
Holiday 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.

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)

Hidden Gem near town and Monticello with a pool
We call this our hidden gem because it's not too far from town, wineries, UVA, Monticello and more that Charlottesville has to offer, but yet it's far enough away from the hustle and bustle. The renowned Clifton Inn, a popular destination wedding venue is less that 1/4 mile away. Thomas Jefferson's Monticello is a 7 minute drive. The campus of UVA is a 15 minute drive. We call this our studio loft because it has the feel of a mountain cabin. The views are gorgeous and the setting is peaceful.

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.

Elegant Keswick guest house with luxurious 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!

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.

Suite August- Charlottesville
Relax in this peaceful, centrally located 1-bedroom apartment, just a short walk to the Shops at Stonefield—home to restaurants, a movie theater, grocery stores, and shopping. Just minutes from UVA, and John Paul Jones Arena. Fully furnished and stocked with all essentials for a comfortable stay. Enjoy free on-site parking. **Please note:** This is not student housing, and **no pets** are allowed per HOA rules. Must be able to climb stairs as it is up 2 and a half flights.

Large Modern House with Spa, 15 mins to Cville
Enjoy our modern and spacious 4 bedroom 2 1/2 bath comfortable home suited for large family gathering or group of friends. Located in a peaceful setting yet convenient to Rt 29 & Rt 33. Enjoy a relaxing spa, swimming pool in summer, pond and fire pit for s’mores! HIGH-SPEED INTERNET Our home is located 17 miles to UVA, 10 miles to Shendendoah Nat'l Park & a short drive to wineries. Charlottesville-Albemarle Airport is only a 13 minute drive.

Peaceful Cottage
Wineries, Cideries and Breweries close by. Convenient to Nellysford, Wintergreen and all Charlottesville has to offfer - 3mi Walton’s homestead. Sightseeing, Beer and Wine trail, and Historical Landmarks Very close to the James River Runners tubing and canoeing activities. Old town of Scottsvilles is 9miles away and there is River Rafting company and plently of local eating and a brewery.Pet friendly & fee Type of pet &size requested

Walk Downtown and to UVA
🏳️🌈 ALL ARE WELCOME 🏳️🌈 Please note: the Pool House is for 1-2 adult guests only. The pool is for guests only and is a shared space with the owners and their family. Great space in a great location- close to everything! Neighborhood restaurants, coffee shops, and breweries. Only 1/2 mile to the Downtown mall, UVA, and Main Street. Private space with a kitchen, full bath, and queen bed.
Popular amenities for Albemarle County rentals with a pool
House rentals with a pool

Elegant Retreat Near Vineyards | Pool & Gym

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

4BR Farmhouse Pool+Hot Tub, UVA, Quiet

Rivanna Farm Stone Cottage/ Pickleball /Pool

Heated Pool+Hot Tub | 2BR Mt View Farm Retreat

39-Acre Retreat: Mtn Vistas, River, Pool & Trails

New! Secluded Farmhouse 14ppl

UVA Graduation Retreat w/ Pool Near C’ville
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Ridge Cabin in Blueridge Mountains

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





