Pet-friendly holiday rentals in Williamsburg

Janine was very responsive and accommodating. Would stay here again.

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.

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!

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.

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!!!

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!

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.

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.

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.

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!

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!

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.

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!

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!

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.

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!

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.

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.

Clean, safe, easy to get to. Did the job we needed it to for the weekend.

We had a great time, the house was very clean and Anne was an excellent host. She was very detailed and responded right away.

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.

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!

We really enjoyed our stay. its only a ferry ride away from Jamestown and Williamsburg and the ferry was cool. Would definitely stay again.

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!