Some info is shown in its original language. Translate

Family-friendly holiday rentals in Orange County

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Orange County family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Gordonsville
4.83 out of 5 average rating, 81 reviews

Baldy's Retreat at Wolftrap Farm - Family Escape!

JaiRating, 5 stars6 months ago
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.
Guest favourite
Cottage in Gordonsville
4.85 out of 5 average rating, 102 reviews

'Pond House' on Huge Horse/Cattle Farm

DeloshierRating, 5 stars1 month ago
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!
Guest favourite
Home in Gordonsville
4.8 out of 5 average rating, 141 reviews

Cox Mill House at Wolftrap Farm: Escape the City!

JessicaRating, 5 stars5 days ago
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.
Top guest favourite
Farm stay in Barboursville
4.99 out of 5 average rating, 73 reviews

Wildwood: Your Farm Stay near UVA in Barboursville

MichaelRating, 5 stars1 month ago
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.
Home in Gordonsville
4.92 out of 5 average rating, 37 reviews

Manor House at Wolftrap Farm: Escape the City

SusanRating, 5 stars30 months ago
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.
Cottage in Gordonsville
4.82 out of 5 average rating, 82 reviews

Milker's Cottage at Wolftrap Farm (Horses in back)

MargaretRating, 5 stars3 days ago
My siblings and I had a great stay visiting family in the area. This magical horse farm was very friendly and th house was beautifully comfortable for work and plày.
Barn in Gordonsville
4.84 out of 5 average rating, 110 reviews

Barn Apartment at Wolftrap Farm - Escape the City!

CrystalRating, 5 stars1 month ago
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

Guest favourite
Flat in Orange
4.94 out of 5 average rating, 407 reviews

Cardinal Cove: Waterfront Kayaks Firepit Boatslip

MistyRating, 5 stars3 days ago
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!
Superhost
Chalet in Mineral
4.73 out of 5 average rating, 289 reviews

Private Lake Anna Waterfront Chalet w/dock/beach!

EmmaRating, 5 stars3 days ago
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!
Superhost
Villa in Orange
5 out of 5 average rating, 53 reviews

Luxurious Stay for 2 at Historic Estate

KevinRating, 5 stars6 months ago
Great getaway location with beautiful views and plenty of space to enjoy and relax for a few days.
Guest favourite
Home in Orange
4.84 out of 5 average rating, 291 reviews

Atlast-The Farmhouse

NatalieRating, 5 stars2 days ago
This is at least the third time we have stayed here for a girl's weekend and the place is always great. Good location, peaceful, plenty of wineries in the area, beautiful surroundings and it is always neat and clean and well furnished. Will keep coming back.
Guest house in Madison
4.81 out of 5 average rating, 90 reviews

Madison Farmette Guest House

LeahRating, 5 stars4 weeks ago
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!
Guest favourite
Cottage in Gordonsville
4.85 out of 5 average rating, 158 reviews

Quaint Cottage - Wolftrap Farm (Horse neighbors)

MaggieRating, 5 stars1 month ago
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!
Guest favourite
Home in Orange
4.93 out of 5 average rating, 46 reviews

One of Central Virginia's Finest

CatherineRating, 5 stars1 month ago
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!
Farm stay in Rapidan
4.86 out of 5 average rating, 132 reviews

Iconic Farmhouse w/ Furnished Silo & Highland Cows

AbbyRating, 5 stars1 month ago
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

Guest favourite
Home in Orange
4.98 out of 5 average rating, 124 reviews

Monrovia on Main

CherylRating, 5 stars3 weeks ago
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.
Top guest favourite
Home in Gordonsville
4.98 out of 5 average rating, 258 reviews

Central Virginia Country Cottage

ReneeRating, 5 stars1 month ago
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.
Guest favourite
Flat in Orange
4.94 out of 5 average rating, 407 reviews

Cardinal Cove: Waterfront Kayaks Firepit Boatslip

MistyRating, 5 stars3 days ago
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!
Superhost
Villa in Orange
5 out of 5 average rating, 53 reviews

Luxurious Stay for 2 at Historic Estate

KevinRating, 5 stars6 months ago
Great getaway location with beautiful views and plenty of space to enjoy and relax for a few days.
Guest favourite
Home in Orange
4.84 out of 5 average rating, 291 reviews

Atlast-The Farmhouse

NatalieRating, 5 stars2 days ago
This is at least the third time we have stayed here for a girl's weekend and the place is always great. Good location, peaceful, plenty of wineries in the area, beautiful surroundings and it is always neat and clean and well furnished. Will keep coming back.
Top guest favourite
Flat in Somerset
4.98 out of 5 average rating, 184 reviews

Cozy Farm Apt near Cville•wineries, mt. views

BriRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Aroda
4.9 out of 5 average rating, 120 reviews

The Nest on Hawks Ridge

KeatonRating, 5 stars1 week ago
Very clean, great place to stay
Guest favourite
Home in Orange
4.93 out of 5 average rating, 46 reviews

One of Central Virginia's Finest

CatherineRating, 5 stars1 month ago
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!

Destinations to explore