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

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Guest favorite

Home in Afton

4.94 out of 5 average rating, 141 reviews

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.

Guest favorite

Guesthouse in Afton

5 out of 5 average rating, 245 reviews

Mountain Cottage, Heart of 151 Wine / Brew Trail

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

Superhost

Farm stay in Charlottesville

4.9 out of 5 average rating, 142 reviews

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.

Superhost

Guest suite in Charlottesville

4.71 out of 5 average rating, 73 reviews

2BR Guest Suite, Close to Everything

We are empty nesting, professional parents of 4 kids - all of whom are off to college or in their careers. My husband and I live upstairs. Our home is in a very nice, quiet neighborhood that is close to everything. 3 miles to the Down Town mall, 3.5 to John Paul Jones arena, 3.5 to UVA, 6.2 to CHO Airport and many more popular destinations. We added insulation between the floors and closed off the stairs while adding a w/d for each unit so there is no longer shared indoor spaces or amenities.

Guest favorite

Guesthouse in Charlottesville

5 out of 5 average rating, 119 reviews

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.

Guest favorite

Rental unit in Charlottesville

4.96 out of 5 average rating, 76 reviews

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

Looking for a place in C'ville close to everything? Look no further. This newly furnished apartment, which comes with high speed internet, a Smart TV, and access to a swimming pool, is just a short walk away to the Historic Downtown Mall. It is a short 5 minute drive to the UVA hospital/campus, and is within reasonable driving distance to the area's many wineries and breweries. Nestled in the heart of the city, and attached to a historic C'ville home, this apt is an excellent place to stay.

Guest favorite

Rental unit in Palmyra

4.99 out of 5 average rating, 110 reviews

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.

Guest favorite

Guesthouse in Keswick

4.91 out of 5 average rating, 64 reviews

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!

Guest favorite

Guesthouse in Troy

4.99 out of 5 average rating, 157 reviews

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. Take a walk on miles of trails that are adjacent to the property. 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 the horses for cocktails. Feel like staying in - SmartTVs and Gig-speed Internet await. Easy checkout. No cleaning fee.

Guest favorite

Farm stay in Keene

4.92 out of 5 average rating, 51 reviews

Art Inspired Cottage at Estouteville Farm

If Thomas Jefferson went to Burning Man and hung out with Tim Burton a little too long, add in some rustic southern charm and that's what you get at Estouteville. This 220-acre farm is located 15 min from Monticello and 20 minutes from Charlottesville and UVA. It is a farm filled with art and sculptures, an endless variety of relaxing and creative spaces including luscious flower gardens, a treehouse, two large ponds, and pathways of endless sunset views of the Blue Ridge Mountains.

Guest favorite

Farm stay in Barboursville

4.98 out of 5 average rating, 204 reviews

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!

Guest favorite

Home in Charlottesville

4.95 out of 5 average rating, 114 reviews

Ivy Retreat | Heated Saltwater Pool & Hot Tub

Welcome to your ultimate getaway: Ivy Springs Retreat. Situated on a stunning 15 acre property, the expansive grounds feature multiple exterior entertaining spots, a private lake, heated saltwater pool and hot tub. The interior boasts 5 bedrooms, 6.5 baths, a 22-person dining room, a newly completed game room, an elevator for easy second floor access, and plenty of spaces to entertain, both indoor and outdoors.