Pet-friendly vacation rentals in Williamsburg

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Popular amenities for Williamsburg pet-friendly home rentals

Pet-friendly house rentals

Top guest favourite
Home in Portsmouth
4.96 out of 5 average rating, 109 reviews

The Captains Cottage KAYAK/FISH on Elizabeth River

ReynaldoRating, 5 stars1 month ago
Janine was very responsive and accommodating. Would stay here again.
Guest favourite
Home in Williamsburg
4.84 out of 5 average rating, 80 reviews

2 BR Family & Pet Friendly House - Williamsburg

DavidRating, 5 stars8 months ago
Charlene is a wonderful and very responsive host. This was our second time staying there when we visit Williamsburg. The location is great and only a few minutes from everything. The house was comfortable and had everything we needed to enjoy our week. We look forward to staying again in the future.
Guest favourite
Home in East Ocean View
4.91 out of 5 average rating, 188 reviews

@Whit’s End? Come in and Relax

NicholeRating, 5 stars1 month ago
Travelling with our dog, the fenced yard and pet amenities were definitely appreciated! The space was clean and comfortable, and very much met all of our travel needs. Thanks!
Top guest favourite
Home in Deltaville
4.95 out of 5 average rating, 151 reviews

The Oyster House

RebekahRating, 5 stars1 month ago
We absolutely loved our stay at the Oyster House. The home was beautifully decorated & in a very peaceful location. Had everything we needed and more. Our pups loved the big yard! Highly recommended and would definitely stay again.
Guest favourite
Home in Williamsburg
4.87 out of 5 average rating, 253 reviews

Bamboo Bungalo Duplex Near Busch Gardens

LindsayRating, 5 stars2 weeks ago
Accessible to all that williamsburg has to offer. close to gas stations, groceries, homemade donuts, and a diner!! the space was so perfect for our family. we really appreciated having our own rooms and my 13 year old loved the privacy of the bed tent. thank you so much for sharing your space. we hope to return next year!!!
Top guest favourite
Home in White Stone
4.99 out of 5 average rating, 105 reviews

1891 Coastal Charmer: fully renovated farmhouse

AmandaRating, 5 stars6 days ago
Mary Lou’s farmhouse in White Stone was the perfect place for a girls’ weekend with my Mom and my daughter. They have done an incredible job renovating and updating the house while still maintaining the historical charm of the farm house. As suspected, the screened in porch was our favorite area of the house and we spent much of our time there. The living room was also very comfortable and the decor is lovely. Lastly, Mary Lou’s local recommendations and quick response were excellent, couldn’t have asked for a better weekend!
Guest favourite
Home in Williamsburg
4.96 out of 5 average rating, 54 reviews

Rochambeau Retreat

MattRating, 5 stars1 week ago
We had a great stay at Heather's place! The highway noise took some getting used to at first, but the location was great for our purposes and we had a great time on our visit, and the dogs loved the big yard.
Guest favourite
Home in Williamsburg
4.79 out of 5 average rating, 107 reviews

Historic Capitol Landing 3BR/2Ba home

JessicaRating, 5 stars2 weeks ago
This house and property is really special. It is a beautifully maintained and renovated old house, and has great views of the woods and the creek. We enjoyed evenings on the beautiful porch taking in the views. The house itself was well appointed and clean, with minimal/essential furnishings. A few other reviews did mention the noise from the highway and it is true—though it did not disturb us except for in the night, when an occasional loud truck might pass. It was a great base for my family and two small dogs to explore the local sights. Would definitely consider staying here again.

Pet-friendly home rentals with a pool

Top guest favourite
Cottage in Norfolk
4.97 out of 5 average rating, 241 reviews

Villa Positano

DanicaRating, 5 stars1 week ago
Roger’s beach house was charming. It was an older-style home with many modern updates. Quick and easy walking path to the beach. The pool in the backyard was lovely. It was a little dirty upon arriving and Roger came right over and got it all cleaned up for us during our stay. The neighborhood was a little rough we did have a few uncomfortable encounters with homeless people being two girls alone it was a little unsettling. Overall, I would definitely come back again. The weather was absolutely beautiful for our stay.
Top guest favourite
Tiny homes in Cape Charles
4.98 out of 5 average rating, 309 reviews

The Laughing King Retreat Honeymoon Island Cottage

AndrewRating, 5 stars2 weeks ago
The Laughing King (and the Honeymoon Island Cottage in particular) were fantastic! A wonderful quick getaway from DC for couples. The property is gorgeous - a farm with a historic old house that is the main lodge, surrounded by hundred-year-old oak trees, a standalone cottage (that we stayed in for 3 nights), open fields, a saltwater pool, and private beach with dock and a boat and SUPs for guest use. MJ serves up gourmet breakfasts (eggs Benedict, avocado toast, French toast, quiche, etc. over the course of our stay) + coffee in the morning and also dished out recommendations on local spots to visit. 100% will be back!
Top guest favourite
Home in Irvington
4.99 out of 5 average rating, 113 reviews

The Rosé Retreat: Pool-Screened Porch-RELAX

LaurenRating, 5 stars1 week ago
We loved our stay at the Rosé Retreat and are so sad to leave! The place was spacious and beautiful- we felt right at home. The surroundings were so peaceful and serene. Roxanne and Tara were very responsive and helpful. This was the perfect place for our family to spend a fun weekend together. When we come back to Irvington, we will absolutely stay at the Rosé Retreat again!
Guest favourite
Camper/RV in White Stone
4.89 out of 5 average rating, 118 reviews

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

AshtonRating, 5 stars1 week ago
My bf and I stayed here for 2 nights and had the best time. We’re looking to get an RV/ Travel van for ourselves so it kinda gave us an idea of what that would look like ☺️ We traveled to this Dog Park in Kilamarnock about 20 mins from the Rv and got burgers and lobster rolls in town at Small Town Burger (kinda pricey but their curly fries cooked in beef tallow was amazing). We spent most of the day just walking our pup around and basking in the sun. It was a peaceful stay, we will definitely be back.
Top guest favourite
Home in Locust Hill
4.97 out of 5 average rating, 131 reviews

Waterfront Cottage Getaway Pool/Kayaks/Fireplace

DamienRating, 5 stars1 week ago
We had an absolutely wonderful stay at this beautiful cottage by the water! The home itself is cozy, spotless, and thoughtfully decorated — it felt like a true retreat. Waking up to the peaceful views of the water every morning was just magical. The location is perfect, with some fantastic restaurants just a short drive away — everything from fresh seafood to charming cafes. Heather was incredibly welcoming and made sure everything was perfect for our stay. I can’t recommend this place enough and can’t wait to come back!
Top guest favourite
Tiny homes in West Point
4.96 out of 5 average rating, 268 reviews

The Cozy Cottage At Grateful Meadows

AlexandraRating, 5 stars2 weeks ago
My partner and I had an amazing time at Victoria's place for a birthday celebration. It was extremely cozy, peaceful, and relaxing. Archer and Marley make the best welcome committee-- we had a great time making friends with the kind animals at the sanctuary. We were a short drive to Williamsburg, where we enjoyed lots of great food options, but we found ourselves missing the cottage and itching to return. There is lots to do on the property such as pool, darts, or relaxing on the L-shaped couch while enjoying a show. During our stay, we didn't have any issues with spotty wifi and were able to binge watch The Pitt without a problem. Overall, Victoria has a wonderful home and is a very thoughtful host. We hope to return soon!
Superhost
Home in Virginia Beach
4.89 out of 5 average rating, 132 reviews

Beach Home, Upscale Croatan Resort + Private Pool

BetsyRating, 5 stars4 months ago
This is a wonderful beach home within walking distance of the oceanfront. Our extended family enjoyed a fantastic visit. The house is set up perfectly for multiple families with a large gathering space on the top floor next to the kitchen. There are several decks throughout the home to catch the sea breeze and air. Beverly was a great host and responsive to our needs.
Guest favourite
Condo in Williamsburg
4.95 out of 5 average rating, 123 reviews

Kingsmill 2bd2ba Condo on Golf Course 9th Fairway!

KristenRating, 5 stars1 month ago
I had a fantastic stay in Williamsburg! The room was exactly as described—clean, comfortable, and had all the comforts of home. The hosts were incredibly communicative and helpful, making the entire experience seamless. Their attention to detail and hospitality really stood out. I would absolutely love to return for another visit. Highly recommend!

Private, pet-friendly home rentals

Guest favourite
Townhouse in Virginia Beach
4.89 out of 5 average rating, 71 reviews

Beach Getaway | 5 Minutes From the Beach

AndreaRating, 5 stars1 week ago
This home was very clean, well appointed and comfortable. The bedrooms were spacious with comfy beds. Backyard was a nice treat! Close & convenient to oceanfront restaurants. Neighbors are very nice.
Superhost
Townhouse in Virginia Beach
4.81 out of 5 average rating, 68 reviews

A Walk to Beach and Sports Center & Dogs Welcome!

RustyRating, 5 stars1 week ago
Beautiful townhouse on an easily accessible street. Nearby tons of activities and a short drive to the beach. We very much appreciated the interior and it was nice to have a spot to sit outside in the beautiful weather. Would stay here again given the opportunity.
Guest favourite
Apartment in Norfolk
4.86 out of 5 average rating, 35 reviews

Quaint Apartment By the Sea

AlexRating, 5 stars1 month ago
Clean, safe, easy to get to. Did the job we needed it to for the weekend.
Top guest favourite
Home in Lanexa
4.96 out of 5 average rating, 205 reviews

Williamsburg Hide-A-Way Creekside

JasonRating, 5 stars5 days ago
We had a great time, the house was very clean and Anne was an excellent host. She was very detailed and responded right away.
Top guest favourite
Cottage in Virginia Beach
4.95 out of 5 average rating, 388 reviews

Seaglass Cottage

AllisonRating, 5 starstoday
We came here for a quick few nights and it was absolutely perfect. Susan was a great host. It was in a great location and there was lots in walking distance to do! We had a great time and would definitely come back and stay here again.
Top guest favourite
Guest suite in Virginia Beach
4.98 out of 5 average rating, 147 reviews

Quiet Suite with Private Entrance

TravisRating, 5 stars1 week ago
If you have the option to book this place DO IT!!! This is one of the nicest places I’ve stayed and is an absolute gem in Virginia Beach. This was the most peaceful and secluded location I have ever seen in this area. You don’t find many places like this one. The bed was super comfortable and the unit was extremely spacious and cozy. I will definitely be looking to stay here again!
Superhost
Home in Surry
4.86 out of 5 average rating, 50 reviews

Uncle Bill's Lodge & Soccer Pool Showdown

KellyRating, 5 stars1 month ago
We really enjoyed our stay. its only a ferry ride away from Jamestown and Williamsburg and the ferry was cool. Would definitely stay again.
Guest favourite
Home in Norfolk
4.89 out of 5 average rating, 93 reviews

Dog Friendly, Large Yard, Spacious Home for 6!

AkyaRating, 5 stars5 days ago
Amazing quiet stay! Neighbors were nice and polite very welcoming! Would definitely return again! fit all of our needs we relaxed so much we barely went out felt right at home!

Quick stats about vacation rentals that are pet-friendly in Williamsburg

  • Total rentals

    60 properties

  • Nightly prices starting at

    $97 CAD before taxes and fees

  • Total number of reviews

    2.4K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore