Vacation rentals with a pool in Culpeper County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Culpeper County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

An aerial view captures a green two-story home surrounded by lush landscaping, featuring a pool with lounge chairs and a patio area. The backyard includes a hot tub and shaded seating, inviting relaxation. Vibrant spring foliage adds color to the serene outdoor setting.

Home in Madison

5.0 out of 5 average rating, 47 reviews

NEW l Near Shenandoah•Pool•Hot Tub•Fire Pit•10Acre

Welcome to Emerald Retreat! Tucked away on 10 peaceful acres in Virginia's scenic countryside, this is your ultimate escape into nature. Perfect for a family reunion or a friends’ retreat, this spacious 6-bedroom, 4.5-bath home offers a pool, hot tub, fire pit and more. Designed for unforgettable memories. Just minutes from Shenandoah National Park, local wineries, craft breweries, University of Virginia, and Charlottesville - this property offers outdoor adventure and wine-country relaxation.

Top guest favorite

Farm stay in Elkwood

4.99 out of 5 average rating, 156 reviews

The Garden View Suite—Zero In Hidden Fees!

Private luxury. This serene guest suite is situated on a 43-acre farm--Bees & Trees--attached to the North end of the farmhouse. A private garden-gate leads you to the suite, just steps from the pool. Enjoy a dazzling sky full of stars while you relax in our brand new hot tub or just enjoy the outdoor fireplace! There are breathtaking sunrise views from your front windows, gorgeous sunsets from your back porch and the nearby gazebo gives you both views. You owe yourself a stay with us!

Top guest favorite

A private hot tub is positioned on a wooden deck, inviting relaxation. The exterior of a two-story building is visible in the background, featuring a well-maintained lawn and a staircase leading to a covered porch. Soft lighting illuminates the outdoor seating area.

Apartment in Madison

4.91 out of 5 average rating, 275 reviews

The Studio at Dark Run Retreat

Quiet studio on a secluded 5 acres only 3 miles from town. Kick back and relax by the pool in the warmer months, or in the hot tub in the cooler months. Small trails lead to the creek running along the property, maybe you'll even catch a glimpse of the deer or turkey that wander thru...we've even seen a lil bear once! There is an apartment above the studio, so we ask that you be mindful of those guests if occupied. *The studio got a make-over! As of 10/6/20, we will no longer be hosting pets*

The exterior of a rustic two-level log cabin is showcased, featuring a sloped roof and a front porch with stairs. Surrounding trees provide shade, while the cabin's warm wooden facade adds to its natural charm. Windows allow glimpses into the inviting interior.

Cabin in Spotsylvania Courthouse

4.82 out of 5 average rating, 105 reviews

Wilderness Resort- Presidential Cabin

Our cozy Presidential log cabins make the perfect getaway! Though not on the water, these 2 level log cabins (1200 sq ft) offer all the resort style amenities. There are 2 bedrooms; 1 with a Queen & the 2nd with options for a Queen or 2 Twins (please advise). The cabin has a fully equipped eat-in kitchen, sofabed, jacuzzi tub, cable TV, wifi & heat/air conditioning. A southern-style porch w/2 rocking chairs allows guests to enjoy nature. Must be 21 or older, with valid credit card, to check-in!

A spacious outdoor area features a fire pit surrounded by four Adirondack chairs, arranged on a bed of pebbles. The backdrop displays the multi-level lake house, framed by trees adorned with string lights for evening ambiance.

Home in Locust Grove

4.8 out of 5 average rating, 41 reviews

Hummingbird Lakehouse

Hummingbird Lakehouse in Locus Grove, VA, offers waterfront access to the lake and various outdoor activities like golfing, kayaking, swimming, fishing, and horseback riding. Guests can gather around the fire pit and access community amenities like the pool and beaches. Nearby historic sites & hiking trails provide additional exploration opportunities. If you're looking for a peaceful getaway or an adventure-filled vacation, this lake house offers an idyllic setting for making lasting memories.

Guest favorite

A spacious living area is furnished with a light gray sectional sofa complemented by colorful cushions. Three vibrant artwork pieces of ducks are displayed on the wall above, while a wooden coffee table occupies the center. Natural light filters in through the nearby sliding door.

Home in Locust Grove

4.94 out of 5 average rating, 85 reviews

Beach, Hot Tub, Arcade, Golf, Pub: The Lucky Duck!

Unforgettable retreat with partial lake view, luxurious 7-person Jacuzzi, custom pub featuring a retro 4-player arcade with 7,500+ games and trackball, cozy woodstove, and delightful surprises! Ideal for epic family vacations, The Lucky Duck in the exclusive gated Lake of the Woods offers year-round fun—two lakes, eight pristine beaches, two pools, a golf course, an equestrian center, and scenic parks with fitness trails await! Come experience lakeside fun and relaxation! #TheLuckyDuckLOW

A dwelling featuring a wooden deck and a second-floor balcony is positioned against a backdrop of rolling mountains and open fields. The sky is painted with soft, muted colors, reflecting a peaceful rural landscape.

Home in Reva

4.69 out of 5 average rating, 26 reviews

"Country Living at It's Finest"

CLOSE TO EVERYTHING BUT AWAY FROM IT ALL!! The Cottage is self-contained with charming porches, centrally located to a multitude of things to do and offers an unequaled experience of the best of country living with all the creature comforts including a pool! Rural setting, gorgeous mountain views, history, hiking, wineries and more. Sleeps , 3 bedrooms, 3 bath,LR, DR, equipped kitchen, linens provided, gas grill and firepit. Pets allowed with prior approval. Since 2006 with Excellent reviews

Top guest favorite

A serene outdoor area features four white Adirondack chairs arranged around a fire pit on green grass. A private dock extends into the lake in the background, surrounded by trees and calm water, creating a peaceful setting for relaxation.

Home in Locust Grove

5.0 out of 5 average rating, 76 reviews

Lakefront at Turtle Cove

Enjoy the lake life in a peaceful quiet cove on the gorgeous large lake within Lake of the Woods. When not enjoying the newly renovated home with a vaulted ceiling great room, huge screened porch, and a desk and flat screen TV in each room, you can swim, float, kayak, or paddleboard in the quiet, secluded cove, or enjoy the 9 beaches or 2 community pools. Catch fish off the dock in one of the best fishing coves on the lake, and then warm up at night by the fire pit . Great for families.

Top guest favorite

An open living area features high wooden ceilings with exposed beams, creating a spacious atmosphere. A large kitchen island with bar seating is situated near a dining table. Two spiral staircases lead to upper levels, while large windows frame views of the surrounding nature.

Home in Robertson

4.93 out of 5 average rating, 255 reviews

One Of A Kind Home in VA Wine Country on 50 acres

Welcome to Lumusa Lodge. Leave your cares behind as you turn onto the windy road that leads you to this beautiful 50-acre retreat. We are proud to share our home and hope your time here is rejuvenating. Designed/built by a Hollywood actor and situated in wine country, this home is an hour from Dulles, 45 minutes from Charlottesville & 15 minutes from Culpeper. We have an adjacent farmhouse if you need additional space. Great venue for weddings, bachelorettes, and other special events.

The spacious recreation room features a foosball table and comfortable seating arrangements, including two sofas and a dining table. Natural light is provided by nearby windows, highlighting the modern decor and wooden flooring. A staircase leads to the upper level of the home.

Home in Locust Grove

4.87 out of 5 average rating, 46 reviews

Sauna & Game Room: Lake House in Locust Grove!

Spa Room | Community Amenities (Paid + Complimentary) Experience lake livin' at this welcoming Locust Grove vacation rental! The 2-bedroom, 2-bath home is ideal for groups yearning for recreation and relaxation. Explore the area's historic sites, then return home to let your worries melt away in the infrared sauna and steam shower, unwind by the wood-burning stove, or enjoy a game night in the rec room. Stay on-site and enjoy optional access to community pools, a playground, and more!

Guest favorite

A spacious living room features hardwood flooring and large windows offering views of the lake. Comfortable seating includes a light-colored sofa and wooden chairs. A television is positioned near a stone fireplace, enhancing the room's cozy feel.

Home in Locust Grove

4.79 out of 5 average rating, 106 reviews

Lakefront Access | Hour from DC | Kayaks Provided

Welcome to Lakeside Serenity, located in the Locust Grove gated community of Lake of the Woods. This charming residence, situated in a quiet cove, features a spacious backyard with direct lake access perfect for swimming, fishing, kayaking, or lounging lakeside. Enjoy the convenience of an on-site grill for delightful barbecues and dine al fresco in our outdoor seating area overlooking the lake. This home is a haven for anyone looking for a peaceful getaway!

Farm stay in Bealeton

5.0 out of 5 average rating, 4 reviews

Winter Wood Farm

Welcome to Winter Wood Farm. Your own private escape tucked away on 180 peaceful acres in Bealeton, Virginia. This historic farmhouse blends classic charm with modern comfort, offering a peaceful retreat for families, friends, couples, or anyone craving a slower pace and a breath of fresh country air. With 3 cozy bedrooms and 3 full bathrooms, the home has plenty of space for groups to relax and unwind.