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, 146 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.

Top guest favorite

Guesthouse in Afton

4.99 out of 5 average rating, 264 reviews

Mountain Cottage, Pool , Views, 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

Top guest favorite

Apartment in Charlottesville

4.97 out of 5 average rating, 109 reviews

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.

Superhost

Farm stay in Charlottesville

4.91 out of 5 average rating, 159 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.

Guest favorite

Cabin in Somerset

4.89 out of 5 average rating, 38 reviews

Bloomingdale Honeymoon Cabin w/Mountain/Barn Views

Relax in the rustic cabin retreat set on the hill crest of our 14 acre farm. With mountain views and vintage vibes, it's the perfect getaway for those who want to unplug, or need a change of scenery while working remote! We are near some of the top wineries in VA. There are plenty of options for hiking, antiquing, sightseeing and eating in all directions: 5 min. from the Market at Grelen and Montpelier; minutes to Orange and Gordonsville; 30 min. to Charlottesville & Shenandoah. Come and see!

Top guest favorite

Guesthouse in Charlottesville

5 out of 5 average rating, 125 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.

Top guest favorite

Tiny home in Crozet

4.96 out of 5 average rating, 144 reviews

CBD Hemp House Cottage

The Cottage is a warm, cozy, intimate tiny house space ideal for 1-2 peeps. Features full bed, smart tv, Wifi, AC/ Heat, & full rustic bth rm w/ tub, toilet, farm sink, hot/ cold h2o. Offering a unique experience, local "surprise" treats for guests & canna offerings (never a must, always avail.) Outdoor kitchen space is combined w/ an eatery bar, patio, fire pit, grill, smoker & pizza oven. We are nestled in the Blue Ridge just west of C’ville, VA @ the foot of Shen Nt'l Park. *NO animals*

Top guest favorite

Apartment in Palmyra

4.99 out of 5 average rating, 121 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

4.93 out of 5 average rating, 46 reviews

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!

Guest favorite

Farm stay in Keene

4.98 out of 5 average rating, 83 reviews

The Red Cabin at Estouteville Farm

History with a twist around every corner while staying at Estouteville's private cabin on our working farm. Escape from emails and worry to explore the property's art, agriculture, private ponds, vista views of the Blue Ridge or cozy up the wood fireplace with a soothing drink. With a short drive, visit the Charlottesville area's top wineries, breweries, cideries, farms, and much more. Only 10 minutes from Monticello and 20 min from UVA. *Private tours available by request*

Top guest favorite

Apartment in Charlottesville

5 out of 5 average rating, 20 reviews

Suite August- Charlottesville

Keep it simple at this peaceful and centrally located 1 bedroom apartment within walking distance to the Shops at Stonefield (theatre, restaurants, grocery, shopping and more). Short drive to both the University of Virginia and Martha Jefferson Hospitals and parks. Fully furnished and with all the necessities. Amenity- rich with on-site, free parking, pool, weight room and tennis courts. This is NOT student housing, and NO PETS are permitted due to HOA guidelines.

Top guest favorite

Farm stay in Barboursville

4.97 out of 5 average rating, 227 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!