
Holiday rentals with a pool in James River
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Top-rated rentals with a pool in James River
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

Fun Lake Getaway with Breathtaking Views
Fantastic getaway on beautiful Smith Mountain Lake! Enjoy stunning views on two sides of this top-floor, corner condo with a wrap-around deck and natural shade. It is perfect for a relaxing break or an adventure! Activities include boating (with guest docks), swimming (indoor and outdoor), pickle ball, working out, and relaxing in the hot tub, steam room or sauna! If you are working remotely, this quiet space includes a desk and high-speed wireless. The individual HVAC unit also has a UV light.

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.

Yurt*POOLpeace*FARM*horses*goats*woods*STARS*Hotub
Come experience living in a round structure filled with amenities-fully equipped kitchen, deep tub, heating and AC, hot tub and in-ground pool. Great for couples, friends, and families. A 10 minute hike gets you into Shenandoah National Park, explore our 58 acres on numerous walking trails, visit Charlottesville, historical sites, caves, or play in rivers. Child friendly- no pets.( PRIVATE hot tub Nov 1- March 1.) Check out Cair Paravel Farmstead on FB/the web to see all we have to offer

Waterfront Cottage Getaway Views/Kayaks/Fire Pit
A timeless cottage on a quiet property on the Rappahannock River with charming rose garden, relaxing pool, and quintessentially Virginia feel. Find us on IG @rosehilllcottagerappahannock! Explore nearby towns of Urbanna, White Stone, and Irvington, or stay close to home to enjoy sweeping views, waterfront adirondack chairs, and kayaks — perfect for a cocktail or coffee, or take a dip in the river or pool. With open living spaces and thoughtful decor, this is your waterfront retreat.

1 bedroom condo, hiking, breweries, wineries
Enjoy the mountains in the spring & summer enjoy hiking or a swim in the heapool! 1BR 1BA centrally located in Wintergreen 5 minute walk to Wintergreen resort Close to many hiking trails Enjoy the many breweries & wineries in the area Mountaintop Market is across the street 1 Bedroom 1 Bath & New queen sleeper sofa Stocked kitchen, cookware, spices & cooking oils Premium coffee & assorted tea Private furnished patio Wood burning fireplace, all you need for a quiet getaway

Keystone Acres Farm *Enclosed Heated Pool*
Keystone Acres is located in Chesterfield, VA at a beautiful 1000 acre horse farm. On property we have roughly 60 horses owned by different tenants. The brick farm house in which you will be staying in overlooks one of our ponds & multiple horse barns. We have many "internal" roads here and hope you enjoy the farm views. Our 5 bedroom house is perfect for families or friends who want to have a getaway to "unplug" and experience the country life and each other's time.

18th Century Cabin Retreat
Come enjoy our 18th century cabin! They don't make them like this anymore. One side built in 1750, the other in 1825. Sit under the giant white oak and enjoy the country air. This is a wonderful retreat to kick back and relax. Enjoy the pool, horseshoes, and fire pit. In the winter months, cozy up by the wood stove or fire place with gas logs. NO PETS!!! Please do not bring your pets. Owners live on site, so if you are in need of anything, please ask!

BrightEyes Alpaca Retreat Farmville ,Virginia
Separate apartment ABOVE detached garage; Modestly equipped kitchen. KING bed, sitting area & electric fireplace. TV in living room. No WiFi. Your HOTSPOT works great here. PET FREE indoor/outdoor. *Pet free/NO pets allowed* , no exceptions. NO smoking (any device/format)on the premises. Max 3/No children under 5. Apartment access is thru INDOOR garage stairs;not recommended for individuals with mobility issues. No entrance by deck (there are no lights).

3 BR Cottage on Mallardee Farm in Williamsburg
Enjoy all the comforts of home during your Williamsburg vacation at Mallardee Farm! Allow us to make our home, your home while you explore all of Williamsburg’s attractions-just a 15 minute drive away! You’ll find that Mallardee Farm will serve as its own attraction with our friendly, rescued farm pets, walking trails through the 57 acre property, complimentary fishing poles, canoe, row boat & kayaks to use on our 7 acre pond. Covid-19 precautions followed.

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!

Historic Rousby Hall, Waterfront, Pool, Beach
Rousby Hall is a stunning 5-star waterfront estate on the Patuxent River, just outside Solomons Island, with sweeping views of where the river meets the Chesapeake Bay. The private 16-acre property is bordered by a conservation area and a 300-foot private beach. Year-round amenities include a pier and an in-ground pool with amazing river views. The estate also hosts weddings and events for up to 100 guests (event fee additional).
Popular amenities for James River rentals with a pool
House rentals with a pool

Wooded Wonderland Miniature Golf Hot tub Pool

Pine Lake Lodge

Top 1% on Mountain w/ 2 King Suites~Ski Shenandoah

Lynchburg Midtown Lofts Garage Conversion

Relax in Urbanna, @ The Blue Tango!

Bear's Mountain Escape

Blue Heron WaterSide

Perfect Getaway!
Condo rentals with a pool

Cozy getaway with heated floors

Ski-In Ski-Out ~ Mtn Views ~ King Suite

Moondance at Bernard’s Landing

Dock Holiday at Bernard's Landing

Tranquility Cove Condo at Smith Mountain Lake

Bernard's Landing Bliss! Breathtaking Views

New Construction! 1 Bed/2 Bath, pet friendly

Renovated Ski in/out, pool/hot tub, slps 6, #1105
Other holiday rentals with a pool

Serenity 1 King Bed/Pool, Moseley, VA

Luxurious Cabin By the Creek! Inground pool! Spa!

Rural, Rustic, Historic Cabin

Mountain View Getaway Yurt

Cheerful 3-bedroom Cottage in lakeside community

Horse farm, serene, secluded, creekside suite

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

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10
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- Kings Dominion
- Carytown
- Pocahontas State Park
- Brown's Island
- Ash Lawn-Highland
- Independence Golf Club
- The Country Club of Virginia - James River
- Kinloch Golf Club
- The Foundry Golf Club
- Libby Hill Park
- Hermitage Country Club
- Hollywood Cemetery
- The Poe Museum
- Science Museum of Virginia
- Spring Creek Golf Club
- Blenheim Vineyards
- Grand Prix Raceway
- Birdwood Golf Course
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