Vacation rentals with a pool in Culpeper County

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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
A cozy living room features a stone gas fireplace framed by elegant wooden details. Two black reclining chairs provide comfortable seating around a patterned area rug. Ambient lighting from decorative fixtures complements large windows that invite natural light into the space.
Cottage in Locust Grove
4.99 out of 5 average rating, 157 reviews

Quaint & Cozy LakeView Cottage - Lake of the Woods

Welcome to Brent and Carla's Lake View Cottage! Our beautifully renovated, fully furnished, unique and luxurious home is stocked with everything you need to enjoy your stay in beautiful Lake of the Woods. Our cozy cottage is a perfect get-away for your next vacation, visit with family, work trip, staycation or weekend getaway. You will instantly be set at ease as you enter our home featuring wonderful décor, detailed craftsmanship and lots of amenities to make your stay relaxing and memorable.

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 out of 5 average rating, 14 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
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, 257 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*

Superhost
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
4.83 out of 5 average rating, 24 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

Superhost
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
4.93 out of 5 average rating, 68 reviews

Beach, Arcade, Hot Tub, 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

Top guest favorite
The exterior of Sunset Retreat features a welcoming entrance with a decorative sign and a covered porch. Lush shrubs frame the doorway, and a stone pathway leads to the steps. A warm, neutral color palette complements the nature surrounding the home.
Home in Aroda
4.98 out of 5 average rating, 101 reviews

Sunset Retreat a cabin off the beaten path

Relaxation and quiet are two words that come to mind at Sunset Retreat. Close enough to stores for convenience but far enough away for solitude. Large yard, fire pit and concrete area if children want to create a masterpiece in chalk, there is also a tree swing next to woods. Close to many wineries, breweries and hiking. No WIFI or satellite tv, we have antenna only. You are welcome to bring your own hotspot . We have one smart tv. There is also a private in ground pool for summer time use.

Guest favorite
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
4.93 out of 5 average rating, 28 reviews

Hummingbird Lakehouse

Hummingbird Lakehouse in Locus Grove, VA, offers stunning waterfront views 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.

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 out of 5 average rating, 57 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
A spacious living area is highlighted by a large clock above the fireplace and a sectional sofa, complementing the open layout. Natural light floods in through arched windows, illuminating the wooden floors and artwork on display in the dining space nearby.
Home in Boston
4.96 out of 5 average rating, 157 reviews

Peacefield - Blue Ridge views near Culpeper

Welcome to the Peacefield! This retreat is nestled in the rolling foothills of the Blue Ridge Mountains in the shadow of Old Rag, overlooking Hazel River Farm (160 acres). The spacious estate is perfect for escaping the city. There are many options for relaxing with a deck, hot tub, pool (summer only), home theater, and an open kitchen connecting the dining and family rooms. The beauty of the estate includes walking trails, glimpses of sheep, and local art (watercolor and photography).

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, 234 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.

Superhost
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
4.84 out of 5 average rating, 58 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. The cabin has a fully equipped eat-in kitchen, a 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 a valid credit card, to check-in!

Top guest favorite
A welcoming entrance to the farmhouse is framed by white columns and features a stone pathway leading to double glass doors. Lush greenery and colorful flowers are positioned around the porch, enhancing the home's inviting exterior.
Farm stay in Elkwood
4.99 out of 5 average rating, 133 reviews

The Garden View Suite—Zero In Hidden Fees!

Private luxury. This serene guest suite is situated on a 43-acre farm--Bees & Trees--and is attached to the North end of the main farmhouse. A private garden-gate takes you straight to your suite. Enjoy a magical sky full of stars while relaxing in the hot tub or enjoying the fireplacel--all to yourself! There are breathtaking sunrise views from your front windows and gorgeous sunsets from your back porch and the nearby gazebo gives you both views. You deserve a stay with us!

Popular amenities for Culpeper County rentals with a pool