Holiday rentals in Middlesex County

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Top-rated holiday rentals in Middlesex County

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Top guest favourite

Home in Urbanna

5 out of 5 average rating, 47 reviews

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.

Top guest favourite

Home in Irvington

4.99 out of 5 average rating, 116 reviews

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

Top guest favourite

Home in Irvington

4.97 out of 5 average rating, 36 reviews

~McC's Cottage~IrvingtonVa~

Welcome to McC's Cottage, named after the previous owner, a well known author and artist. Our newly renovated 1917 cottage in the historic Steamboat town of Irvington, Virginia. Beautifully decorated with 11ft ceilings boasting spacious and airy rooms. Primary bedroom with king size bed, bedroom 2 has two twin beds and the office has a pullout sofa. Enjoy the walkability to gourmet restaurants and shopping. The Local..The Tides Inn..Dredge..The Office Bistro..Vine..The Dog & Oyster..much more!

Top guest favourite

Cottage in Weems

4.99 out of 5 average rating, 115 reviews

The Crab Shack

Enjoy the sunrise at this unique and tranquil getaway! This property was originally a seafood processing facility...hence The Crab Shack! Watch all the action on the water right out the front door with local waterman in and out of beautiful Carter's Creek to and from the Rappahannock River and Chesapeake Bay. There are marinas and The Tides Inn very close by. This property provides privacy and a short 10 minute drive to nearby restaurants and shops in Irvington, Kilmarnock, and White Stone.

Top guest favourite

Guest house in White Stone

5 out of 5 average rating, 248 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.

Top guest favourite

Home in Weems

4.98 out of 5 average rating, 40 reviews

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.

Top guest favourite

Home in Kilmarnock

4.96 out of 5 average rating, 131 reviews

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.

Top guest favourite

Home in Locust Hill

4.97 out of 5 average rating, 136 reviews

Waterfront Cottage Getaway Pool/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.

Top guest favourite

Home in Deltaville

5 out of 5 average rating, 125 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.

Top guest favourite

Home in White Stone

4.99 out of 5 average rating, 114 reviews

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.

Top guest favourite

Guest house in Saluda

4.94 out of 5 average rating, 526 reviews

Wooded Cabin retreat on fresh water pond

If your looking for a quiet place in a wooded setting, this is it. Cabin has view of private 7.5 acre pond, deck and walking trail to the scenic Dragon Run, with canoe portage. You are welcome to bring your canoe/kayak. Bird watchers, wildflower enthusiasts will enjoy what the Dragon Run has to offer. If shopping or history is your interest, this cabin is only 45 min away from Williamsburg, and will give you a place to relax. This is a pet friendly cabin.

Superhost

Cottage in White Stone

4.89 out of 5 average rating, 353 reviews

The Moore Cottage

The Moore Cottage is a rustic-chic, fisherman's cottage.The cottage is less than a mile from Windmill Point Marina, and five miles from the town of White Stone. You will enjoy the views of amazing wildlife, boaters, the beach, and breath-taking sunsets all while sitting on the back porch. The Cottage is nestled on a cove overlooking Little Bay and the mouth of Antipoison Creek. Come check out one of the Northern Neck's best kept secrets!