
Find Hotels with a Pool in Howardsville, VA
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Check availability on Howardsville Hotels with a Pool
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Sep 3 - Sep 4Tomorrow
Sep 4 - Sep 5This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Our top choices for Howardsville hotels with a pool




1. Maysville Manor Bed & Breakfast
Maysville Manor Bed & BreakfastBuckingham
- 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




2. Woodville Bed and Breakfast
Woodville Bed and BreakfastEsmont
- 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




3. Secluded Mountain Cottage in Virginia Wine Country
Secluded Mountain Cottage in Virginia Wine CountryFaber
$422 nightly
$466 total
Sep 17 - Sep 18
Total with taxes and fees




4. Holiday Inn Charlottesville-Monticello by IHG
Holiday Inn Charlottesville-Monticello by IHGCharlottesville
- 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




5. Sleep Inn & Suites Monticello
Sleep Inn & Suites MonticelloFry'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




6. Stoney Creek Cottage Wintergreen w EV Charger
Stoney Creek Cottage Wintergreen w EV ChargerNellysford
- 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




7. Where the Trail Ends
Where the Trail EndsWintergreen 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




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 getawayLovingston
- 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
View all properties
Top Howardsville Hotel Reviews
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."
Sleep Inn & Suites Monticello
10/10 Excellent
"Clean room"
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