
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.

Relax in Urbanna, @ The Blue Tango!
My family was surprised that we found the house for the price of our stayâand it fit our needs perfectly. Itâs dog friendlyâwe didnât bring them not realizing this. Urbana is such a cute town. There was even a bike (we didnât use as we had tons of things to do) !

Waterfront Home - Dock, Kayaks, Fire Pit, Grill
Talk about being sad đ˘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 donât 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. Itâs 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.

Chicks Beachfront
Jeremyâs place could not have been in a better location. Beach is beautiful and not crowded. Nice area to walk to restaurants and all of Jeremyâs recommendations were spot on. The views could not be beat. The unit accommodated us well. Maria

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 wasnât 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 motherâs 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!

Piperâs Landing: Relaxing beach house near the Bay
This was was a great spot for us to relax on our way home from OBX. The house is big and comfortable and we felt right at home. We managed to get to the Bethel Beach Nature Preserve (nearby and on the bay), Haven Beach (recommended for swimming), and we went to the farmer's market. We met a number of locals who were all friendly. We wish we had more time to try out the kayaks.
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 werenât 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 isnât 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

Perfect Getaway!
We had a great family visit at this house. We really enjoyed the pool and whole house was very comfortable and clean! It was nice to just hang all day by the pool or top for a sanctuary from a long day of events. Sabrina was very attentive and responsive with questions and situations, appreciate her flexibility as a host!

The RosĂŠ 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!

âOld SmokeyâA 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! đ ⨠Keep shining! â¨

Beach Home, Upscale Croatan Resort + Private Pool
Such a wonderful place!! Beverly was more than accommodating and was very responsive to all of our questionsđđ˝ we would love to stay here again in the future

The Cozy Cottage At Grateful Meadows
Words cannot describe how wonderful our stay was. The location, the accommodations, and the âresidentsâ of Grateful Meadows were absolutely magical. We really enjoyed our time there, and are extremely thankful we found it. Such a great experience, thank you!
Private, pet-friendly home rentals

Tiny Red Barn on The Reservoir-Near Williamsburg
A great place to stay if you are in the area. Owners are very accommodating, house was clean, and very private which we loved. No issues during our stay and Virginia was even nice enough to set a time for our children to see the donkeys that they have on their property when we asked if we could visit them. 100% will stay here again!

Locklies Innlet, A unique waterfront experience!
My husband and I had an absolutely wonderful time and the home played a big part in this. I was so impressed with all the extras that I just never see in other homes. The house is so cozy and such a beautiful location. Just perfect for relaxation. We will definitely want to come back. Thank you Cornelia for opening up your home to us.

Blue Heaven in Plainview
Aside from the long drive (45 minutes!) to Williamsburg, Blue Heaven is a perfect family getaway/family reunion spot and very accommodating for a large group (sleeps 10 and is a great entertaining space!). Stacy was extremely responsive and took care of any problems straight away. She also offered local recommendations. While we did not bring our dog, the property does allow them! We thoroughly enjoyed our stay and would highly recommend this property.

Waterfront suburban oasis with theater room
Without question, a 5-star stay! The home is set in a beautiful and peaceful location. It is spacious, impeccably clean, thoughtfully furnished. We had everything we needed to feel completely comfortable. I didnât expect to enjoy the theater room as much as I didâit turned out to be a wonderful bonus that made the stay even more special. Highly recommend!

Blue Pearl Cottage
Very cozy, comfortable cottage with charm and modern upgrades. Private and quiet; lovely view of the water. Comfortable beds and sofa. All amenities, just like home. Three TVs, large screens in LR and MSBR. Large screened porch overlooking water. Hosts were responsive and helpful.

2 BR Family & Pet Friendly House - Williamsburg
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.

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 placeâŚdogs or no dogsâŚit was spotless clean, with all kinds of homey decor throughout. Even a nice welcome basic of the essentialsâŚnever seen that beforeâŚvery 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
$90Â SGD 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
- Royal New Kent Golf Club
- Hollywood Cemetery
- Little Creek Beach
- Kiptopeke Beach
- Golden Horseshoe Golf Club