
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.

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.

Yurt fireplace*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 20- March 1.) Check out Cair Paravel Farmstead on FB/the web to see all we have to offer.

1 bedroom condo, walk to the slopes !
Cozy 1BR Wintergreen condo ⛷️❄️ 5-minute walk to the ski slopes, resort village, and mountain-too market, with snow tubing only minutes away. Enjoy a fully stocked kitchen, premium coffee and teas, cooking oils and spices. Relax by the wood burning fire and enjoy a smart TV, fast WiFi and games. Comfortable queen bed in the bedroom plus new queen sleeper sofa in the living room. Private furnished patio with peaceful wooded views and close access to the village for après-ski.

Blue Ridge Bliss - For family & friends to enjoy!
Welcome to Blue Ridge Bliss! Come enjoy the mesmerizing mountain top views of this well-appointed condo in The Ledges of Wintergreen Resort. It’s the perfect place to unwind, unplug and recharge. Whether here to ski, hike, or visit Virginia wineries, cideries, or craft breweries you’re sure to enjoy the beautiful views from the living room and deck. A short walk to The Highlands lift and across the street from Fire & Frost eatery and the Wintergreen Spa, this is an ideal location.

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.

Cliffs Edge- A Contemporary Mountain Home
An open floor plan with high ceilings and large skylights, this amazingly engineered home will stun you with its incredible mountain views! This spacious home, with its cantilevered decks, makes this perfect for any family. The large upstairs loft, adjacent to the upstairs bedrooms, offers movies, games, puzzles, and comfortable seating. Wi-Fi, Netflix, and Samsung Smart hub give plenty of entertainment options. The spacious living area and dining room have abundant seating for all.

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.

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.

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.

Mountain View Condo at Wintergreen, Fireplace
Breathe in the crisp mountain air, cozy up by the fireplace, and soak in sweeping views of the Blue Ridge Mountains. This clean, comfortable 2-bedroom condo at Wintergreen Resort features two king beds, two full bathrooms, and a sleeper sofa—perfect for up to 6 guests. Enjoy panoramic windows overlooking the mountains,, a fully stocked kitchen, in-unit washer/dryer, central heat/AC, and free parking. The shuttle to the ski lodge is just steps away!

Peaceful Haven: nature & charming town
Do you want to get away from it all, change your surroundings and recharge yourself mentally and physically? Welcome to Peaceful Haven. Shops and restaurants of the lovely historic Village of Irvington are only a couple of minutes away. Hike just outside your door or in nearby parks, ride bikes around the meadows or to town, hang outside and listen to the birds, or just sink into the comfy couch to enjoy a movie on our large TV screen.
Popular amenities for James River rentals with a pool
House rentals with a pool

Wooded Wonderland Miniature Golf Hot tub Pool

Fireside Ski Retreat w/ 2 King Suites

HUGE Mountain Lodge! Hot Tub, Fire Pit, Game Room!

Blue Heron WaterSide

Bear's Mountain Escape

Beach Please! River cottage w/private beach & dock

Perfect Getaway!

Hottub Ski InOut Renovated Chalet Lower Tyro Slope
Condo rentals with a pool

The Modern Mountain Condo

Cozy getaway with heated floors

Moondance at Bernard’s Landing

New Construction! 1 Bed/2 Bath, pet friendly

Bernard's Landing Bliss! Breathtaking Views

Tips Up: Cozy Slopeside Retreat w/ Fireplace

Ski-in/Ski-out Wintergreen Highlands Condo -Views!

Cozy, clean, quiet mountain condo- King bed
Other holiday rentals with a pool

Serenity 1 King Bed/Pool, Moseley, VA

Luxurious Cabin By the Creek! Inground pool! Spa!

Country Living Guest House (Upstairs/Downstairs)

Cheerful 3-bedroom Cottage in lakeside community

Hot Tub, Heated Pool 180-Mt View Retreat

Secluded Historic Cottage with Inground Pool

Overlook 180 degree views w/Peloton!

Lake Anna Luxury Lakefront, Beach, Pool & Hot Tub
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- Rentals with a kayak James River
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- Rentals with pools Virginia
- Rentals with pools United States
- Carytown
- Kings Dominion
- Pocahontas State Park
- Brown's Island
- James Monroe's Highland
- Independence Golf Club
- Libby Hill Park
- The Foundry Golf Club
- The Poe Museum
- Kinloch Golf Club
- Science Museum of Virginia
- Hollywood Cemetery
- Blenheim Vineyards
- Spring Creek Golf Club
- Grand Prix Raceway
- Birdwood Golf Course
- Monticello
- Things to do James River
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