Holiday rentals with a pool in Fluvanna County

3Bdrm | Hot tub, Firepit, Wineries | 9miles to UVA

Named after nearby Monticello (home of Thomas Jefferson, just 5 minutes away), this spacious 3-bdrm has it all. Seasonal private saltwater pool, 5-person hot tub, fire pit, and stocked fishing pond are all yours during your stay. Imagine staying in beautiful central Virginia right in the heart Wine Region of the Year surrounded by hundreds of vineyards, breweries, & cideries, plus incredible historic sites and popular stops like UVA, and not ever wanting to leave the house! Welcome to Minicello!

18th Century Charming Bungalow #127 Pool & Spa

Escape & unwind from city life on a beautiful historic, 250 acre estate 20 minutes from Charlottesville! Our historic bungalow is perfect for those who want to take a step back in history and enjoy the wonder nature has to offer! Steep stairs access the upstairs bedroom, 2 can sleep downstairs. We are only 20 min away from Jefferson's "Monticello" & from James Madison's " Montpelier". Treat yourself to an onsite certified massage with a wellness therapist.Please book online at Spagreensprings.

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.

Historic, Quaint Bungalow Pool

Escape & unwind from city life on a beautiful historic, 250 acre estate 20 minutes from Charlottesville! Our historic bungalow comfortably fits 2-4 people and is perfect for those who just want to take a step back in history and enjoy the wonder nature has to offer! For outings we are only 20 min away from Jefferson's "Monticello" & 35 min from James Madison’s " Montpelier". This cottage has steep stairs-trundle bed downstairs.Treat yourself to an onsite certified massage wellness therapist.

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.

Barn studios close to Monticello

Decompress after a day of exploring Charlottesville and relax with family or friends in our 2 separate barn studios. Each boasts their own private entrances and separated bedrooms and bathrooms yet in the same building so you can gather over coffee, wine or a fire pit and enjoy the sunsetting or sun rising. We are a 15 minute drive to Charlottesville center yet are situated in a peaceful country setting. The views are peaceful and beautiful. Wineries are close by and so is Monticello.

1700's Summer Kitchen Cottage #147 Pool

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.

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.”

Have fun

Make yourself at home in this bright and spacious 4-bedroom, 2-bathroom family retreat. Enjoy fast Wi-Fi, a fully equipped kitchen, and cozy living spaces for everyone to relax. The private backyard features an above-ground pool and outdoor dining area — perfect for sunny days. Located in a peaceful neighborhood close to parks, shops, and local attractions, it’s ideal for families and groups alike.

Cozy Glamping Tent with Private Sauna and Hot Tub

Welcome to your own romantic getaway in the forest, steps from a private luxury home spa. The spa is attached but separate from our home so ultimate privacy. We also do not use the backyard when we have guests. This is the perfect place for a couple or a small family or group of four.

Milton Cottage

Private country setting with beautiful mountain views just minutes from downtown Charlottesville, Monticello, Ash Lawn, wineries. 60' lap pool, slipper tub, full kitchen and covered porch overlooking the pool and mountains.