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Family-friendly vacation rentals in Culpeper County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Culpeper County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Chalet in Boston

4.83 out of 5 average rating, 109 reviews

The Manor House at Spring Haven Farm

Get your nature fix staying here. Perfect for family or friend gatherings since it sleeps 8; yet it's also romantic for just the 2 . Huge fireplace for warm evenings (extra charge for wood/cleaning), beautiful night sky and 10 foot beamed ceilings, 2 decks, walks around the lake. Cozy and comfortable formal with a first floor bedroom, if you have trouble with steps this home may be challenging. Pets allowed on a case by case basis, on a leash at all times outdoors and in restricted areas.

Jul 21 – 28

G$31,212 GYD per night

Farm stay in Rixeyville

4.97 out of 5 average rating, 266 reviews

Historic Tiny Log Cabin at Beechwood View Farm

Enjoy the beauty of each season at our historic Tiny Log Cabin, built in the 1800s and newly renovated on a beautiful farm setting. Please read all of the description below, and scroll to the bottom before booking! Note—the cabin can be warm in the summer and chilly in the winter due to the logs and chinking. There is a window unit AC and heater in the winter. Also note—the full restroom/shower is a 30 yard walk to the basement of our home. Kuerig with coffee. No refrigerator or microwave.

Jun 14 – 21

G$22,409 GYD per night

Cabin in Culpeper

4.97 out of 5 average rating, 159 reviews

Comfortable and unique 1790's log cabin

Recently restored 1790's log cabin with modern amenities on a 30 acre horse farm. Secluded wooded setting with pond view, less than 1,000 feet from main house and only 5 miles from downtown Culpeper with it's fine dining and quaint shops. Take a short drive to scenic Shenandoah hiking & biking trails, local vineyards and distilleries, Civil War sites, Commonwealth Equestrian Park, stroll around the farm or just unwind on the front porch or in front of the wood stove with a good book.

Jun 23 – 30

G$25,936 GYD per night

Home in Culpeper

4.96 out of 5 average rating, 387 reviews

Cute Home in Downtown Culpeper with many extras!

Enjoy our recently updated home in downtown Culpeper. Our small home sits in a prime location within 1-3 blocks of amazing restaurants, breweries, and interesting shops.The house is located in a safe and quiet part of town. Convenient distance from Blue Ridge Mountain hiking. This property is professionally cleaned and sanitized after each reservation. Perfect for a family getaway! We are now accepting longer-term reservations. Top-rated accommodation in Culpeper for 2018-2022

Apr 21 – 28

G$39,995 GYD per night

Cottage in Sperryville

4.98 out of 5 average rating, 104 reviews

Adorable Rose Cottage in Village of Sperryville

Rose Cottage is a quaint one-of-a-kind retreat in the heart of Sperryville - a charming country village offering shops, galleries, eateries, and more. The property has an excellent location, only 1.5 hours from Washington, DC and convenient to Culpeper, Warrenton, Front Royal and Interstate 66. It is approximately 15 miles from Old Rag Mountain and a 15 minute drive to the Shenandoah National Park, which offers an amazing array of waterfalls, canyons, trails, and hikes.

Jan 13 – 20

G$62,362 GYD per night

Guesthouse in Boston

4.98 out of 5 average rating, 148 reviews

The Bunkhouse- simple & serene w/mountain views

Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the bunkhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

Sep 24 – Oct 1

G$28,355 GYD per night

Home in Culpeper

4.95 out of 5 average rating, 352 reviews

Charming Restored Farmhouse Minutes from Culpeper

This spacious farmhouse, built in 1898, has been tastefully restored to accommodate modern living without sacrificing the charm of history. It is bright and airy, with open, spacious rooms and some smaller rooms for fun or quiet times. The house has a calming feel, with all the comforts of home. The farmhouse is a celebration of the richness of all things Virginia; its history, its vineyards, its fox hunts and the alluring charm of Old Virginia.

Jun 22 – 29

G$33,582 GYD per night

Home in Woodville

4.87 out of 5 average rating, 176 reviews

Walnut Run Farm - Private & Quiet - Sperryville

A beautiful old farm in the foothills of the Blue Ridge Mountains. The 1880 farmhouse sits on a small stream that runs through the entire fifty-five acre property. The house is clean, minimally decorated, with pasture views out of every window. The farm is located 80 miles from Washington DC and just down the road from Sperryville, Shenandoah National Park, Old Rag Mountain, Luray Caverns, The Inn at Little Washington and other local attractions.

Sep 14 – 21

G$57,406 GYD per night

Guesthouse in Sperryville

4.96 out of 5 average rating, 357 reviews

River Side Tourist Room and Bath Loft-5 min to SNP

Nestled in the foothills of the Blue Ridge Mountains, two miles outside Shenandoah National Park and just off main street in Sperryville, our cozy efficiency apartment is close to a variety of attractions including first class dining and nearby hiking trails. The unit is fully furnished with a full bath, full kitchen, off street parking, and private deck and entrance. We are just a short drive to the park or a short walk to downtown Sperryville.

Aug 27 – Sep 3

G$38,448 GYD per night

Cottage in Sperryville

4.96 out of 5 average rating, 364 reviews

The River Cottage: Main Street Sperryville, VA

A Quaint private building, originally built as a Blacksmith Shop. Conestoga wagons were made behind this building near the Thornton River.; now guest will enjoy a recently renovated and spacious one room 'suite' right off of Main Street. Queen bed with plush bedding. Private bathroom with shower. Kitchenette with hotplate, smoothie maker, coffee maker, and microwave. Private deck that overlooks the Thornton River. Outdoor shower.

Sep 16 – 23

G$57,633 GYD per night

Chalet in Brightwood

4.97 out of 5 average rating, 106 reviews

Charming Chalet in Blue Ridge Wine Country

NEW! PICKLEBALL/BASKETBALL COURT PUTT PUTT GOLF Sunset Ridge is in the heart of all you want to do! Newlyweds to families, everyone will love it here! The peace and quiet of the country, or the excitement of exploring new and different places, all await you! Check out our guidebook for local attractions, restaurants, nightlife, and sightseeing. Enjoy the serenity of the country! Follow us: @sunsetridgechalet

Nov 11 – 18

G$36,278 GYD per night

Cottage in Reva

4.77 out of 5 average rating, 22 reviews

AJ's House: Beautiful, Cozy, Renovated! 135/nt

Aunt Judy's House (AJ's) is a 19th- century cottage completely renovated in 2015. The views of sunsets, Blue Ridge Mtns and cattle across the fence will encourage you not to leave the porch. But should you decide to wander you will find hiking, history, excellent dining and a multitude of wineries within a 10 to 40 min. drive. Some guests never get off the porch as the stress of everyday life just melts away.

Mar 27 – Apr 3

G$30,306 GYD per night

Vacation rentals for every style

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Popular amenities for Culpeper County family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Castleton

5.0 out of 5 average rating, 45 reviews

Cottage Getaway for Two with Private Hot Tub

Feb 7 – 14

G$44,589 GYD per night

Home in Castleton

4.91 out of 5 average rating, 45 reviews

8 Person House With Private Hot Tub on Estate

Mar 23 – 30

G$117,963 GYD per night

Home in Castleton

4.93 out of 5 average rating, 46 reviews

10 Person House with Private Hot Tub

Feb 13 – 20

G$135,162 GYD per night

Cabin in Bealeton

4.94 out of 5 average rating, 128 reviews

Cozy Log Cabin with Modern Style

Aug 26 – Sep 2

G$103,114 GYD per night

Home in Castleton

4.94 out of 5 average rating, 102 reviews

Romantic Cottage with Private Hot Tub

Oct 10 – 17

G$53,955 GYD per night

Home in Castleton

4.88 out of 5 average rating, 24 reviews

Stunning House w/Private Pool & Hot Tub on Estate

Mar 17 – 24

G$205,117 GYD per night

Home in Castleton

4.93 out of 5 average rating, 42 reviews

14-Person House with Pool on Spectacular Estate

Nov 16 – 23

G$217,956 GYD per night

Family- and pet-friendly home rentals

Farm stay in Boston

4.78 out of 5 average rating, 122 reviews

HB 2 at Spring Haven Farm

Sep 15 – 22

G$21,134 GYD per night

Farm stay in Sperryville

4.95 out of 5 average rating, 63 reviews

The Historic Poorhouse @ Cardinal Springs Farm

Jul 30 – Aug 6

G$84,750 GYD per night

Farm stay in Sperryville

4.98 out of 5 average rating, 51 reviews

The Barn Loft at Cardinal Springs Farm

Jul 12 – 19

G$96,550 GYD per night

Chalet in Boston

4.83 out of 5 average rating, 109 reviews

The Manor House at Spring Haven Farm

Jul 21 – 28

G$31,212 GYD per night

Home in Woodville

4.87 out of 5 average rating, 176 reviews

Walnut Run Farm - Private & Quiet - Sperryville

Sep 14 – 21

G$57,406 GYD per night

Cottage in Sperryville

4.98 out of 5 average rating, 104 reviews

Adorable Rose Cottage in Village of Sperryville

Jan 13 – 20

G$62,362 GYD per night

Farm stay in Sperryville

4.96 out of 5 average rating, 53 reviews

The Farmhouse at Cardinal Springs Farm

May 25 – Jun 1

G$106,205 GYD per night

Home in Castleton

4.94 out of 5 average rating, 102 reviews

Romantic Cottage with Private Hot Tub

Oct 10 – 17

G$53,955 GYD per night

Family-friendly home rentals with a pool

Home in Castleton

4.88 out of 5 average rating, 24 reviews

Stunning House w/Private Pool & Hot Tub on Estate

Mar 17 – 24

G$205,117 GYD per night

Home in Castleton

4.93 out of 5 average rating, 42 reviews

14-Person House with Pool on Spectacular Estate

Nov 16 – 23

G$217,956 GYD per night

Cabin in Culpeper

4.97 out of 5 average rating, 159 reviews

Comfortable and unique 1790's log cabin

Jun 23 – 30

G$25,936 GYD per night

Cottage in Reva

4.77 out of 5 average rating, 22 reviews

AJ's House: Beautiful, Cozy, Renovated! 135/nt

Mar 27 – Apr 3

G$30,306 GYD per night

Destinations to explore