House vacation rentals in Middlesex County

Find and book unique houses on Airbnb

Top-rated house rentals in Middlesex County

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

1 of 1 pages1 / 1

Top guest favorite

A tranquil outdoor space at twilight showcases a hammock strung between trees, surrounded by soft, glowing string lights. The cozy cottage features large glass windows, allowing warm light to spill into the yard. Lush greenery and serene water views create a peaceful setting.

Home in Urbanna

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, 105 reviews

Top guest favorite

Home in Irvington

The Rosé Retreat: Pool-Screened Porch-RELAX

Escape to The Rosé Retreat for peace and relaxation. Enjoy a romantic getaway sipping wine on the screened porch, unwind by the refreshing pool, navigate the waterways by kayak, and stroll to great restaurants/shopping. Savor local oysters and explore nearby wineries. Bring the family for a memorable NNK adventure. The Rosé Retreat is a place to get away from it all. Enjoy a bottle (or more, we're not judging) of Rosé while you're here. Follow on IG:roseretreatva Irvington Occupancy Tax #500

4.99 out of 5 average rating, 134 reviews

Top guest favorite

A modern living area is highlighted by two deep blue velvet sofas facing each other, with a round woven coffee table between them. A cozy fireplace is set against a white wall, complemented by abstract art above, while patterned curtains add texture to the space.

Home in Kilmarnock

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

Top guest favorite

Home in Grimstead

Gwynns Island Waterfront Getaway

A lovely waterfront cottage with stunning bay views and the best sunsets on the East Coast. Sliding glass doors create the feeling of being right on the water, even when indoors. You can crab, fish, kayak, grill, and swim directly from the backyard. It's incredibly peaceful and relaxing. Just a mile away is a newly renovated island restaurant with a bar and a wide variety of food options. The house was passed down from my father, and all proceeds from Airbnb go towards making improvements.

4.89 out of 5 average rating, 369 reviews

Top guest favorite

A traditional brick house is depicted, featuring a symmetrical roofline and charming dormer windows. The front entrance is framed by a small porch, with a set of steps leading to the door. Lush green grass and flowering shrubs surround the home, enhancing the natural setting.

Home in Kilmarnock

PORT DITCHLEY - Northern Neck Waterfront Home

Enjoy the Northern Neck as you overlook the Chesapeake Bay & Pretince Creek, while relaxing on the waterfront setting of this 4 bedrm & 2.5 bathroom house. Enjoy crabbing & fishing (w your rod) on the pier; if you are arriving by boat, dock has deep water. Several adult & child kayaks & 2 paddle boards provided. Ditchley Cider Works is a 1/2 mile walk/ride House is 5 minutes from Kilmarnock. Enjoy the local wineries, restaurants, shopping, antiques, seafood, tranquility, & nature.

4.97 out of 5 average rating, 194 reviews

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

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!

4.94 out of 5 average rating, 138 reviews

Top guest favorite

An aerial view captures a historic home nestled among lush trees along the Rappahannock River. The expansive water stretches in the background, reflecting the sky. The property includes a small beach area, enhancing the serene riverside setting.

Home in Lancaster

Waterfront Escape • Dock, Views, Peace & Kayaks

Relax and unwind with the whole family at this Rappahannock River paradise in Lancaster Virginia. This spacious, restored historic home is the perfect getaway for your family vacation, girls' trip, or retreat. Enjoy picturesque views from the screened in porch overlooking the river or cozy up around the firepit. Comfortable modern décor, water views from most rooms, and private dock. Please read Property Description for house information, area shops, restaurants, and things to do.

4.97 out of 5 average rating, 65 reviews

Top guest favorite

Home in Locust Hill

Rappahannock Waterfront Pool, Kayak, Deck, Firepit

Escape to Rosehill Cottage — a timeless waterfront retreat on the Rappahannock River with a large deck, private pool (open mid-May to September), kayaks, sweeping river views, and a charming rose garden. Perfect for a midweek recharge, romantic getaway, or spring family retreat. Find us on IG @rosehilllcottagerappahannock Explore nearby towns or stay close to home with open living spaces, fast WiFi, and thoughtful decor, Rosehill is your quintessential Virginia waterfront retreat.

4.97 out of 5 average rating, 178 reviews

Superhost

Home in Irvington

Gothic Cottage, Hot Tub, Walk to Town

Set among the trees on 2 peaceful wooded acres, this cottage delights with gothic architecture, sun-filled rooms, and a bathroom for every bedroom. Relax in the hot tub under the stars, sip local wines, eat oysters. Take a sunset boat cruise or learn oystering and crabbing from a local waterman. Farm stands, markets, and sea-to-table local fare. Live life in an historic working water town with lots of personality. Close to Tides Inn, Kilmarnock, White Stone, Compass Entertainment.

4.95 out of 5 average rating, 182 reviews

Top guest favorite

Home in White Stone

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

Guest favorite

A wooden dock extends into calm waters, featuring white Adirondack chairs beneath a blue umbrella. Lush greenery surrounds the area, with a spacious home visible in the background, framed by trees. A serene atmosphere is presented, inviting relaxation by the water.

Home in White Stone

Waterfront, White Stone, Spacious-Kayaks-Family

Spacious home (3,200+ sq ft) perfect for multiple families! Relax by the water or explore James Cove with kayaks & paddleboards (provided). 11 beds, 3 baths, full kitchen & laundry. Dock for fishing, crabbing, or launching your boat (nearby marinas for larger vessels). Quiet community, perfect for a relaxing Rivah experience! Highlights: - Waterfront location with dock & swimmable cove - Kayaks, paddleboards, life jackets provided - Gameroom, ping pong table, TVs with Netflix

4.95 out of 5 average rating, 122 reviews

Top guest favorite

An aerial view captures the charming waterfront home positioned gracefully by the Piankatank River. The exterior features a well-maintained landscape with a pathway leading to the entrance and visible outdoor seating. The surrounding trees provide a lush backdrop and a sense of tranquility.

Home in Gloucester

Charming Waterfront Home on Piankatank River!

Amazing waterfront home on the Piankatank River in Gloucester, VA! This one level 1400sf cottage has 3 bedrooms, 2 full baths, a sun room with sweeping views, screened porch, living room with wood burning fireplace & large smart TV, fully stocked kitchen, waterside decks, a terrific fire pit, spacious dock with amazing sunsets AND sunrises, eagles overhead, kayaks and more! Want to bring your boat? There's a community boat ramp 1 minute away.

4.98 out of 5 average rating, 125 reviews