
Kid-friendly vacation rentals in Middlesex County
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Top-rated kid-friendly rentals in Middlesex County
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Kid-friendly house rentals

Country Ranch close to area historical attractions
We were here for a work trip in West Point, VA. We were originally planning on staying in West Point, but the properties were way out of budget. Anthony’s place was perfect. It was a short drive to the job site and town. It was within budget. He was super responsive and his place was exactly what we needed!!

Secluded Farmhouse with Access to Private Beach
Cannot wait to visit again!! The area was so beautiful, as was the house. There were so many fun things to do in the area. The private beach was perfect and peaceful! Was very sad to leave but excited to come back!

The Lighthouse w/ River Access, Kayaks +Game Shed
We had an amazing stay at Brad’s house! The location was perfect and our families enjoyed sharing the space! Looking forward to our next adventure in Deltaville!

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.

Camp Rappahannock - Deltaville Waterfront Living
Beautiful home and location was easy to find. Back screened in porch was perfect to enjoy the cool fall weather and views. Has all the amenities a family would need. Didn’t have any little ones but had everything for someone traveling with infant/toddler. Loved the antique furniture and bedrooms were spacious and beds comfortable. The bathrooms were also large and equipped with towels and other items only wish that there was 1 more bathroom however in a house of that age they were updated and no issues with the water. Kitchen was well equipped and organized which is not often seen. Outside fire pit was great and would have loved to use the other outdoor items which is why we will be back. Everyone had a great time.

Coastal Farmhouse Getaway
Really enjoyed the Farmhouse in Whitestone. A short drive into the town for food and things with friendly business owners. The property was very spacious and private with great views and lots of wild life. We saw Blue Herrons, woodpeckers, and Osprey diving for food among the rabbits passing by peacefully in the yard. We had many walks on the beach and the kids loved it. The house was also very clean and inviting.

1891 Coastal Charmer: fully renovated farmhouse
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!

The Rosé Retreat: Pool-Screened Porch-RELAX
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!
Kid-friendly apartment rentals

“Little City by The Sea”
We enjoyed very much staying at Glenn and Susan’s place on a stopover when we were heading south. It was very clean and comfortable and we felt right at home. The neighborhood is quiet and peaceful, lots of birds! We had a good night’s sleep. We appreciated the fenced in backyard for our canine companion. We didn’t have a chance to explore the little seaside town, but hopefully will next time!

The Fish House
My wife and I have stayed at The Fish House several times. It is a wonderful respite from our urban home life. A great place to relax and appreciate the Northern Neck lifestyle. We love it here!

Cozy Waterfront Apartment with Pickleball Court
This was our third stay at Clifton, so we and our 2 dogs obviously like staying there. The location is perfect for getting around Matthews as we continue to explore that part of the region. Very nice stay and we look forward to coming back. Bart and Sharon Cameron November 2024

Apt in Wachapreague | Seaside Village | Guest Fav
Everything was wonderful, beautiful home and spacious. I met Allen when I pulled up and he told me about the home how it was 100 years old and how I used to be several places. and Adam help me with the lock and everything went smooth. Even when the siren went off at 4:50am on Sunday and starting me out the bed there was still a peace and calm lol. The area is beautiful and I would recommend.

Town retreat with river view “Urban Pearl”
This was such a fun trip to Urbanna! The apartment was great and we even visited Shawn’s oyster bar and had an enjoyable chat with him. Would definitely visit again and highly recommend his special spot!

Eclectic and Cozy Apartment
My stay at Rebecca's was peaceful quiet and very beautiful. Rebecca's Place was very clean and very accommodating from my visit.

Little Cove Cottage, Couples Retreat/Mathews
We absolutely loved staying at Bernadette’s place. It is exactly as described in her listing-peacefully tucked away in a beautiful private setting. It’s the perfect get-away where you can relax. Comfy beds, clean spaces, beautiful yard, and lots of extras. It’s definitely a place we would return to.

Private Entrance Apartment on the Chesapeake
Erin’s place was the getaway that we definitely needed. We spent our time enjoying the sunsets (stunning pastel colors across the water), watching movies, cooking together, and had a nice meal at a local diner, too (which was recommended in the listing)! The place was so clean, well equipped, and very homey/comfortable. Being situated right on the beach, where in the mornings you can see all of the bay from the windows in the living room and kitchen. Erin was so personable and responsive which we so appreciated. She gave all the information you could need about not just the AirBnB, but the surroundings as well. We felt right at home. They have wonderful neighbors who we met on the beach one of the evenings. Everyone was just so friendly. They were enjoying a beach fire and we talked for a while about how amazing the area is. We have already decided we absolutely will be staying here again! This is the best kept secret quiet beach hideaway! My partner and I LOVED it!
Kid-friendly condo rentals

The Colonies at Williamsburg: 4-BR, Sleeps 12
We had a great stay at the colonies. It was a very convenient location close to lots of things to do. The pool area was super fun for all ages! The condo itself was set up nice and worked well for our group of 9

Fleets Cove Farm *PETS STAY FREE*
it was super remote and quiet, just the way we like it. fresh eggs from the hen house was a plus.

The Tarryn Elizabeth Unit A
Very good spot for a small family trip to Tangier (I came alone, so it was more than enough.) The house is spotless, and Travis has some extras there for his guests (coffee, water, fishing rods, board games for young kids on a rainy day.) Travis also sent me the phone number for an evening ferry off the island, which was extremely helpful. I had a great stay at Travis' place, and would stay here again. I hope to soon.

Minutes from shopping and theme parks sleeps 6!
We have been going the colonies for years but it’s always tough finding a place since it’s not a hotel and is only time shares. The big companies charge a ton and lots of fees. We were lucky to find Nicholas on air bnb. All went perfect and we had a great time.

Williamsburg Colonies Resort, 4BR, 4BA
Great place, Great pool area, Great location, Great host, and great experience. We will be back.

Walk to Main St: Condo w/ Pool Access in Crisfield
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- Busch Gardens Williamsburg
- Bethel Beach
- Buckroe Beach
- Kingsmill Resort
- Buckroe Beach and Park
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- Golden Horseshoe Golf Club
- Grandview Beach
- Sarah Constant Beach Park
- Grove Beach
- Cape Charles Beachfront
- Haven Beach
- Jamestown Settlement
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- Dog Beach
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- Outlook Beach
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