Vacation rentals with a pool in Virginia

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Virginia

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

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Guest favorite

Cottage in Hamilton

4.94 out of 5 average rating, 345 reviews

*Cottage @ Firefly Cellars* VA Wine Country escape

The Cottage at Firefly Cellars is a private, tranquil escape on the tasting room property. Come enjoy the private pool (in summer months), walk the property with a glass of wine, enjoy views of the neighboring horses, hop to local wineries, or just sit back and enjoy all the cottage has to offer. The cottage is meticulously maintained, beautifully designed, and you will feel at home the moment you walk through the doors. Perfect for a couple, or an individual looking to escape from busy life!

Guest favorite

Yurt in Stanardsville

4.95 out of 5 average rating, 1,160 reviews

Yurt*POOLpeace*horses*farm*goats*woods*STARS*Hotub

Come experience living in a round structure filled with amenities-fully equipped kitchen, deep tub, heating and AC, hot tub and in ground pool. Great for couples, friends, and families. A 10 minute hike gets you into Shenandoah National Park, explore our 58 acres on numerous walking trails, visit Charlottesville, historical sites, caves, or play in rivers. Child friendly- no pets. Private hot tub Labor Day-Memorial Day. Check out Cair Paravel Farmstead on FB/the web to see all we have to offer.

Guest favorite

Condo in Moneta

4.99 out of 5 average rating, 220 reviews

Fun Lake Getaway with Breathtaking Views

Fantastic getaway on beautiful Smith Mountain Lake! Enjoy stunning views on two sides of this top-floor, corner condo with a wrap-around deck and natural shade. It is perfect for a relaxing break or an adventure! Activities include boating (with guest docks), swimming (indoor and outdoor), pickle ball, working out, and relaxing in the hot tub, steam room or sauna! If you are working remotely, this quiet space includes a desk and high-speed wireless. The individual HVAC unit also has a UV light.

Guest favorite

Condo in Wintergreen Resort

5 out of 5 average rating, 103 reviews

1 bedroom condo close to hiking breweries & resort

Enjoy the mountains in the spring & summer enjoy hiking or a swim in the pool! 1BR 1BA centrally located in Wintergreen 5 minute walk to Wintergreen resort Close to many hiking trails Enjoy the many breweries & wineries in the area Mountaintop Market is across the street 1 Bedroom 1 Bath & New queen sleeper sofa Stocked kitchen, cookware, spices & cooking oils Premium coffee & assorted tea Private furnished patio Wood burning fireplace (wood provided) flat screen TV w/ streaming channels

Guest favorite

Tiny home in Abingdon

4.98 out of 5 average rating, 268 reviews

Hoss’s Tiny House

The tiny house is located behind a big garage with a large gravel parking lot. It is very secluded and quaint away from the main road. The parking area is behind at the back porch on the tiny house were you can sit and enjoy peace and quiet. We are 1 mi from South Holston Lake. 2 mi from Creeper Trail, 6 mi Main Street Abingdon, 8 mi downtown Bristol, 10 mi Bristol Speedway. We have farm animals in the fields beside the tiny house that are very friendly. All the farm animals enjoy visitors.

Guest favorite

Home in Robertson

4.92 out of 5 average rating, 204 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.

Guest favorite

Guesthouse in Farmville

4.98 out of 5 average rating, 283 reviews

BrightEyes Alpaca Retreat Farmville ,Virginia

Private, separate apartment above detached garage; Modestly equipped kitchen, dinette. KING bed, adjoins sitting area & electric fireplace. DISH TV in living room. No WiFi. Your HOTSPOT works great here. PET FREE indoor! *We host guests with pet allergies- NO pets are allowed* on site, no exceptions. Capacity 3/No children under 5. NOTES: additional visitors require prior host approval. Apartment access is by interior stairs; not recommended for individuals with mobility issues.

Guest favorite

Cabin in Culpeper

4.97 out of 5 average rating, 176 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.

Guest favorite

Cabin in Gordonsville

4.82 out of 5 average rating, 247 reviews

1700's Summer Kitchen Cottage #147 Pool & Spa

Escape from city life on a beautiful historic 250-acre estate. It is close to historic attractions and wineries. You’ll love it because of the gorgeous outdoors and historic charm. This place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends. This is 20 minutes away from Jefferson's Monticello & James Madison's "Montpelier" . Treat yourself to an onsite certified massage with a wellness therapist. Please book online at Spagreensprings.

Guest favorite

Tiny home in Cape Charles

4.98 out of 5 average rating, 301 reviews

The Laughing King Retreat Honeymoon Island Cottage

Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

Guest favorite

Cottage in Covington

4.93 out of 5 average rating, 215 reviews

Beaverdam Falls, Earlehurst Cottage

Built for $500.00 dollars "back-in-the-day," the Earlehurst Cottage was inhabited by The Carters, a humble, cute old country couple. Here, they raised two daughters. Today, the house is tastefully appointed where expected - & comfortable to modern standards - yet, it has been left as charming, rustic & cozy as it had always been: with elements of the original decor, windows, plaster walls, etc., being preserved. Pets stay for free!

Superhost

Tiny home in Fort Valley

4.79 out of 5 average rating, 257 reviews

Tiny Cabin Retreat 1 @ Camp Shenandoah Meadows

The Cabin sits on 40 acres in the heart of Fort Valley with views of the blue ridge mountains Across the property. The Cabin is part of the larger Shenandoah Meadows Camp with great amenities as the summer camps only operates June-August. Within a short drive there are hiking, biking, rock climbing, and many local attractions like Luray Caverns, Skyline Drive, vineyards and breweries. Firewood is included! *Pet Fee of $20.00