
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.

Luxurious Cabin By the Creek! Inground pool! Spa!
Rest&Relax with the whole family at this peaceful place to stay while sitting beside the stream. Recently Renovated! Close to many hiking and mountain biking trails. If you love nature, or enjoy time by the water there are many lakes near by. 25 minutes from Harrisonburg and JMU. Close to natural chimney campground. 20 minutes from the West Virginia line. Also has a covered deck with a outdoor bar and a TV. Hot tub conveniently located right off from the bar and deck. Pool open Mar.13-Sep.30!

Tumnus MTN Cabin *POOL*pvt HOT tub *SNP*FarmTours
Recharge Now! Soak in nature, pool, and private spa- lounge in the spacious screened in porch, take a walk in the woods, eat farm fresh food. 10 minute hike to Shenandoah National Park Back Country. Full kitchen. Explore our 58 acres on our private trails. It's easy to visit historical sites such as Monticello or Caverns. Enjoy the Bullfrog hot tub or the seasonal* pool (* Memorial Day-Labor Day) outdoor. Private & self contained. Click on "See more" or visit Cair Paravel Farmstead for more.

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.

One Of A Kind Home in VA Wine Country on 50 acres
Welcome to Lumusa Lodge. Leave your cares behind as you turn onto the windy road that leads you to this beautiful 50-acre retreat. We are proud to share our home and hope your time here is rejuvenating. Designed/built by a Hollywood actor and situated in wine country, this home is an hour from Dulles, 45 minutes from Charlottesville & 15 minutes from Culpeper. We have an adjacent farmhouse if you need additional space. Great venue for weddings, bachelorettes, and other special events.

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.

Mountain View Getaway Yurt
Come enjoy country living in beautiful western Albemarle county. Our yurt is on a 13 acre property on a quiet country road. (My husband and I also have our home about 200 ft away from yurt). The yurt features a relaxing outdoor claw foot tub/shower with beautiful country views. The private bathroom is situated on the deck of the yurt. The pool is a shared space directly behind our home. The wooded part of the property is private with a beautiful walking trail for you to enjoy.

Summer Escape - Dock, Pool, Firepits, & Kayaks
A waterfront summer retreat tucked into 10 secluded wooded acres above Bland Creek, perfect for long days and relaxed evenings - Screened porch with water views and cool creek breezes - A Pool is available for rent for private use (open Memorial Day–Labor Day) - Dock, kayaks, fishing, firepits, and direct water access -Outdooring dining options and family-friendly - Immaculately clean and thoughtfully stocked for a seamless stay - Just 15 minutes from downtown Gloucester

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.

Tranquil Estate, Cottage, Vineyards and C'ville
Guests consistently say the sunsets alone are worth the stay! We've had anniversary trips, proposals, creative retreats, and gal pal gatherings looking for fun. This area boasts award winning vineyards, gardens and history buffs enjoy Monticello and Montpelier. Our peaceful cottage offers the perfect space for couples, creatives, and anyone craving beauty just 10 minutes from downtown C'ville. *Read "Your Property." Pool is available most summer stays. Thank you!

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!

Historic Rousby Hall, Waterfront, Pool, Beach
Rousby Hall is a stunning 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 is additional).

Panoramic Sunsets Mountain Views Pool $99 Midweek
SUMMER SPECIAL! Stay 2 nights and get your 3rd night for just $99 when you check in Sunday–Wednesday (select stays, next 60 days). Escape the summer heat and enjoy cooler mountain temperatures, central A/C, a heated outdoor pool, breathtaking sunset views, and two king suites with private en-suite bathrooms. Summer dates are filling fast—book now and experience one of Wintergreen's most sought-after mountain-view condos.
Popular amenities for James River rentals with a pool
House rentals with a pool

Wooded Wonderland Miniature Golf Hot tub Pool

Massanutten Mountain Retreat

Secluded Lakefront | Private Pool | Dock | Hot Tub

Blue Heron WaterSide

The Rosé Retreat: Pool-Screened Porch-RELAX

*Brand New | Modern Farmhouse | Lux 4 BR | Near DC

Magical wooded cottage pool +priv hottub walk2town

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

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

8/15-8/19 AVAIL BernardsLanding BEST 2B-NEXT2Pool

Panoramic Peak: Wintergreen Condo with Views

Dock Holiday at Bernard's Landing

Bernard's Landing Bliss! Breathtaking Views

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

Cozy Comfort with a View - Wintergreen Resort

Fun Lake Getaway with Breathtaking Views
Other holiday rentals with a pool

Farm Studio with Blue Ridge views 15 mins from SNP

Beaver Pond Farm - Near Charlottesville

BrightEyes Alpaca Retreat Farmville ,Virginia

Blue Ridge Bliss - For family & friends to enjoy!

Private and Quiet Pool House Convenient Location

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10

Rosses Chance Guest House

The Cozy Cottage At Grateful Meadows
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- Kings Dominion
- Pocahontas State Park
- University of Virginia
- Monticello
- Greater Richmond Convention Center
- Blenheim Vineyards
- Brown's Island
- The Rotunda
- Libby Hill Park
- Forest Hill Park
- The Poe Museum
- Downtown Mall
- The National
- James Monroe's Highland
- Virginia Holocaust Museum
- John Paul Jones Arena
- IX Art Park
- Altria Theater
- James River State Park
- Science Museum of Virginia
- Appomattox Court House National Historical Park
- Hollywood Cemetery
- Children's Museum of Richmond
- American Civil War Museum
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