
House holiday rentals in Middlesex County
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Top-rated house rentals in Middlesex County
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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

Waterfront~Peaceful~WeemsVa~NNK~Kayaks~Views
Relax with family and friends at this peaceful home on Carters Cove. Enjoy serene views of water and wildlife from the comfort of your living room chair, the furnished back deck, or your kayak. Simple yet stylish decor, open living/dining/kitchen area and separate bedrooms/baths offers the perfect blend of togetherness and privacy. Launch kayaks right from our backyard dock or take a short drive to one of the nearby quaint towns. Cook in the fully equipped kitchen or visit an amazing eatery.

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.

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.

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.

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.

"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.

Magical wooded cottage pool +priv hottub walk2town
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.

Rappahannock Waterfront, Pool, Kayaks, Rose Garden
Escape to Rosehill Cottage — a timeless waterfront retreat on the Rappahannock River with a private pool (open mid-May), kayaks, sweeping river views, and a charming rose garden in full spring bloom. 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.

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.

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

The Oyster House
If a quiet country setting is your relaxation, this is your place. Surrounded by open fields that attract deer, turkey, osprey, ground hogs, this is natures haven. Outdoor seating around a permanent firepit or covered backporch with bar top overlooking wildlife. Renovated 2019. Yet, just seconds from downtown Deltaville. House accommodates wheelchairs. Bonus Event Room (The Spat) for 4 people available for extra cost. Ask re: price/availability.
Popular amenities for Middlesex County house rentals
House rentals with a pool

Waterfront Retreat Pool, Hot Tub, Dock, Sand Beach

Waterfront panoramic point with pool

"The Point"-Luxury-Waterfront-Pool-Dock-Fire pit-

Rivah Getaway!

Relax in Urbanna, @ The Blue Tango!

Waterfront Getaway w/ Pool, Firepit, Kayaks, Dock

Luxury 3BR | Pool, Nature Trails + Walk to Town

Maddie's Place
Weekly house rentals

Secluded beach front cottage on the Chesapeake Bay

Waterfront Home: Hot Tub, Game Room, Dock, Beach

Walk to Town | Relaxing Retreat w/ Firepit & Yard

Crab Shack

Captain's Quarters

Weems Waterfront Getaway on Taylor Creek 🎣🚣🏻♀️🛶🌅

River Vibes Only - Golf Nearby

Rappahannock River Retreat
Private house rentals

Cozy Northern Neck Hideaway

Waterfront w/Dock & Kayaks: 4 miles to Kilmarnock

“Montague Island House” on the Rappahannock Rivah

Secluded Farmhouse with Access to Private Beach

The Guesthouse

Sea La Vie: A Nautical Farmhouse

Rivah Mojo |Waterfront Escape off The Rappahannock

Spacious | Next to Tides Inn | Stylish | Walkable
Destinations to explore
- Rentals with a kayak Middlesex County
- Rentals with outdoor seating Middlesex County
- Rentals with lake access Middlesex County
- Family-friendly rentals Middlesex County
- Beachfront rentals Middlesex County
- Rentals with a washing machine and dryer Middlesex County
- Hotel rooms Middlesex County
- Rentals with a fireplace Middlesex County
- Rentals with a fire pit Middlesex County
- Rentals with pools Middlesex County
- Pet-friendly rentals Middlesex County
- Waterfront rentals Middlesex County
- House rentals Virginia
- House rentals United States
- Busch Gardens Williamsburg
- Chesapeake Bay
- Cape Charles Beachfront
- Buckroe Beach
- Water Country USA
- Jamestown Settlement
- Outlook Beach
- Colonial Williamsburg's Merchants Square
- Libby Hill Park
- The Poe Museum
- The National
- Ingleside Vineyards
- Virginia Holocaust Museum
- The Mariners' Museum
- Hampton University
- Virginia Living History Museum
- Virginia State Capitol-Northwest
- Sandy Bottom Nature Park
- Hampton Coliseum
- Willoughby Beach
- Fort Monroe National Monument
- Newport News Park
- American Revolution Museum at Yorktown
- Virginia Air & Space Sci. Center





