A river with a bridge and a small island.

Find Hotels with a Pool in Howardsville, VA

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Check availability on Howardsville Hotels with a Pool

Tonight
Sep 3 - Sep 4
Tomorrow
Sep 4 - Sep 5
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Howardsville hotels with a pool

A gazebo in a lush green park with trees and a grassy area.
A dining room with a table set for six, surrounded by wooden chairs. A chandelier hangs from the ceiling, and a mirror is mounted on the wall.
A neatly made bed with white linens, two bedside lamps, a framed picture on the wall, and a chair with a cushion.
A neatly arranged bedroom with a large bed, two bedside tables with lamps, a dresser, and a window with curtains.

1. Maysville Manor Bed & Breakfast

Maysville Manor Bed & Breakfast
Buckingham
  • Refreshing dip in a historic Kentucky manor's seasonal pool with complimentary breakfast.
$125 nightly
$134 total
Sep 4 - Sep 5
Total with taxes and fees
Maysville Manor Bed & Breakfast
A rectangular pool with a stone border, surrounded by a patio area with outdoor furniture and umbrellas.
A wooden chair in a grassy area with trees and a fence in the background.
A spacious living room with a large bookshelf, a sofa, armchairs, and a coffee table.
A bathroom with a glass-enclosed shower, a white toilet, and a white sink.

2. Woodville Bed and Breakfast

Woodville Bed and Breakfast
Esmont
  • Seasonal mountain escape with a refreshing outdoor pool, bespoke wine experiences, and farm-fresh breakfasts served poolside.
$245 nightly
$280 total
Sep 22 - Sep 23
Total with taxes and fees
Woodville Bed and Breakfast
A swimming pool with a stone fire pit, outdoor seating, and a building with a dark exterior and a window.
A modern kitchen with a dining area, large windows, and a cozy living room with a sofa.
A two-story house with a large front porch, a swimming pool, and a covered outdoor seating area.
A modern kitchen with teal cabinetry, a dining table, and a white sofa with patterned cushions.

3. Secluded Mountain Cottage in Virginia Wine Country

Secluded Mountain Cottage in Virginia Wine Country
Faber
$422 nightly
$466 total
Sep 17 - Sep 18
Total with taxes and fees
Secluded Mountain Cottage in Virginia Wine Country
A hotel pool area with a clear pool, lounge chairs, and a building with multiple windows.
A hotel with a covered entrance, large windows, and a brick facade.
A hotel lobby with a reception desk, seating area, and a green-lit ceiling.
A conference room with a long table and chairs, large windows, and hanging pendant lights.

4. Holiday Inn Charlottesville-Monticello by IHG

Holiday Inn Charlottesville-Monticello by IHG
Charlottesville
  • Sparkling blue oasis beckons with sun-soaked pool days in the heart of Charlottesville.
$85 nightly
$97 total
Sep 13 - Sep 14
Total with taxes and fees
Holiday Inn Charlottesville-Monticello by IHG
A pool area with a hot tub, lounge chairs, and a seating area with tables and chairs.
A hotel room with two beds, a bedside table with a lamp, and a telephone.
A gym with cardio machines, a bench, and a mirrored wall.
A buffet setup with various food items and kitchen appliances.

5. Sleep Inn & Suites Monticello

Sleep Inn & Suites Monticello
Fry's Spring
  • Unwind in the refreshing indoor pool and soothing hot tub at this Charlottesville retreat.
$78 nightly
$90 total
Sep 27 - Sep 28
Total with taxes and fees
Sleep Inn & Suites Monticello
A swimming pool with lounge chairs and a covered area, surrounded by trees.
A row of wooden cabins with large windows, surrounded by a grassy area and a wooden fence.
A hallway with wooden flooring, a white door, and a rustic wooden shelf with various items.
A spacious living room with a stone fireplace, a ceiling fan, and a large TV mounted on the wall.

6. Stoney Creek Cottage Wintergreen w EV Charger

Stoney Creek Cottage Wintergreen w EV Charger
Nellysford
  • Soak in the serene moments at this charming cottage along the VA 151 Wine Trail with a refreshing communal pool to enjoy.
$429 nightly
$481 total
Sep 8 - Sep 9
Total with taxes and fees
Stoney Creek Cottage Wintergreen w EV Charger
A living room with a fireplace, a sofa with cushions, a coffee table, and a TV mounted above the fireplace.
A compact kitchen with white cabinets, a black countertop, and two wooden chairs.
A bedroom with a white bed, two bedside tables with lamps, a grey sofa, and a wall-mounted TV.
A cabin with a sloped roof, wooden exterior, and a stack of firewood in front.

7. Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
  • Secluded swimming in private fenced pool at modern mountain condo, steps from Wintergreen Resort slopes.
$156 nightly
$175 total
Sep 9 - Sep 10
Total with taxes and fees
Where the Trail Ends
A rectangular swimming pool with a wooden deck and lounge chairs on one side.
A distillery with two large cylindrical silos, a building with a sign reading "Great Whiskey Starts as a Journey," and a grassy area with rocks and shrubs.
A grassy outdoor area with several blue Adirondack chairs and a swing set.
A rectangular swimming pool with a wooden deck, lounge chairs, and a small shed in a backyard setting.

8. Ideal for family summer vacations or a few couples wine weekend/mountain getaway

Ideal for family summer vacations or a few couples wine weekend/mountain getaway
Lovingston
  • Unwind in the mountains with a private heated pool, hot tub, and game room for the ultimate family-friendly escape.
$582 nightly
$642 total
Sep 14 - Sep 15
Total with taxes and fees
Ideal for family summer vacations or a few couples wine weekend/mountain getaway
A covered deck with wicker furniture, a black ottoman, and a sliding glass door leading to a forested area.
A living room with a fireplace, a dining area with a table and chairs, a kitchen with cabinets and a refrigerator, and a clock on the wall.
A bedroom with a bed, two bedside tables with lamps, a wall-mounted shelf with decorative items, and a window with blinds.
A living room with two grey sofas, a wooden coffee table, a small wooden side table, and a floor lamp.

9. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
$238 nightly
$267 total
Sep 8 - Sep 9
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants
A swimming pool with lounge chairs and umbrellas, surrounded by trees.
A garden with a variety of flowers and trees at dusk.
A golf course with a sand bunker and a mountain backdrop.
A living room with a fireplace, a television mounted above it, a bookshelf, and a chair with a patterned cushion.

10. New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
  • Mountain hideaway offers relaxation with sparkling pool and nearby hiking trails to explore.
$219 nightly
$246 total
Sep 6 - Sep 7
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
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Choose what matters most at hotels with a pool in Howardsville

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Howardsville Hotel Reviews

Holiday Inn Charlottesville-Monticello by IHG

Holiday Inn Charlottesville-Monticello by IHG

10/10 Excellent
"Liked having shower unit vs slippery tub to step into. Appreciated fresh towels daily. Housekeeping was very accommodating to any of our requests for additional supplies."
Maureen 2-night trip
Posted 20 hours ago
Holiday Inn Charlottesville-Monticello by IHG
Sleep Inn & Suites Monticello

Sleep Inn & Suites Monticello

10/10 Excellent
"Clean room"
Dennis 1-night trip
Posted 4 days ago
Sleep Inn & Suites Monticello

Frequently asked questions

What are some accommodations with pools in Howardsville?
The Whispering Creek House. Peaceful Retreat Near Charlottesville: Hotel located near University of Virginia. Offers complimentary wired internet access, an outdoor pool, and free self parking. Holiday Inn Charlottesville-Monticello by IHG: Hotel located near University of Virginia. Provides complimentary wired internet access, an indoor pool, and free self parking. Sleep Inn & Suites Monticello: Offers complimentary wireless internet access, a pool, and kitchens. The Crossroads Inn: Features a snack bar/deli, an outdoor pool, and free self parking. Berry Hill Lake - Private Luxury Family Resort w/ Pool & Hot Tub - Pet Friendly: Cabin, 1-minute walk from Wintergreen Resort. Features complimentary wireless internet access, a communal pool, and kitchens.
What is there to see and do in Howardsville?
The picturesque setting of James River showcases the area's natural beauty. Discover sights such as Walton's Mountain Museum, James River State Park, and Oak Ridge Estate during your stay.
When is the best time to book a hotel with a pool in Howardsville?
You may want to consider an accommodation that has an outdoor pool if you will be visiting Howardsville in the hottest months of July, August, or June when the average temp is 74°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temperature is 40°F.

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