Family-friendly vacation rentals in Orange County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Orange County family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
The modular guest house is positioned on a gently sloping grassy landscape, surrounded by lush greenery, including trees and shrubs. A concrete area is visible next to the house, providing space for parking or outdoor activities.
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 favorite
A charming wooden house is complemented by a blooming dogwood tree, its branches adorned with soft pink flowers. A screened porch extends across the front, offering an inviting space to enjoy the surrounding nature on a clear day.
Cottage in Gordonsville
4.85 out of 5 average rating, 102 reviews

'Pond House' on Huge Horse/Cattle Farm

DeloshierRating, 5 stars3 weeks 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 favorite
A single-story home is surrounded by trees, featuring a spacious wooden deck with seating arrangements. The exterior is painted in soft tones, complemented by maroon shutters. Natural light illuminates the scene, creating a calm atmosphere amidst the wooded environment.
Home in Gordonsville
4.8 out of 5 average rating, 141 reviews

Cox Mill House at Wolftrap Farm: Escape the City!

JessicaRating, 5 stars2 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 favorite
A modern farmhouse stands prominently on spacious green grounds, framed by lush trees. The structure features a unique design with a tower-like element, a classic metal roof, and multiple windows that invite natural light. A welcoming porch enhances the front entrance.
Farm stay in Barboursville
4.99 out of 5 average rating, 73 reviews

Wildwood: Your Farm Stay near UVA in Barboursville

MichaelRating, 5 stars3 weeks 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.
A charming manor house is framed by lush greenery, with a large tree in the foreground. The home features a screened porch and large windows, surrounded by well-maintained gardens. The clear sky and open lawn provide a serene outdoor space.
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.
The exterior of the Milker's Cottage is captured against a clear blue sky. The one-story white structure features a welcoming porch with railing and a covered entryway, surrounded by green grass and trees, conveying a sense of serenity in the rural landscape.
Cottage in Gordonsville
4.81 out of 5 average rating, 81 reviews

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

RandallRating, 5 stars4 months ago
Fantastic place to get away. Thanks for hosting
A welcoming living area features a brown leather sofa and a patterned armchair, complemented by a round coffee table displaying magazines. Natural light enters through a window, and the room connects to a kitchen area visible in the background.
Barn in Gordonsville
4.84 out of 5 average rating, 110 reviews

Barn Apartment at Wolftrap Farm - Escape the City!

CrystalRating, 5 stars3 weeks 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 favorite
A two-story wooden lodge features a triangular gable roof and large front porch. The welcoming entrance is flanked by floor-to-ceiling windows, and vibrant flower beds are visible along the path. A well-maintained lawn offers a scenic backdrop under a partly cloudy sky.
Apartment in Orange
4.94 out of 5 average rating, 406 reviews

Cardinal Cove: Waterfront Kayaks Firepit Boatslip

MistyRating, 5 starstoday
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
A wooden dock extends into the lake, featuring a yellow water slide and two loungers positioned for relaxation. The serene water view is framed by trees, with kayaks and paddle boards visible in the background, suggesting opportunities for water activities.
Chalet in Mineral
4.73 out of 5 average rating, 289 reviews

Private Lake Anna Waterfront Chalet w/dock/beach!

EmmaRating, 5 starstoday
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
A historic manor home is showcased with a classic porch featuring intricate railings and steps leading to a grand entrance. The structure is adorned with large windows, bright brick walls, and is surrounded by well-maintained greenery and mature trees.
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 favorite
The entryway is adorned with a festive wreath hanging on the door. A decorated sign reading 'Christmas' is positioned next to the door, accompanied by a potted plant and two decorative planters featuring seasonal foliage.
Home in Orange
4.84 out of 5 average rating, 290 reviews

Atlast-The Farmhouse

MelissaRating, 5 stars2 weeks ago
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.
The exterior of the guesthouse is shown, featuring a light-colored facade with blue window frames and a red metal roof. A stone chimney adds rustic charm, while the well-maintained lawn and surrounding greenery provide a welcoming atmosphere.
Guesthouse in Madison
4.81 out of 5 average rating, 90 reviews

Madison Farmette Guest House

LeahRating, 5 stars3 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 favorite
The Servants' Cottage, built in 1856, is showcased with a classic white exterior and a metal roof. Surrounded by well-maintained grass and shrubs, it is set against a backdrop of trees and open fields. Natural light casts gentle shadows on the lawn.
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 favorite
The exterior of a charming two-story cottage is displayed, featuring a yellow siding and a green metal roof. A stone wall surrounds the well-maintained garden, with manicured grass and trees visible in the background. A screened porch is located at the front of the house.
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!
The farm-style house features a modern design with light-coloured siding and large windows, allowing natural light to permeate the space. A cylindrical silo adjoins the structure, creating unique architectural interest. The grassy expanse surrounding the home offers a serene, open landscape.
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 favorite
The exterior of the home features a traditional two-story structure with white siding and blue shutters. A welcoming front porch is adorned with potted plants and a seasonal wreath. Lush greenery surrounds the entrance, leading to a stone pathway.
Home in Orange
4.98 out of 5 average rating, 124 reviews

Monrovia on Main

CherylRating, 5 stars2 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 favorite
A charming antebellum farmhouse is surrounded by lush greenery, with tall trees providing shade. The exterior showcases a light-colored facade, complemented by dark shutters. A manicured lawn offers space for outdoor activities, while comfortable seating options create inviting spaces to relax.
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 favorite
A two-story wooden lodge features a triangular gable roof and large front porch. The welcoming entrance is flanked by floor-to-ceiling windows, and vibrant flower beds are visible along the path. A well-maintained lawn offers a scenic backdrop under a partly cloudy sky.
Apartment in Orange
4.94 out of 5 average rating, 406 reviews

Cardinal Cove: Waterfront Kayaks Firepit Boatslip

MistyRating, 5 starstoday
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
A wooden dock extends into the lake, featuring a yellow water slide and two loungers positioned for relaxation. The serene water view is framed by trees, with kayaks and paddle boards visible in the background, suggesting opportunities for water activities.
Chalet in Mineral
4.73 out of 5 average rating, 289 reviews

Private Lake Anna Waterfront Chalet w/dock/beach!

EmmaRating, 5 starstoday
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
A historic manor home is showcased with a classic porch featuring intricate railings and steps leading to a grand entrance. The structure is adorned with large windows, bright brick walls, and is surrounded by well-maintained greenery and mature trees.
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 favorite
The entryway is adorned with a festive wreath hanging on the door. A decorated sign reading 'Christmas' is positioned next to the door, accompanied by a potted plant and two decorative planters featuring seasonal foliage.
Home in Orange
4.84 out of 5 average rating, 290 reviews

Atlast-The Farmhouse

MelissaRating, 5 stars2 weeks ago
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.
Top guest favorite
The entrance features double wooden doors that open to a welcoming interior. A 'hello' mat is placed on the threshold, and two stylish chairs are positioned on the balcony above, inviting guests to enjoy the view. Lush plants accentuate both sides of the entrance.
Apartment 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 favorite
A modern kitchen features white cabinetry and stainless steel appliances. A spacious island with a marble countertop is surrounded by wooden stools. Natural light enters from a window above the sink, while a cozy seating area is visible in the background.
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

Destinations to explore