Kid-friendly holiday rentals in Shenandoah Valley

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Shenandoah Valley family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Richmond
4.86 out of 5 average rating, 111 reviews

4 Bedroom Beauty

ClaudiaRating, 5 stars2 weeks ago
We had a wonderful time. The kids loved the playroom. House was clean and very comfortable. Host was very responsive and helpful
Guest favourite
Home in Richmond
4.91 out of 5 average rating, 164 reviews

Retreat Zen/3br ranch house/private parking/FIRE-P

SimonRating, 5 stars2 weeks ago
Enjoyed the stay! The team was very responsive and communication was super easy!
Top guest favourite
Home in Lynchburg
4.94 out of 5 average rating, 207 reviews

Entire house, quiet area close to everything!

JesicaRating, 5 stars6 days ago
Sarah went above and beyond to accommodate us for our semi-annual girls weekend. She stepped up and saved the day when i had made an error and showed up a day early! the house was beautiful. the beds very comfy. kitchen well equipped. just a wonderful stay. we will be back.
Superhost
Home in Rockingham
4.78 out of 5 average rating, 259 reviews

Stone Spring - Heated Salt Pool - on 2.5 Acres

KarenRating, 5 stars1 month ago
Seth and Carla were extremely responsive during our stay! We loved how many beds this house had and we were able to all spend time together while comfortably being seated around tables/living rooms! We wish the fire pit had seating or that fireplaces worked, but we loved this property and its proximity to wineries and ski resorts!
Superhost
Home in Shenandoah
5 out of 5 average rating, 4 reviews

Pulaski Retreat

ChristianRating, 5 stars3 weeks ago
very friendly host and very engaging, warm space. enjoyed several amenities and was very easy to get settled in. although they're are plenty of bathrooms, keep in mind 2 of them are stationed in the game room. snacks aren't free, although they did provide free one for valentine. Host were very accommodating and communicative and great host.
Guest favourite
Home in Charlottesville
4.93 out of 5 average rating, 117 reviews

Kid and Family Friendly Downtown

SusanRating, 5 stars3 months ago
This home was perfect for my husband and I and our two toddlers when we were in Charlottesville for a family wedding. Rick and Emily were very accommodating and helpful, and my kids loved the playroom! Can't recommend this home enough if you're traveling to Charlottesville with young children.
Guest favourite
Home in McGaheysville
4.89 out of 5 average rating, 146 reviews

Hot Tub | King Bed | Family/Dog Friendly | BBQ

EricaRating, 5 stars1 week ago
Everything about our stay was great! The owner communicated everything we needed to know, house was spotless, and the centralized location to all of the resort’s activities was exactly what we were looking for. Would definitely stay again.
Superhost
Home in Charlottesville
4.87 out of 5 average rating, 127 reviews

Close to UVA/Downtown - for Large Groups

AmyRating, 5 stars3 weeks ago
We had a great stay for a couples get away celebrating several birthdays! The house was clean, comfy beds, and plenty of space to gather and hang with friends. The location was convenient with a quiet, safe neighborhood. Thank you for hosting!

Family-friendly apartment rentals

Guest favourite
Flat in Charlottesville
4.92 out of 5 average rating, 581 reviews

Luxury, open space, in the HEART of Belmont!

ConnorRating, 5 stars2 weeks ago
Had a great time over the weekend in Charlottesville. The location is perfect for walking to downtown Charlottesville with great access to restaurants and shops. Katie is very responsive and helpful and ensured a smooth and peaceful stay.
Superhost
Flat in Charlottesville
4.78 out of 5 average rating, 297 reviews

Classy new renovation in Fifeville

RichardRating, 5 stars4 months ago
This was a nice two-person apartment close to shopping and restaurants. Well-stocked kitchen, a great screened porch with table and chairs (we ate meals out there), and a huge bathroom. About the only thing missing was a TV, but we had laptops and wifi so it wasn't really an issue for us.
Top guest favourite
Flat in Hot Springs
4.97 out of 5 average rating, 115 reviews

Mitchelltown Apartments-Stay and Vacation

AndrewRating, 5 stars2 months ago
Fran’s place is an absolute treasure! The location is unbeatable—perfectly situated near the Warm Springs, the Omni Homestead’s amenities, and a variety of elegant dining options. The cozy 2-bedroom, 1-bath unit, complete with a kitchenette and living room, had everything we needed. Fran truly thought of every detail, making our stay comfortable and stress-free. The creative, whimsically chic décor added a delightful touch of charm. Fran herself was an exceptional hostess, full of local knowledge and kindness. Her dining recommendations were spot-on, and her tips for visiting the Warm Springs and exploring the area were invaluable. It was clear she’s well-loved by the local community, and her warmth made our visit even more special. We can’t wait to return in the spring to enjoy more golf at the Homestead and try Fran’s other suggestions. If you’re looking for an affordable, stylish, and convenient alternative to staying at the Homestead, this is it! Highly recommend! ~Andrew & Angie
Guest favourite
Flat in Richmond
4.9 out of 5 average rating, 267 reviews

Start Your Richmond Adventure Here

VickyRating, 5 stars2 weeks ago
We really enjoyed the property. It was close to our family, quiet, and the parking and backyard space was super nice. Clean, organized, and well-equipped. I definitely will return to the property when visit family, and recommend it to friends and family. Bryson was great and very responsive. Thank you!
Top guest favourite
Flat in Harrisonburg
4.98 out of 5 average rating, 250 reviews

Spacious and bright 1 bedroom apartment near EMU

WhitneyRating, 5 stars3 weeks ago
Comfortable, welcoming, and everything I need for an extended stay. Thank you for another great stay!
Top guest favourite
Flat in Charlottesville
4.99 out of 5 average rating, 277 reviews

Fabulous Terrace Level Apartment In City

ChrisRating, 5 stars3 weeks ago
One of those rare places that has the fortune of a quiet, secluded lot in the city that has quick access to everything in town. Too many nice touches to mention inside and out, resulting in a comfortable and peaceful break from our day to day responsibilities in town. And that falls entirely on our host, who has clearly done this long enough to know when a little note or a bit of something extra in the kitchen can go a long way. Absolutely recommended, we hope to return soon!
Guest favourite
Flat in Harrisonburg
4.92 out of 5 average rating, 728 reviews

Restful Hilltop Apartment: No cleaning fees!

MeredithRating, 5 stars2 weeks ago
Eric's place was wonderful! I was struck by how clear his directions were - even if I had been confused about which door to enter, he had put out a little sign with my name on it! The view was absolutely gorgeous, and the location is awesome for local universities. The amenities were exactly as described, and everything was lovely for our stay.
Guest favourite
Flat in Charlottesville
4.85 out of 5 average rating, 185 reviews

Bright Private apt (Separate entrance) near DT

DenniseRating, 5 stars3 weeks ago
Elizabeth’s attic apartment matched the description in the photos. It’s very cozy, clean, comfy bed and linens. Location is perfect when you want to visit downtown Charlottesville and nearby town in Crozet. Me and my husband had a wonderful stay and felt right at home. Highly recommend!

Family-friendly apartment rentals

Guest favourite
Apartment in Wintergreen Resort
4.94 out of 5 average rating, 210 reviews

The Modern Mountain Condo

JacqueRating, 5 stars3 weeks ago
Wonderful spot for a quick getaway. Cozy and close to the slopes.
Guest favourite
Apartment in Snowshoe
4.9 out of 5 average rating, 182 reviews

Comfortable, well kept, and convenient

SavannahRating, 5 stars1 week ago
We loved Billy’s place! The inside gave us cabin vibes with lots of cute decorations. Everything was clean, and the kitchen was fully equipped for preparing meals. Billy was easy to communicate with and very responsive during the booking process and throughout our stay. We loved that the hot tub was so close to the unit. It was very relaxing after skiing all day, and we didn’t have to freeze getting there, as it is just a few short steps away. Be sure to read rules though, and don’t change the temperature settings. We really appreciated the flexibility during checking out and LOVED Billy’s dog!
Guest favourite
Apartment in Snowshoe
4.89 out of 5 average rating, 118 reviews

Newly updated Snowcrest Condo

CharlesRating, 5 stars5 days ago
Sarah’s place was a great find for a weekend away at Snowshoe. The location is an easy 5 minute walk to the top of Soaring Eagle Lift and the ski rental, and there is a shuttle stop right outside the building to take you anywhere else on the mountain. Keep in mind that the bunk beds are only suitable for children as they are very narrow and have a weight limit.
Top guest favourite
Apartment in Wintergreen Resort
4.95 out of 5 average rating, 288 reviews

Five Minute Walk to Everything!

SarahRating, 5 stars1 week ago
We loved this place! Great location, close to everything. We walked over to the Edge for dinner and skied the next day which was very convenient. The place was clean and well-appointed. My only note is that the first bedroom contains one queen bed and the second has a queen and a single, which is different from what the listing says. All in all, would definitely recommend!
Guest favourite
Apartment in Wintergreen Resort
4.94 out of 5 average rating, 226 reviews

Eight Minute Walk to Everything

KarenRating, 5 stars3 weeks ago
Adam is a wonderful host. He is very responsive and accommodating. I loved that they gave a pet friendly home and that allowed us to bring our furr baby. His home is definitely a home away from home. I highly recommend and will use again in the future.
Guest favourite
Apartment in Farmington
4.91 out of 5 average rating, 131 reviews

A Cozy, Quiet Getaway

JulianRating, 5 stars1 month ago
I had a wonderful stay at this Airbnb! The place was incredibly quiet and peaceful, making it perfect for a relaxing getaway. The home was comfortable and felt very inviting, with cozy touches that made it feel like a home away from home. The bathroom was especially great—spacious, clean, and well-appointed. Everything about my stay was just what I needed for a restful and enjoyable experience. I would definitely stay here again and highly recommend it to anyone looking for a comfortable and relaxing retreat!
Guest favourite
Apartment in Wintergreen Resort
4.88 out of 5 average rating, 112 reviews

1720 High Ridge at Wintergreen Resort

Robert Rating, 5 stars1 month ago
Great condo with fantastic views!
Top guest favourite
Apartment in Wintergreen Resort
4.98 out of 5 average rating, 128 reviews

Slope side+Panoramic Mountain Views!

LeviRating, 5 stars6 days ago
Beautiful home, responsive and helpful host. Wonderful place to stay for our family of 4 with everything you'd need in a home away from home. We loved it and would absolutely stay here again - as a bonus for the early risers the sunrise over the mountains was amazing.

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