Pet-friendly holiday rentals in Middlesex County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Middlesex County

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Guest favourite

Home in Deltaville

4.99 out of 5 average rating, 110 reviews

Camp Rappahannock - Deltaville Waterfront Living

Feel your troubles melt away as you drive down the quarter mile lane to your secluded water-front farm house, perched on a private knoll overlooking 100 yards of waterfront on Sturgeon Creek in Deltaville. BYOB—bring your own boats-- to tie to your private dock, with depth at low tide of approximately 4’. Canoe, kayaks, paddle boards, and fishing tackle/crab pots are available for loan. Savor sunset cocktails on your large water-front screened porch, at the firepit, or down on the waterfront.

Guest favourite

Home in Irvington

4.99 out of 5 average rating, 105 reviews

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

Guest favourite

Home in Locust Hill

4.97 out of 5 average rating, 115 reviews

Waterfront Cottage Getaway Pool/Kayaks/Fireplace

A timeless cottage on a private, 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.

Guest favourite

Barn in Cobbs Creek

4.95 out of 5 average rating, 111 reviews

The Barn at Pond Point - Riverfront Home

The Barn at Pond Point is perfectly situated on the Piankatank River, a salt water arm of the Chesapeake Bay. It shares 19 acres of wooded and waterfront property with the owner's main home. A unique space, Barn was converted from a working horse barn into a residence in the 1980's. With a quarter mile of private, sand beach and a large pool (May-Sept), the Barn is an ideal space for time with family and friends, swimming, hunting for prehistoric shark's teeth, or simply enjoying the view.

Guest favourite

Home in Grimstead

4.86 out of 5 average rating, 282 reviews

Gwynns Island Waterfront Getaway

Great cottage on the water with a fantastic view of the bay and best sunset on the east coast. Sliding glass doors make it feel like your on the water when your sitting on the couch or in the kitchen. You can crab, fish, kayak, grill out and swim right off the back deck. Very peaceful and relaxing. The newly renovated island restuarant is a mile away with a bar and bascically anything you would want to eat. My father left us the house, we use all the proceeds from Airbnb to make improvements.

Guest favourite

Home in Kilmarnock

4.95 out of 5 average rating, 109 reviews

Belle Haven - High Speed internet, walk to town

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.

Superhost

Cottage in Deltaville

4.78 out of 5 average rating, 126 reviews

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.

Guest favourite

Home in Deltaville

4.95 out of 5 average rating, 145 reviews

The Oyster House

PETS MUST BE PRE-APPROVED ($45 pet fee)! 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.

Guest favourite

Rental unit in Deltaville

4.96 out of 5 average rating, 278 reviews

Salty Sisters on the Bay. Enclosed yard on the Bay

The studio apartment(above main house) is a short walk to the beach (which is on the property.) Studio is fully furnished including linens, towels, hairdryer, pots, pans, etc. Coffee shops and restaurants within a mile, marinas are less than a mile to launch your boat. Fabulous views of the Bay, full kitchen, spacious bath and your own private back yard. There is a dock to fish from or sit and watch the sunrise and set. There is also a small beach. Dog friendly , sorry no cats.

Guest favourite

Home in Irvington

4.99 out of 5 average rating, 122 reviews

Escape to magical wooded cottage with hot tub

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.

Guest favourite

Guesthouse in Saluda

4.93 out of 5 average rating, 500 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.

Guest favourite

Cottage in Irvington

4.97 out of 5 average rating, 156 reviews

Charming cottage next to Tides Inn with big yard

•Built in 1875, beautifully renovated •1230 sq. ft. •Level 1: Living +Family Room+Kitchen+1 Bedroom+2 Baths (no tubs) + Porch with daybed •Level 2: 1 Bedroom with daybed and 1/2 bath •Deck with views of Carter's Creek •Backyard: Large with tons of yard games & Solo fire pit •Private driveway •Steps from the Tides Inn •Minutes walk to shops, restaurants, bars in town •Free access to bikes •Small dogs permitted with host approval