Beachfront vacation rentals in Middlesex County

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Top-rated beachfront rentals in Middlesex County

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Top guest favorite

Home in Kilmarnock

5 out of 5 average rating, 68 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.

Guest favorite

The exterior of the home features a modern design with a mix of neutral tones and natural materials. A pathway leads to the entrance, framed by well-maintained landscaping and vibrant greenery. Large windows allow natural light to illuminate the interior spaces.

Home in Irvington

5 out of 5 average rating, 8 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.

Top guest favorite

A serene view of the water showcases the Rappahannock River and surrounding landscape. The horizon blends various shades of blue with green grass and patches of marshland, inviting a sense of tranquility. Wisps of clouds drift across the expansive sky.

Guesthouse in White Stone

5 out of 5 average rating, 264 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.

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, 125 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.

Guest favorite

An airy sunroom is showcased, featuring a circular hot tub positioned near large windows that offer views of the shoreline. Comfortable seating is arranged around the space, and natural light enhances the wooden-paneled walls and tiled flooring.

Home in Urbanna

4.92 out of 5 average rating, 102 reviews

Beachfront Urbanna Home w/ Gas Grill & Deck!

Visit the small but mighty town of Urbanna with a superb stay! Located on the shoreline, this alluring 3-bed, 3.5-bath house makes it easy to connect with nature and hard to decide where to start. Choose from a hammock, furnished wraparound balcony, or the hot tub in an airy sunroom where you can soak away your worries. Equipped with kayaks, paddleboards, and life jackets, adventure can be found even without leaving the vacation rental. There’s endless fun to be had at this excellent abode!

A private pier extends over calm waters, equipped with several chairs and a table. Sandy beach is visible nearby, with scattered items like kayaks. The background features houses set among trees, complemented by greenery, creating a serene coastal environment.

Cottage in Deltaville

4.78 out of 5 average rating, 142 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.

Top guest favorite

A bench positioned on a grassy area overlooks a calm river, showcasing expansive water views with trees lining the opposite shore. The scene is bathed in natural light, with shadows cast by nearby foliage.

Home in Gloucester

5 out of 5 average rating, 29 reviews

Eventide-Waterfront Retreat in Gloucester, VA

Eventide-Waterfront Home in the Piankatank River Imagine beautiful sunrises over panoramic water views. Spend your days fishing, crabbing, kayaking, or just enjoying the peaceful setting. Bring your own boat and launch at the boat ramp next door. Relax in the hammock. Read on the spacious screen porch. Paddle up the creek to see our neighboring eagle. Ponder life while sitting on the end of the dock. Time to get away to Virginia’s best kept secret-The Piankatank in Gloucester, Virginia.

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

A sandy beach is visible from under a wooden pavilion, featuring a curved shoreline leading to calm waters. Footprints dot the soft sand, which extends toward the waterline. The structure has a thatched roof and offers shade, enhancing the serene coastal setting.

Home in White Stone

4.94 out of 5 average rating, 118 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!

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, 134 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.

Guest favorite

A spacious living area offers large windows with views of the Rappahannock River. Light-colored furnishings are arranged around a coffee table, and a dining table is set for meals. The room features a ceiling fan and a cozy gas fireplace, enhancing a relaxed ambiance.

Home in Jamaica

4.91 out of 5 average rating, 75 reviews

Waterfront Sandy Beach Retreat near Urbanna

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!

Top guest favorite

A scenic view of a wide body of water is framed by wooden docks and sheltered structures. Lush green grass leads to the shoreline, with tall trees providing shade. The clear blue sky complements the tranquil atmosphere, invoking a sense of calm and relaxation.

Loft in Cobbs Creek

5 out of 5 average rating, 39 reviews

Piankatank Shore

Kick back and relax in this calm, stylish space. Whether you choose a romantic getaway or just need a few days away you will enjoy the waterfront view. You can fish, crab, swim, soak up the sun on your private beach. Boat parking on property as well as mooring at pier/Please note: you will have to climb stairs to reach this elevated loft. Property amenities such as 1000 mb internet,parking, beach and dock are shared with the Gold Coast (adjacent rental).