Beachfront vacation rentals in Middlesex County

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Top-rated beachfront rentals in Middlesex County

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A cozy beachfront cottage is featured amidst tall trees, with a spacious porch. Nearby, a sandy beach meets gentle water under a clear sky. A serene sunset casts a warm glow over the bay, reflecting calm waters.
Home in Kilmarnock
5 out of 5 average rating, 72 reviews

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.

Top guest favorite
Home in Irvington
5 out of 5 average rating, 12 reviews

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.

Guest favorite
A serene beachfront scene displays calm waters of the Chesapeake Bay, accompanied by a sandy shore lined with beach umbrellas. A golden sunset enhances the horizon, while a great blue heron is depicted near the water. Cozy seating is visible on the deck, inviting relaxation.
Home in White Stone
5 out of 5 average rating, 36 reviews

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.

Guest favorite
An aerial view captures the serene landscape along the Piankatank River, showcasing the clear blue waters and lush greenery. The property is highlighted by several trees and neighboring homes, with a glimpse of a private pier extending into the river.
Home in Cobbs Creek
4.98 out of 5 average rating, 56 reviews

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.

Guest favorite
A serene beach area is depicted at sunset, with soft waves lapping against a sandy shore. The water reflects golden hues, and trees line the distant shoreline, creating a peaceful natural setting.
Barn in Cobbs Creek
4.94 out of 5 average rating, 127 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.

Top guest favorite
A serene sunset is captured over the water, with warm hues of orange and pink blending into a vibrant sky. Silhouettes of individuals can be seen on a dock, reflecting a peaceful evening setting near the Rappahannock River.
Guesthouse in White Stone
4.99 out of 5 average rating, 207 reviews

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.

Superhost
A sandy beach stretches along the water's edge, with a house featuring large windows nestled among green shrubs. A lighted pier extends into the water, where two children are playing. The clear sky and surrounding trees create a serene backdrop.
Cottage in Deltaville
4.79 out of 5 average rating, 146 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.

A view from the entrance showcases a wide deck leading to a serene beachfront. The clear blue water is visible in the background, framed by tall trees and a gently sloping lawn. Two outdoor chairs are positioned nearby, inviting relaxation by the shoreline.
Home in White Stone
4.79 out of 5 average rating, 43 reviews

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.

Guest favorite
The serene outdoor view captures a vibrant sunset over the water, framed by two waterfront pavilions. Silhouetted trees stand on either side, while the grassy expanse leads down to the beach, creating a peaceful atmosphere for relaxation.
Home in White Stone
4.94 out of 5 average rating, 122 reviews

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!

Top guest favorite
The kitchen showcases leathered granite counters and a large island with seating. Large windows provide natural light and stunning river views. Cozy seating areas are arranged with colorful cushions, and a gas fireplace adds comfort to the inviting open space.
Home in Deltaville
5 out of 5 average rating, 136 reviews

"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.

A tranquil waterfront scene highlights the calm Chesapeake Bay, with wooden docks extending into the water. The shoreline features gentle grassy slopes leading down to the bay, framed by clear blue skies dotted with soft, white clouds.
Home in Deltaville
4.64 out of 5 average rating, 11 reviews

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!

Guest favorite
A wooden dock extends over calm water, leading into the Rappahannock River. The serene surface reflects the sky, with hints of soft clouds above. A sandy area is visible near the dock, surrounded by grassy banks, creating a peaceful waterfront scene.
Home in Jamaica
4.91 out of 5 average rating, 75 reviews

“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