
Pet-friendly vacation rentals in Middlesex County
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Top-rated pet-friendly home rentals in Middlesex County
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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 3 bedrm & 2.5 bathroom house. Enjoy crabbing & fishing (w your rod) on the pier; if you are arriving by boat, dock has deep water. 2 kayaks provided & I have 25 kayaks to rent at a reasonable price. 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.

The Rosé Retreat: Fireplace-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

Unique style, Waterfront Dock,Yard,Kayaks,SUP,King
Nestled on Little Oyster Creek in the charming small town of White Stone, is Beacon Bay Getaway. This lighthouse style home is situated on 3 private acres and has 3 water views: the Creek, the Chesapeake Bay and the Rappahannock River all which can be viewed from the wrap @ deck and top observation lookout. Enjoy the large yard with fire pit. Launch a kayak/SUP from our dock or bring your fishing rods to catch Croaker. Have fun catching blue crabs with our crab traps. Follow @beaconbaygetaway

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.

Creek cottage getaway
House address is 520 Paynes Creek rd. Down sandy road house is to the left. Last house on road. Comfortable cottage on Paynes creek going out to Rappahannock River. 1 bedroom with queen sized bed and sofa that folds out to a full sized bed in the living room. House has high speed fiber internet. There is a dock with crab pots to use. Crab season Is May 15 - Nov 15. No crabs outside of those dates. Please do not use boat. It leaks. It's not safe. 7812 River road is laundromat. Use front door.

Nan's Place aka Down Easter
This cabin is very Unique. The front portion of the cabin is a wheel house off of an old Steam boat. The twin bed is in this part of the wheel house. This cabin has a great water view with a large deck and a screened in porch. It has a full bath. The main living area is basically a studio with a queen bed, full size fridg, micro, toaster oven, stove, kitchen sink, keurig, charcoal bbg grill. This is a dog friendly (no cats, sorry) cabin and is located in a small campground called Cross Rip.

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.

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.

Cottage on Prentice Creek, PA
Cozy two Bedroom Cottage with a Sectional Sofa that has queen bed pull out. Screened Porch, Large Patio & Dock to enjoy views of the creek and wildlife. Great for a romantic getaway or vacation. Well-appointed kitchen. Dogs allowed (2 Max, under 70 pounds-must be notified first) an additional fee of $60 per dog. No third-party bookings. Just outside Kilmarnock, very close to White Stone and Irvington with a good variety of Restaurants, Wineries, Breweries a Cidery and shopping.

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.

Creeks End Farmhouse
At the end of a country lane, on the banks of Henry's Creek off the Chesapeake Bay and near the village of Kilmarnock, Virginia sits Creeks End Farmhouse. This charming home built in 1903 was once a working farmhouse, but now welcomes family and friends to come relax and play. Enjoy crabbing or fishing from the dock, paddling the creek out to the bay, lazing in the adirondack chairs on the wrap around deck, or napping on the screened-in porch.

Kilmarnock*NNK, Walkable Shopping/Dining Firepit!
Unpack and relax in the quaint town of Kilmarnock, Virginia..Per Friendly..Minutes to Irvington, home of The Tides Inn... Peaceful home with all the amenities you will need to relax. Walk to the coffee shop, grocery store, restaurants and shopping. Close to the Chesapeake Bay for boating/beach/hiking adventures. Visit Historic Christ Church or many of the historic sites among the Northern Neck of Virginia.
Popular amenities for Middlesex County pet-friendly home rentals
Pet-friendly house rentals

Blue Pearl Cottage

Waterfront Home - Dock, Kayaks, Fire Pit, Grill

Sea La Vie: A Nautical Farmhouse

Waterman's Waypoint

Waterfront Retreat with Office and Private Dock

Creekside hideaway

Spacious | Next to Tides Inn | Stylish | Walkable

Waterfront Paradise at the Little Oyster Oasis
Pet-friendly home rentals with a pool

Waterfront Urbanna Home w/ Private Dock & Pool

“Old Smokey”A cozy, single bedroom, unique getaway

Rivah Getaway!

The Barn at Pond Point - Riverfront Home

Rappahannock River House

Retreat to Fairytale Cottage with Pool, Kayak

Maddie's Place

Private, Riverfront Retreat, with Huge Pool
Private, pet-friendly home rentals

Wooded Cabin retreat on fresh water pond

Cape Cod Getaway

Summerfield Guest Cottage

Waterfront Golden River Watch

Deltaville "Rivah" Retreat

Piankatank Rivah Retreat with Dock & Fireplace

Riverfront, Kayaks, 9 acres, 6mi to Kilmarnock

Charming private cottage in heart of Irvington!
Destinations to explore
- Rentals with outdoor seating Middlesex County
- Rentals with a fireplace Middlesex County
- Rentals with a fire pit Middlesex County
- Rentals with pools Middlesex County
- House rentals Middlesex County
- Beachfront rentals Middlesex County
- Family-friendly rentals Middlesex County
- Rentals with a kayak Middlesex County
- Waterfront rentals Middlesex County
- Rentals with a washer and dryer Middlesex County
- Rentals with lake access Middlesex County
- Pet-friendly rentals Virginia
- Pet-friendly rentals United States
- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- Haven Beach
- Buckroe Beach
- Jamestown Settlement
- Grandview Beach
- Bethel Beach
- Kiptopeke Beach
- Outlook Beach
- Royal New Kent Golf Club
- Piney Point Beach
- Golden Horseshoe Golf Club
- Ragged Point Beach
- Cape Charles Beachfront
- Wilkins Beach
- James River Country Club
- Libby Hill Park
- Sandyland Beach
- Sarah Constant Beach Park
- The Poe Museum
- Guard Shore
- Salt Ponds Public Beach




