFFLEBOARD TABLE Chesapeake Bay meets Fleets Bay. Unique Loft style suite, over 1,800 square feet with wide open layout. Direct white sand beach access right outside door. All you need to enjoy your stay at this newly renovated, very cool & well-appointed Coastal Contemporary home. Unit 2 is also available - same layout.

Coastal Farmhouse Getaway
Take it easy at this unique and tranquil getaway. This fully renovated historic farmhouse sits on 4 acres on Windmill Point. Spend the day on the expansive yard or our private beach on the Rappahannock/Chesapeake Bay. Perfect for fishing, crabbing, kayaking or just relaxing! The waterfront pavilions and tiki bar are the perfect oasis to set up camp. The house was completely renovated historic home that offers unmatched comfort and charm. Enjoy water views from almost every room!

"No Bad Days" in this Fabulous Beachhouse w/ Dock!
You'll have "No Bad Days" in this beautiful beachfront home on the Rappahannock River with 123' of private beach and private dock with jetski lift. This stylish, comfortable home is well equipped with many inside and outdoor amenities. Watch sunset at the outdoor firepit table or choose the indoor fireplace in colder months. High speed internet and Smart TVs keep you connected while you kayak, bike, fish and enjoy river living at its finest. The town of Deltaville is 2 miles away.

Pet-Friendly Gem w/ Private Dock in Deltaville!
On-Site Trailer Parking | Wraparound Deck | Close to Marinas Take in breathtaking views of the Chesapeake Bay as you sip your morning coffee when you stay at this 3-bed, 2-bath vacation rental. Boasting easy access to plenty of waterfront adventure, this picturesque Deltaville home offers a scenic respite perfect for all nature lovers. Go for a swim in the calm bay waters, cast a line off the boat dock, or lounge along the private beach — all from the comfort of your own backyard!

“Montague Island House” on the Rappahannock Rivah
It is not just a vacation rental.... it is a special place...paradise! Come and enjoy the amenities of this island retreat home with open views of the Rappahannock River, just 15 minutes from Urbanna. Enjoy relaxing on the pier and watching the osprey come and go with their offspring or on occasion see the dolphin pass by! Bring your fishing poles because the fishing here is amazing! We have a large sandy beach and the sand extends into the river, no mucky bottom!
Popular amenities for Middlesex County beachfront rentals
Pet-friendly beachfront home rentals

"Elderberries" Chesapeake Bayfront Cottage

Relax, Explore, Rejuvenate at Tidewater!

Piankatank Riverfront Perch B, Mathews VA

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

Chesapeake Bay Beach Front cabin

3br/2ba Waterfront Home overlooks Private Dock. 2+

Cozy & Content River Retreat Beach Hot Tub & Games

Waterfront Sunsets | Pet-Friendly Escape | No Fees
Beachfront home rentals with a pool

Gorgeous Historic Riverfront House

The Laughing King Retreat, Cedar Island Suite

The Laughing King Retreat, Rogue Island Suite

The Laughing King Retreat, Cobb Island Suite

The Laughing King Retreat, Honeymoon Island Suite

Rappahannock River House

18 Acre Wood

The Laughing King Retreat Honeymoon Island Cottage
Private beachfront home rentals

Secluded beach front cottage on the Chesapeake Bay

“Montague Island House” on the Rappahannock Rivah

Little Dipper -private beach,Kayaks & paddleboards

"The Little Red Cabin" aka The Galley

Waterfront Guesthouse II on the Rappahannock

Coastal Farmhouse Getaway

Waterfront Guesthouse I on the Rappahannock

"No Bad Days" in this Fabulous Beachhouse w/ Dock!
Destinations to explore
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- Beachfront rentals Virginia
- Beachfront rentals United States
- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- Haven Beach
- Buckroe Beach and Park
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Outlook Beach
- Royal New Kent Golf Club
- Kiptopeke Beach
- Piney Point Beach
- Golden Horseshoe Golf Club
- Ragged Point Beach
- Cape Charles Beachfront
- James River Country Club
- Wilkins Beach
- Sarah Constant Beach Park
- Sandyland Beach
- The Poe Museum
- Guard Shore
- St George Island Beach
- Libby Hill Park