
Vacation rentals with a pool in Albemarle County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Albemarle County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Farmhouse on Working Vineyard
Situated on the east side of the Blue Ridge, this renovated farmhouse in beautiful Nelson County is surrounded by 15 acres of vines and has stunning views of the mountains. The house has all the amenities you could wish for while keeping its charm. The farmhouse is a very private and idyllic residence. There is a front porch with a bench swing and a hammock, as well as a small flagstone patio with wrought iron furniture for your relaxation. The pool is around back and is fenced in. The large deck above the pool is excellent for basking in the sun or watching it set over the mountains. If you run out of wine, you can walk down to the winery's tasting room and stock up, listen to (occasional) live music, or enjoy a bottle on their patio for a change of pace. The beauty of Nelson County and the Cardinal Point Farmhouse will help make your stay one of the most relaxing you could ever imagine. **We do allow pets with an additional charge of $50/day. If you will be bringing your pet, please let us know and we will adjust the price accordingly (airbnb.com does not have an automatic fee to be added on when booking). All parts of the property are accessible EXCEPT THE BARN. This is a working vineyard, so there are tools, equipment and chemicals that are not appropriate for guest access. Someone should be available by phone or in person for any questions or problems you have. Our farmhouse is conveniently located on the same property as our winery(!): www.cardinalpointwinery.com. Also, within a few miles, there are three other wineries, three breweries, a distillery and a cidery. From May through October, nearby Nellysford hosts a phenomenal farmers' market. Charlottesville, with its vibrant arts and restaurant scene is 25 minutes away. On the other side of the Blue Ridge Mountains (just 15 minutes away), you can go to the movies, out to eat, grocery shop, etc in Waynesboro. But, honestly, there is a good chance you may not want to leave our farm at all. There is no public transportation in our area, but there are many services to take guests on winery and brewery tours. They are a great and worry-free way to sample what the area has to offer! As this is a working vineyard, occasionally there may be someone on the premises taking care of the grapes. We will be sure to let you know when someone will be on the property.

Mountain Cottage, Swimming Pool, Views, Nelson 151
Wake to gorgeous Mountain views & rolling green meadows bordering the Rockfish River on our family estate. Private attached unit with built in pool (mid April-mid Sept)in the Blue Ridge mountains of Nelson County Virginia on the center of the 151 Brew Ridge Trail. Much preparation has gone into making your stay beautiful, convenient and comfy. No need to physically interact if that’s your desire. Enjoy swimming, hiking, kayaking, horse back riding, skiing, snowboarding, and more! 3 nite minimum

Private Apt in Historic C'ville Home (Garden Side)
This cozy, newly refurbished, 1 BR/1 Bath, apartment is attached to a historic Charlottesville home. With just a 10 min walk to the Downtown Mall and a short drive to the university hospital/campus, the location is nestled in the heart of C'ville. Special amenities include a Sleep Number bed, fast Wifi, a 50" Smart TV with access to Amazon Prime and Netflix, access to pool use during the summer, and Park Lane street parking. Hand crafted soapstone counters and farm sink, beautiful new tile work.

Jefferson Cottage quiet farm close to everything
The cottage circa 1802 offer a peaceful private setting on a historic horse farm once part of Monticello with close proximity to wineries (10 minutes), town (12 minutes), Rivanna River borders the property, Carter mountain (8 minutes) and many other activities. A "Jimmy Buffet" salt water pool complex has a private Jacuzzi for each unit, double bars, two fire pits, frig ,full bath/shower/changing room) There is a private lake (catch and release fishing) and many places to walk on the property.

Rivanna Farm Estate North I Pickleball I Pool
This historic 42-acre country estate features four distinct residences, three of which are Airbnb rentals. The "North” offers beautiful views of the Blue Ridge Mountains and includes 4 bedrooms: 2 bedrooms with queen beds, and another with 2 twin beds on the main floor, and an additional queen bedroom upstairs. The second floor has a full kitchen, living room, & dining area. On the lower level is a yoga studio, game room, outdoor patio area w/seating, and charcoal bbq. (Charcoal not provided)

Love 2B close 2U: Quiet, comfy Apartment & Pool!
Quiet, rural setting in neighborhood culdesac. Located off Rt 53, approx 15 mins from Monticello & FUMA. Basement of home, w/private entrance is a 1000 square foot apartment with a large full bathroom, large bedroom with 2 Queen size beds, open floor plan with living, dining area and kitchen. Space includes a large screened in porch w/ bed swing, patio area & swimming pool. No diving - deep end 6ft. View of woods on back of property w/ sunrise through the trees in morning. Lovely retreat.

Luxurious Keswick guest house with pool
This luxurious Keswick guest house was exquisitely renovated in 2021 to provide comfortable elegance and luxury in a quiet country setting. The guest house is located 6 miles from downtown Charlottesville, in close proximity to multiple vineyards and breweries, and within walking distance to Keswick Hall and the acclaimed Jean Georges restaurant. The gorgeous new heated pool is ready for you to enjoy on this quiet and luxurious property with easy access to all things Charlottesville!

Home with indoor pool near UVA
Home with 24'x14' heated indoor pool near University of Virginia. 5 minutes to CHO airport, 20 minutes to UVA, 30 minutes to Shenandoah National Park and minutes from Monticello Wine Trail. One-level living, no steps to entry and walk-in showers with grab bars and tiled seats. 3BR home has high speed WIFI, 55” smart TV, rec room with bar & ping pong table, washer/dryer, full kitchen, and all linens, including pool towels, are supplied. Circular driveway accommodates ample parking.

Mountain View Getaway Yurt
Come enjoy country living in beautiful western Albemarle county. Our yurt is on a 13 acre property on a quiet country road. (My husband and I also have our home about 200 ft away from yurt). The yurt features a relaxing outdoor claw foot tub/shower with beautiful country views. The private bathroom is situated on the deck of the yurt. The pool is a shared space directly behind our home. The wooded part of the property is private with a beautiful walking trail for you to enjoy.

Beaver Pond Farm - Near Charlottesville
Relax at this unique and tranquil getaway. Sit on the screened in porch and enjoy the sights and sounds of nature while you enjoy a beverage. Visit the Downtown Mall, Monticello, a Winery, a Brewery, or UVA (20 min). Enjoy a dip in the pool (JUN-AUG) or relax by the firepit - perhaps joined by a Great Pyrenees for cocktails. Feel like staying in - SmartTVs with YouTubeTV (which includes local channels) and Gig-speed Internet await. Easy checkout. No cleaning fee.

The Milton View with a pool
Kick back and relax in this calm, stylish space. This barn studio boasts a wonderful Mountain View with an incredible sunset from your own front porch, and is close to town. Our Mountain View studio sits close to wedding venues such as The Clifton Inn and Keswick Country Club and numerous wineries are easily accessible. We are a 7 minute drive to Monticello. Peaceful yet convenient. This is our second Airbnb. Sister to The Hidden Gem. Both are housed in our “barn.”

Moonfire Farm cozy Shenandoah Region Getaway
Experience charm and nature at Moonfire Farm! Our finished basement on a 5-acre hobby farm offers delightful animal encounters with chickens, ducks, alpacas, and hilarious goats. Our active family of three, including our 7-year-old daughter Piper, welcomes you. High-speed Internet and nearby wineries, breweries, hiking trails, and pick-your-own fruit locations await you. Explore our guidebook for recommendations. Book now for a memorable farm getaway!
Popular amenities for Albemarle County rentals with a pool
House rentals with a pool

Private Estate | Monticello, Vineyards, Pool & Gym

The White Elephant Inn Getaway w/ Pool & Hot Tub!

Charming Country home Spacious Front Porch & Pool

Rivanna Farm Estate South Pickleball I Pool

Heated Pool+Hot Tub, UVA, Winery Weddings, Hikes

Rivanna Farm Stone Cottage/ Pickleball /Pool

Modern Farmhouse w/POOL. Work Retreat.
Other vacation rentals with a pool

Private Apt in Historic C'ville Home (Lane Side)

Affordable Private Lower-Level 2BR Suite

Secluded Mountain Cottage in Virginia Wine Country

Bloomingdale Honeymoon Cabin w/Mountain/Barn Views

Milton Cottage

Beautiful Newly Renovated 2 BR cottage w/pool

Cornerstone Farms

Historic Bloomingdale Farmhouse w/Mountain Views
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- Shenandoah National Park
- Luray Caverns
- Lake Anna State Park
- University of Virginia
- Early Mountain Winery
- Wintergreen Resort
- James Madison University
- Monticello
- Devils Backbone Brewing Co Basecamp
- Glass House Winery
- Blenheim Vineyards
- Virginia Horse Center
- Cardinal Point Winery
- Prince Michel Winery
- Shenandoah River Outfitters
- The Rotunda
- John Paul Jones Arena
- Frontier Culture Museum
- James Monroe's Highland
- Downtown Mall
- Shenandoah Caverns
- Grand Caverns
- White Oak Lavender Farm & The Purple WOLF Vineyard
- IX Art Park





