
House vacation rentals in Middlesex County
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Top-rated house rentals in Middlesex County
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The Rosé Retreat: Kayaks-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

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.

Waterfront Cottage Getaway Views/Kayaks/Fire Pit
A timeless cottage on a quiet property on the Rappahannock River with charming rose garden, relaxing pool, and quintessentially Virginia feel. Find us on IG @rosehilllcottagerappahannock! Explore nearby towns of Urbanna, White Stone, and Irvington, or stay close to home to enjoy sweeping views, waterfront adirondack chairs, and kayaks — perfect for a cocktail or coffee, or take a dip in the river or pool. With open living spaces and thoughtful decor, this is your waterfront retreat.

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.

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

Cottage on Irvington
Enjoy our clean, cozy, newly remodeled 2 bedroom, 1 bath home where you can walk to downtown Kilmarnock. A coffee area and sparkling kitchen has everything you will need during your visit. The small bath has been totally remodeled to maximize the space and include a walk-in shower. Just outside the bath is a vanity area for a second person to get ready. The Cottage on Irvington is a lovely place with good light and great vibes. No smoking, no animals.

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.

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.

Best View on the Northern Neck, Sandy Beach!
A video tour is hosted on Youtube; please feel free to ask for the link - Airbnb won't let me include it here. You can also find it yourself on Youtube searching for the title "White Stone River Cottage". Come down the long private drive along the pasture to the little cottage perched on the banks of the river, surrounded by large oak trees. Its a simple, cozy spot with lots of outdoor spaces for spreading out.
Popular amenities for Middlesex County house rentals
House rentals with a pool

Waterfront Fun Year-Round Kayaks, Firepit, Hot Tub

Waterfront panoramic point with pool

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

Rivah Getaway!

Waterfront Getaway w/ Pool, Firepit, Kayaks, Dock

The Oyster Bed Retreat

Maddie's Place

Magical wooded cottage pool +priv hottub walk2town
Weekly house rentals

Oyster Creek Retreat: Waterfront | Dock | 2 Kings

Ships Watch On The Bay With Endless Water Views

Eventide Inn | Peaceful, Luxury Modern w/ Hot-Tub

Captain's Cabin on the Creek

Charming Beach Cottage on Fishing Bay

Family-Friendly Waterfront Home w/Dock & Fire Pit

Hot Tub Rivah Retreat 3BR Kilmarnock Escape

Rappahannock River Retreat
Private house rentals

Comfy Deltaville House on the Water

“Montague Island House” on the Rappahannock Rivah

Secluded Farmhouse with Access to Private Beach

Willow Point Waterfront Home

Lux waterfront private dock & beach 4 bd 3 ba

Retro-Chic Waterfront • Romantic Fall Getaway

Mediterranean Style Villa

Spacious | Next to Tides Inn | Stylish | Walkable
Destinations to explore
- Rentals with a kayak Middlesex County
- Cottage rentals Middlesex County
- Rentals with outdoor seating Middlesex County
- Rentals with a fireplace Middlesex County
- Waterfront rentals Middlesex County
- Rentals with pools Middlesex County
- Rentals with a fire pit Middlesex County
- Rentals with a patio Middlesex County
- Rentals with beach access Middlesex County
- Rentals with a washer and dryer Middlesex County
- Pet-friendly rentals Middlesex County
- Rentals with lake access Middlesex County
- Beachfront rentals Middlesex County
- House rentals Virginia
- House 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