
Pet-friendly holiday rentals in Williamsburg
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Top-rated pet-friendly home rentals in Williamsburg
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Pet-friendly house rentals

Williamsburg Retreat
We stayed at Rebecca's place for my son's William and Mary graduation. We were there for three nights. The bedrooms are much larger than they appear in the pictures. The kitchen looks brand new and everything worked perfectly (we didn't do any laundry :)). The house was clean and spacious. We enjoyed the porch in the back as well. Rebecca was easy to communicate with and check-in was a breeze. I highly recommend Rebecca's place - I wish we had found it sooner for some of our other trips to Williamsburg!! Thank you!

Rivah View
Relaxing, well-kept property and house with a view. Plenty of good food in next town over. If you haven't been to Northern Neck, stay here and enjoy some peace and quiet.

@Whit’s End? Come in and Relax
Whit’s end was a wonderful vacation for my family. Perfect size place for my family of 6. Very short walk to the beach where we spent most of our time. Felt like we had the whole beach to ourselves which I loved. Nice playground very close by. Farmers market on Saturday which was very popular. Golf course 2 miles away that my husband and boys explored. Also a brewery in the neighborhood that was a nice bonus.

The Oyster House
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.

Relax in Urbanna, @ The Blue Tango!
My family was surprised that we found the house for the price of our stay—and it fit our needs perfectly. It’s dog friendly—we didn’t bring them not realizing this. Urbana is such a cute town. There was even a bike (we didn’t use as we had tons of things to do) !

Moss Side Manor
House and ground were beautiful! The vast estate was very well manicured and well kept. It was a unique house being 160 years old and having the kitchen in a separate house but did enjoy the time era furniture. House had been updated and was done well. Fireplaces in all rooms was awesome even though we only used the one in the kitchen as the pilot light wasn’t lit in the others. House had all of the items needed for a vacation and we would go back in the future if we are in the area.

Camp Rappahannock - Deltaville Waterfront Living
We had an amazing stay at Camp Rappahannock to celebrate our mother’s 90th birthday and a family thanksgiving. The house is thoughtfully outfitted and the kitchen had everything we needed to cook our feast. The location was just perfect, beautiful setting and so relaxing. We hope to visit again!

Family Holiday House. Events and Beaches Nearby
Jackies house in Hampton VA is lovely and quiet. With plenty of room for the family to spread out and the beautiful backyard we hardly wanted to go anywhere else! It was easy for my elderly mom to get around, she really appreciated the walk in shower and the other accessible amenities. The beds were comfy and everything was spotlessly clean! 100% recommend.
Pet-friendly home rentals with a pool

Positano Villa
We had an amazing time. The house was perfect for us. We really enjoyed the pool and short walk to the beach. We could hear the ocean from the master suite. The upstairs deck had view of the water. Everything about our stay was perfect. The area was nice and was quiet and peaceful. We will definitely go back and stay longer next year. Thank you!!!

Gorgeous Vacation House
The house was super clean when we got there, the temperature of the house was great the entire stay. The pool was certainly clean, but since we went early, June the water was a little bit cold, but it felt really nice and refreshing honestly. There were three beach chairs and a wagon there that were helpful for traveling to the beach. There were available cups plate, utensils, and all the necessities that you would need, they even had shampoo and conditioner bottles there for us. We weren’t aware that there was a code to get into the house so instructions for check-in were a little bit unclear, but all I had to do is message and they responded. Overall, I would recommend staying here because even though the area surrounding isn’t the nicest, I felt safe the entire time at that house!

The Laughing King Retreat Honeymoon Island Cottage
We brought our dog along for a beach adventure at The Laughing King. We had an amazing time and MJ was a wonderful host. We stayed in the little hi eymoon cottage and it was quaint and well-appointed. The loft ladder was a bit tricky but once you got up there the bed was super comfortable! We enjoyed walking around and exploring Cape Charles (just a quick 15/20 minute car ride away with plenty of free street parking around town) but our favorite day was playing out on the private sand bar with our dog. We all had a blast on the sandbar and next time will pack a lunch and stay out longer! The property itself was secluded, quiet and private. Perfect for sitting on the porch with coffee watching the tide roll in. They had paddle boards and kayaks to use in the calm backwaters as well as a fire pit and a nice pool. The reviews about MJs wonderful breakfasts were spot on - his quiche was superb. Overall we had a wonderful time at The Laughing King and we would highly recommend it

Maddie's Place
Fun place with great activities. Had a good time shooting pool playing darts area was very spacious.

The Rosé Retreat: Pool-Screened Porch-RELAX
We had a really nice stay at the Rose Retreat! The home is wonderfully appointed with nice furnishings. We especially appreciated the well stocked kitchen with upscale drink and dinnerware. The hand written welcome note, bottle of wine and snacks were so thoughtful - thank you! A perfect location from which to enjoy Irvington and the surrounding towns. We hope to come back in warmer weather to enjoy the pool!

“Old Smokey”A cozy, single bedroom, unique getaway
Absolutely cutest rv and unique setting ! We had a blast. We went to the Tiki bar, great dog park in Kilmarnock and many walks along the shore. We even saw a bald eagle fly over us while we were drinking our morning coffee! Everyone we met human and dog was super friendly! That made the trip extra special. Morgan is friendly and a great communicator. Her rv was spotless! Hope to get back to stay another time. Take care Morgan! You have a gem! 💎 ✨ Keep shining! ✨

Pelican Place, Cozy Retreat | Pool | Walk to Tides
Had a great stay with TV, truly one of the best hosts we have had, great place to stay. Easy walk to Tides Inn and quick bike ride to downtown. Pool and waterview from the roof deck were awesome amenities and hard to find in the area.

Beach Home, Upscale Croatan Resort + Private Pool
Such a wonderful place!! Beverly was more than accommodating and was very responsive to all of our questions🙌🏽 we would love to stay here again in the future
Private, pet-friendly home rentals

Tiny Red Barn on The Reservoir-Near Williamsburg
This was one of the most thoughtful, interesting, well cared for properties I’ve ever rented. The care for the guests and the property and the experience were intentional, sincere, and creative. I would highly recommend this property.

The "Bison" contemporary retreat (King Bed)+
The place was beautiful inside and out. My family and I felt like we’re at home. I love the outdoor space. Most of the times, my parents and I chilled outside enjoying the weather and chitchatting with each other. My family and I came down from Pennsylvania to visit my sisters who live about 10-15 mins away from the home. My family and I had a great time during our weekend stay. Hopefully one day we’ll come back and stay at this beautiful home again. I highly recommend this beautiful home. Definitely 5 stars :)

Serenity on the Bay | Dock | Kayak | Fish
House was fabulous! It looks even better than the pictures! Everything was spotless and the kitchen had everything we needed plus more. It was a girls weekend birthday celebration for 5 of us and there was plenty of room for everyone. We loved that each one of us had our own bedroom/bathroom. The view is spectacular. Host very responsive to any questions we had. We hope to return next year!!

Blue Pearl Cottage
We LOVED our stay at Blue Pearl Cottage. It was clean, comfortable and cozy. Ben and Ashley thought of every detail how to meet guests' needs. The location is superb - peaceful and serene. LOVE the screened porch, as did our pooch - a perfect spot for him to hang out! Only wish we had more time there... hope to visit again.

Charming Cottage Historic Gloucester Main Street
the cottage was perfect. local market behind the cottage...walking distance to several restaurants, dollar general, pizza, Mexican, etc. quiet. clean. well stocked. Will def be back highly recommend

Waterfront Home - Dock, Kayaks, Fire Pit, Grill
Talk about being sad 😢to leave! Sometimes a location for an air BnB just hits it out of the park, and this is a great example. We LOVED our stay and took advantage of the yard and beautiful view daily! We fished off the dock and shore. Tip, since it is tidal water as long as you are on the shore or dock you don’t need a fishing license. Our pups loved the yard and going for a swim. There are a lot of great places to eat within a 30min drive. We were on a work trip, but would love to come back when we could take advantage of everything this place has to offer. It’s a gem! The surrounding area is fun to explore if you like antiques and boutiques. We loved the local vibe! You will have a great time.

Rochambeau Retreat
My amazing daughter was graduating from A-School in the Coast Guard, and this place was an easy 30 minute drive to Yorktown. Dogs enjoyed their first fenced in back yard. Highly recommend this place…dogs or no dogs…it was spotless clean, with all kinds of homey decor throughout. Even a nice welcome basic of the essentials…never seen that before…very nice touch Heather, even though we brought our own. Thank you for hosting us. You made our 1000 mile drive down there, a home away from home.

*Mid/Long Term Rental* Comforts of Home Ft Eustis
Would highly recommend this home for a vacation in the Williamsburg area. The location was central to everything we had on our to-do list. The home was even better in person!! Very clean and uncluttered. Plenty of seating and very comfortable living room for unwinding in the evenings watching a little tv with the family before bed. Area is great with fast food restaurants all within a mile for quick trips in the mornings for breakfasts. Very nice neighborhood. We felt safe the entire stay, and kids enjoyed each having their own room.
Quick stats about holiday rentals that are pet-friendly in Williamsburg
Total rentals
60 properties
Nightly prices starting at
$116 NZD 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
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- Chesapeake Bay
- Busch Gardens Williamsburg
- Carytown
- Buckroe Beach
- First Landing State Park
- Water Country USA
- Pocahontas State Park
- Buckroe Beach and Park
- Kingsmill Resort
- Brown's Island
- Grandview Beach
- Outlook Beach
- Jamestown Settlement
- Haven Beach
- Sarah Constant Beach Park
- Virginia Beach National Golf Club
- Norfolk Botanical Garden
- Wilkins Beach
- Science Museum of Virginia
- Hollywood Cemetery
- Little Creek Beach
- Kiptopeke Beach
- Royal New Kent Golf Club
- Chrysler Museum of Art