Holiday rentals with a pool in Fluvanna County

4.94 out of 5 average rating, 145 reviews

Home in Afton

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.

4.97 out of 5 average rating, 105 reviews

Flat in Charlottesville

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.

Farm stay in Charlottesville

4.9 out of 5 average rating, 155 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 suite in Charlottesville

4.72 out of 5 average rating, 86 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 house in Charlottesville

5 out of 5 average rating, 124 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 house in Gordonsville

4.91 out of 5 average rating, 182 reviews

La Petite Maison at Hedgeapple Hollow

La Petite Maison (our guest house) is the perfect place to simply get away from the hustle and bustle and relax! Sit in the private screen porch and watch the sun melt into the mountains. Deer, hummingbirds, bluebirds, and the occasional turkey like to hang out on the 8 acres of the property, perfect for any wildlife lover. Enjoy the fenced in common area featuring a seasonal in-ground pool. Conveniently situated near award-winning wineries, Montpelier, and historic downtown Gordonsville.

4.99 out of 5 average rating, 103 reviews

Barn in Louisa

Unique OASIS - Silo Barn - Swim Pond- 5 Miles Trai

4 unique rentals available (click our profile)! Unwind at this Central VA Country Paradise! Stay in a converted Barn & Silo w/ private natural swim pond and waterfall tucked into the woods on 140 Acres! Your own Oasis awaits, step out on your porch for coffee/drinks with the farm animals. Take a hike around the Lake on the 5+ miles of trails before cooling off in the pond while you gaze up at the stars. Sheep, Dwarf Fainting goats(next to silo 10' away), Chickens, Ducks, Bunnies, & Turkeys.

4.96 out of 5 average rating, 143 reviews

Tiny home in Crozet

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*

4.99 out of 5 average rating, 118 reviews

Flat in Palmyra

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.

4.93 out of 5 average rating, 44 reviews

Guest house in Keswick

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!

Farm stay in Barboursville

4.98 out of 5 average rating, 220 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!

4.79 out of 5 average rating, 112 reviews

Home in Schuyler

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

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House rentals with a pool

4.75 out of 5 average rating, 20 reviews

Home in Ruckersville

Kismet Cottage | Cville Home with Pool & Mtn Views

LindsayRating, 5 stars24 months ago

We loved using the pool and the patio/grill area. The view and the landscaping are beautiful. The owner was helpful and responsive; she supplied firewood and charcoal. Plenty of dining space both indoors and out. Good A/C.

4.93 out of 5 average rating, 218 reviews

Home in Charlottesville

Pine Lake Lodge

ShannonRating, 5 stars1 month ago

We had a PERFECT stay at Pine Lake Lodge for UVA graduation weekend and cannot say enough great things about this lovely country retreat! Pati is a fantastic, friendly host and has decorated the lodge so charmingly that we felt instantly right at home! Like other reviewers, we found both the lodge and property to be much nicer and more spacious than the photos, which was a lovely surprise! We were also thrilled to find it was just over 20 minutes from UVA, and yet a world away from the crowds in town for graduation! The pool was such a delight to return to after several hot hours in town! And the nights cooled down enough to enjoy the lovely outdoor fireplace, as well, which was kindly stacked with firewood and ready to use! From start to finish our stay at Pine Lake Lodge and its host, Pati, exceeded our expectations in every way, and we can’t wait to visit again!

4.88 out of 5 average rating, 33 reviews

Home in Mineral

Blue House and a Pool

SuzyRating, 5 stars1 week ago

This house is a gem! It’s our second time staying here and my family loves it! We have two adult daughters, a son-in-law and two granddaughters, we love the pool, pool house with pool table and the screened in porch! All of us have our own levels of bedrooms and bathrooms. The place is clean, has the little touches of home and Lois is a dream to work with. It’s on the pricier side but you get what you pay for! We hope to return next summer! I hate writing such a good review because it will only be harder to book in the future!

5 out of 5 average rating, 15 reviews

Home in Mineral

Family-Friendly Retreat w/Pool Tennis Beach Access

GracielaRating, 5 stars3 days ago

We had a fantastic stay! The home was spotless, comfortable, and had everything I needed. The host was super friendly and very responsive, making check-in easy and stress-free. I really appreciated the thoughtful touches like example: coffee, extra towels, maps and local recommendations ect. I would absolutely stay here again – highly recommend!

Home in Charlottesville

5 out of 5 average rating, 3 reviews

The Farmhouse at Bailey's Retreat

MatthewRating, 5 stars3 days ago

We had such a nice and peaceful weekend staying at Bailey’s Retreat. Highly recommend the farmhouse! You get a ton of space and the beds were so comfortable. The grounds are equally awesome with a pool, fireplace, and a viewing area for the sunset. I also recommend booking a wine tour with William! He picks you up from your rental and takes you around to some amazing wineries in the area. We will definitely make this a regular spot for a vacation out of the city!!

4.94 out of 5 average rating, 34 reviews

Home in Ruckersville

The Franklin Estate - Suite D-Private Apt-King Bed

DeborahRating, 5 stars3 weeks ago

Angela is a fabulous host, always responsive and helpful. I’d definitely recommend a stay at The Franklin Estate to anyone coming to the Ruckersville area. The spaces are clean and cute and the pool being right outside the door is a big bonus.

4.83 out of 5 average rating, 18 reviews

Home in Crozet

Sunset Farm- Pool, Wow Views, near UVA & Wineries

GenevieveRating, 5 stars2 weeks ago

I stayed at Sarah’s place with a small group of my best girlfriends. She went above and beyond to make our stay comfortable, fun, and memorable. Her home is expertly curated to ensure a relaxing and highly enjoyable stay. And her hospitality was deeply appreciated by all! Thank you, Sarah!

5 out of 5 average rating, 38 reviews

Home in Mineral

NEW 4BR Lake Anna with Pool, Beach, Patio, Hot Tub

TanyaRating, 5 stars4 days ago

This house was beautiful, modern, and cozy at the same time. My family and I had a wonderful time! We are definitely planning on staying here again. Daniel was also a great host - we had no problems and he always answered our questions quickly! Thank you Daniel 😊

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Apartment rentals with a pool

Apartment in Gordonsville

4.75 out of 5 average rating, 4 reviews

Shenandoah Crossing 2 Bedroom Cabin

ChrisRating, 5 stars44 months ago

The cabin was wonderful! Very clean, lots of space, and great location. We can't wait to go back and enjoy everything the resort has to offer. Would definitely stay here again!

Apartment in Gordonsville

Shenandoah Crossing 2 bed 1 bath Yurt Christmas!

AprilRating, 5 stars47 months ago

Great stay. Beautiful location. Many activities. The 2 bedroom Yurt was gorgeous and came with everything we needed. You need to keep in mind that this is not a cabin and walls are thin. Be aware of your noise level after dark! Would definitely recommend this unique stay. I'll be coming again!