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
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Howardsville hotels with a pool

A rectangular pool with a stone border, surrounded by a patio area with outdoor furniture and umbrellas.
A bathroom with a glass-enclosed shower, a white toilet, and a white sink.
A balcony with a table set for a meal, two chairs, and a scenic view of a vineyard.
A wooden chair in a grassy area with trees and a fence in the background.

1. 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.
$209 nightly
$239 total
Nov 8 - Nov 9
Total with taxes and fees
Woodville Bed and Breakfast
A gazebo in a lush green park with trees and a grassy area.
A room with a fireplace, a bookshelf, a dining table with chairs, and a chandelier.
A neatly made bed with white linens, two bedside lamps, a framed picture on the wall, and a chair with a cushion.
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.

2. 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
Oct 20 - Oct 21
Total with taxes and fees
Maysville Manor Bed & Breakfast
A swimming pool with a stone fire pit, outdoor seating, and a building with a dark exterior and a window.
A two-story house with a swimming pool, outdoor seating, and a fire pit.
A modern kitchen with a dining area, large windows, and a cozy living room with a sofa.
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
$434 nightly
$474 total
Oct 20 - Oct 21
Total with taxes and fees
Secluded Mountain Cottage in Virginia Wine Country
A pool area with a hot tub, lounge chairs, and a seating area with tables and chairs.
A living room with a sofa, armchairs, a coffee table, and a lamp.
A hotel room with two beds, a nightstand with a lamp, and framed pictures on the wall.
A restaurant with multiple tables and chairs, a counter with a coffee machine, and a blue wall with artwork.

4. 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.
$80 nightly
$92 total
Nov 15 - Nov 16
Total with taxes and fees
Sleep Inn & Suites Monticello
A pool area with lounge chairs, a pool, and potted plants.
A compact kitchen with wooden cabinets, a microwave, stove, and a refrigerator.
A hotel room with a large bed, a nightstand with a lamp, a framed picture on the wall, and a view of the city from the window.
A hotel room with a living area, kitchenette, and a large window with curtains.

5. 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.
$91 nightly
$104 total
Nov 17 - Nov 18
Total with taxes and fees
Holiday Inn Charlottesville-Monticello by IHG
A stone fireplace with outdoor seating, a house with a garage, and a lush green landscape.
A bathroom with a bathtub, toilet, and sink.
A living room with a sofa, a wooden coffee table, a TV, and a dining area with chairs and a table.
A living room with a beige sofa, a coffee table with a book and a decorative item, large windows with blinds, and a potted plant.

6. Family Haven with mountain views and game room

Family Haven with mountain views and game room
Nellysford
$431 nightly
$468 total
Oct 20 - Oct 21
Total with taxes and fees
Family Haven with mountain views and game room
A swimming pool with a stone border, surrounded by lounge chairs and a wooden deck.
A staircase with wooden steps and white balusters, leading to an upper floor.
A dormitory room with bunk beds, a small bedside table, a lamp, and a colorful rug.
A rural landscape with a barn, red Adirondack chairs, and a picnic table.

7. Farmhouse getaway for family vacations and friend retreats - heated pool

Farmhouse getaway for family vacations and friend retreats - heated pool
Roseland
$444 nightly
$489 total
Oct 20 - Oct 21
Total with taxes and fees
Farmhouse getaway for family vacations and friend retreats - heated pool
A rectangular swimming pool with a fenced deck area, surrounded by trees and a small building with a Pepsi sign.
A spacious living room with a stone fireplace, a ceiling fan, and a large window.
A series of rustic buildings with a large open area in the foreground, surrounded by greenery and a body of water.
A hallway with wooden flooring, a decorative shelf with various items, a doorway leading to another room, and a small table with a lamp and a pineapple.

8. Stoney Creek Cottage @ Wintergreen w/ EV Charger

Stoney Creek Cottage @ Wintergreen w/ EV Charger
Nellysford
$475 nightly
$533 total
Nov 18 - Nov 19
Total with taxes and fees
Stoney Creek Cottage @ Wintergreen w/ EV Charger
A swimming pool with a wooden deck, surrounded by trees and a wooden fence.
A bathroom with a sink, mirror, and shower curtain.
A staircase with a wooden handrail and a carpeted landing.
A blue sofa with three pillows, a patterned rug, a wooden coffee table with a remote control, and a bear-themed picture on the wall.

9. Three Little Bears: Walk to Ski & Swim

Three Little Bears: Walk to Ski & Swim
Wintergreen Resort
$317 nightly
$356 total
Oct 20 - Oct 21
Total with taxes and fees
Three Little Bears: Walk to Ski & Swim
An aerial view of a rectangular swimming pool surrounded by a wooden deck with lounge chairs.
A dining area with a table and chairs, a fireplace, and a view of the outdoors.
A living room with a flat-screen TV, a sofa, a dining table, and a kitchen area with wooden cabinets and a microwave.
A two-story wooden cabin with a wooden deck and a small porch.

10. Walk to Market/Private community outdoor pool!

Walk to Market/Private community outdoor pool!
Wintergreen Resort
$225 nightly
$253 total
Oct 20 - Oct 21
Total with taxes and fees
Walk to Market/Private community outdoor pool!
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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

Frequently asked questions

What are some accommodations with pools in Howardsville?
Holiday Inn Charlottesville-Monticello by IHG: Hotel located near University of Virginia. Features complimentary wired internet access, an outdoor pool, and free self parking. Sleep Inn & Suites Monticello: Hotel located near University of Virginia. Offers complimentary wired internet access, an indoor pool, and free self parking. The Crossroads Inn: Offers a snack bar/deli, an outdoor pool, and free self parking. Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table: Offers complimentary wireless internet access, a pool, and kitchens. Afton Mountain Inn: Provides complimentary wireless internet access, a 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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