
Family-friendly vacation rentals in Orange County
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Top-rated family-friendly rentals in Orange County
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Family-friendly home rentals with a hot tub

Baldy's Retreat at Wolftrap Farm - Family Escape!
Our hostess, Tina, was easily available over a call or chat. The place is located at a serene location with a lot of horses around. We fed a few apples to the horses and the kids really enjoyed the whole experience. We also used the firepit under the open wide sky, it was very cozy. Gordonsville town was just 10 mins drive away with amenities like gas stations, 7-Eleven, Foodlion, etc. The house is beautifully decorated and has all the listed amenities. While we were cutting my nephew's birthday cake, our dog slipped into the master bedroom and damaged the comforter on the bed (a 3-4 inches long rip). We informed the same to Tina the next morning and offered to pay for the damages but she was very polite with us and mentioned that such incidentals are usually included in the cost and she'll let the owner know - if needed, he'll contact me. We really appreciate this gesture and would highly recommend their place for a beautiful holiday experience.

'Pond House' on Huge Horse/Cattle Farm
The house was well kept and had everything we needed. We loved the amount of space for our family of 5! The patio, deck with grill and fire pit were wonderful additions. The area and yard were beautiful. Such a wonderful getaway!

Cox Mill House at Wolftrap Farm: Escape the City!
Was perfect for our one night stay. We were traveling and needed a half way point to home. My daughter loves horses and it was dog friendly which we needed for our family. Was a great spot to stay at.

Wildwood: Your Farm Stay near UVA in Barboursville
The house is fantastic, even nicer than it looks in the pictures! Loads of space to spread out, kids loved the many games and toys, adults loved the porch and kitchen.

Manor House at Wolftrap Farm: Escape the City
This was our second time to the farm and I can not think of a better way to welcome the New Year with our children and grand children. The kids LOVE the farm and everyone we encountered couldn't have been nicer. We walked along the farm road everyday feeding carrots to the horses. There were babies this year as an extra bonus. ALSO on one of our walks we came upon a heard of PUPPIES! Small children and puppies couldn't have been cuter. The house was decorated for Christmas so we could put our presents under the tree for our belated family Christmas. Everything was amazing. Our Host Tina responded quickly to everything we needed. I hope we get to return soon.

Milker's Cottage at Wolftrap Farm (Horses in back)
Fantastic place to get away. Thanks for hosting

Barn Apartment at Wolftrap Farm - Escape the City!
Had a lovely stay at this horse farm Airbnb! The property was beautiful and the horses were stunning. Great experience overall. Would definitely recommend to anyone looking for a peaceful getaway surrounded by nature and lovely animals.
Family- and pet-friendly home rentals

Cardinal Cove: Waterfront Kayaks Firepit Boatslip
Irene is amazing and so is her home on Lake Anna! Great space with privacy and access to lake and amenities. Irene went above and beyond - even coming to pick us up from dinner when our Uber cancelled on us. Such a great experience and highly recommended staying here!

Private Lake Anna Waterfront Chalet w/dock/beach!
This place was an amazing spot for a weekend getaway! The beach area by the dock was perfect for cooling off and hanging out with friends. Will definitely be back!

Luxurious Stay for 2 at Historic Estate
Great getaway location with beautiful views and plenty of space to enjoy and relax for a few days.

Atlast-The Farmhouse
Our one night stay was comfortable and relaxed. The magnolia tree outside the window was huge and beautiful. Waking up to the beautiful, calm view of the farm across the street was lovely.

Madison Farmette Guest House
Jennifer’s place was great! It was very Virginia. Back in wolf town but off of more main roads. Everything was clean and open. Jennifer is very communicative. She had the porch lights on to welcome us as it’s very dark in the mountains. Just an additional note to be aware of is that bedrooms and bathroom are on second floor. This was fine for us but my arthritic dog needed some assistance. Overall a great stay and perfect if you’re looking to enjoy the mountains or local winery!

Quaint Cottage - Wolftrap Farm (Horse neighbors)
My husband and I had a wonderful time celebrating our honeymoon at Wolftrap farm! The hosts were incredibly welcoming , professional, and responsive! They were available and willing to answer any questions we had! The view was breathtaking. Our pups enjoyed seeing the horses and the daily walks around the farm. Thank you for a wonderful experience!

One of Central Virginia's Finest
We loved our stay at the cottage! Such a beautiful and peaceful spot. We were in the area for a family event in Charlottesville so didn't have time to explore the property fully, but it looks gorgeous. We so enjoyed sitting on the screened porch with coffee, listening to the birds, and gazing out at the view. The cottage was spotlessly clean and well-equipped, and Richard was a clear and responsive host. All in all a wonderful experience. We would definitely come back!

Iconic Farmhouse w/ Furnished Silo & Highland Cows
This is hands down my favorite airbnb rental ever. It's also the only one I've ever returned to. We so enjoyed our time in Rapidan! We brought pretty much all our food, so i only left the property once in 5 days. Heaven!! (though the rooster was quite talkative, the cows went serenely on their way!)
Family-friendly home rentals with Wifi

Monrovia on Main
We stayed there for a family wedding so we could all be together instead of in hotel rooms. It was wonderful. Lots of bedrooms and places for family time and a fully equipped kitchen.

Central Virginia Country Cottage
We absolutely loved our stay. The whole house is an adventure of discovery when you first arrive, much like visiting grandma's as a child. It's beautifully decorated – appropriate to the historic and bucolic surroundings it resides in. It feels as if the love of the family who lived there has included you and cares for you. We enjoyed viewing all the small treasures of history and felt relaxed and comfortable. Suzanne was kind, attentive and informative in perfect amounts. She is a perfect host. Book extra days so you have time to experience all the places to lounge and visit without the rush. We are already talking about when we can come back to tour more of the area now that we know just how centrally located the house is to so many historic sites.

Cardinal Cove: Waterfront Kayaks Firepit Boatslip
Irene is amazing and so is her home on Lake Anna! Great space with privacy and access to lake and amenities. Irene went above and beyond - even coming to pick us up from dinner when our Uber cancelled on us. Such a great experience and highly recommended staying here!

Private Lake Anna Waterfront Chalet w/dock/beach!
This place was an amazing spot for a weekend getaway! The beach area by the dock was perfect for cooling off and hanging out with friends. Will definitely be back!

Luxurious Stay for 2 at Historic Estate
Great getaway location with beautiful views and plenty of space to enjoy and relax for a few days.

Atlast-The Farmhouse
Our one night stay was comfortable and relaxed. The magnolia tree outside the window was huge and beautiful. Waking up to the beautiful, calm view of the farm across the street was lovely.

Cozy Farm Apt near Cville•wineries, mt. views
Loved our stay here! We had a wedding nearby and found this place and we were blown away. Beautiful views and outdoor space. We will be back!

The Nest on Hawks Ridge
Very clean, great place to stay
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- Massanutten Resort
- Kings Dominion
- Luray Caverns
- Ash Lawn-Highland
- Robert Trent Jones Golf Club
- Early Mountain Winery
- Lee's Hill Golfers' Club
- Chisholm Vineyards at Adventure Farm
- Leesylvania State Park
- Lake Anna State Park
- Prince Michel Winery
- Spring Creek Golf Club
- The Foundry Golf Club
- Massanutten Ski Resort
- Kinloch Golf Club
- Grand Prix Raceway
- Car and Carriage Caravan Museum
- Hermitage Country Club