A mountainous landscape with autumn foliage.

Find Hotels with a Pool in Lovingston, VA

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Lovingston Hotels with a Pool

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Lovingston hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by trees.
A wooden signpost with directions for activities such as hiking, swinging, swimming, and hide-and-seek.
A dormitory room with bunk beds, a small bedside table, a lamp, and a colorful rug.
A modern kitchen with wooden cabinets, stainless steel appliances, and a built-in oven.

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

Farmhouse getaway for family vacations and friend retreats - heated pool
Roseland
$532 nightly
$587 total
Oct 4 - Oct 5
Total with taxes and fees
Farmhouse getaway for family vacations and friend retreats - heated pool
A room with a wooden floor, a table with two stools, and a view through large windows with blinds.
A living room with a sofa, coffee table, and a dining area with a table and chairs. There is a ceiling fan, a kitchen area with a microwave and refrigerator, and large windows with blinds.
A patio with a round table and four chairs, a decorative vase, and a door with a window.
A stone staircase leading up to a building surrounded by dense greenery.

2. Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Roseland
$199 nightly
$223 total
Oct 7 - Oct 8
Total with taxes and fees
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
A rectangular swimming pool with a wooden deck surrounding it, equipped with lounge chairs and a small wooden building.
A modern kitchen with a central island, bar stools, a refrigerator, and a microwave.
A wooden deck leading to a cabin surrounded by trees.
Exterior

3. Three Little Bears

Three Little Bears
Nellysford
$260 nightly
$292 total
Oct 27 - Oct 28
Total with taxes and fees
Three Little Bears
A backyard with a swimming pool, lounge chairs, and a wooden deck.
A living room with a sectional sofa, two gaming consoles, a woven ottoman, and a colorful abstract painting.
A white house with a front door, two windows, a wooden bench, and a small set of steps leading to the door.
A hallway with two wicker chairs, a potted plant, and two floral artwork pieces on the wall.

4. 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.
$428 nightly
$472 total
Oct 4 - Oct 5
Total with taxes and fees
Ideal for family summer vacations or a few couples wine weekend/mountain getaway
A set of stone steps leading up to a house with a light-colored exterior.
A wooden deck with a round table and chairs, overlooking a grassy area with trees.
A modern kitchen with granite countertops, a built-in oven, and a window.
A bathroom with a toilet, a shower curtain, a towel rack, and a rug.

5. Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
$229 nightly
$257 total
Oct 4 - Oct 5
Total with taxes and fees
Escape to the Blue Ridge Mountains at Wine-tergreen!
An aerial view of a rectangular swimming pool surrounded by a wooden deck with lounge chairs.
A fireplace with burning logs, a wooden chair, and a black trash can.
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.

6. Walk to Market/Private community outdoor pool!

Walk to Market/Private community outdoor pool!
Wintergreen Resort
$227 nightly
$255 total
Oct 4 - Oct 5
Total with taxes and fees
Walk to Market/Private community outdoor pool!
A swimming pool with lounge chairs and umbrellas, surrounded by trees.
A living room with a fireplace, a television mounted above it, a bookshelf, and a chair with a patterned cushion.
A golf course with a sand bunker and a mountain backdrop.
A modern kitchen with wooden cabinets, stainless steel appliances, granite countertops, and a built-in dishwasher.

7. 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.
$220 nightly
$247 total
Nov 1 - Nov 2
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A balcony with a table and chairs, offering a view of a mountainous landscape.
A modern kitchen with white cabinets, stainless steel appliances, and a black countertop.
A modern bathroom with a glass-enclosed shower, a white toilet, and a black sink.
Enjoy your coffee in the morning or cocktail in the evening with this view

8. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
$216 nightly
$242 total
Oct 6 - Oct 7
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
A covered deck with wicker furniture, a black ottoman, and a sliding glass door leading to a forested area.
A living room with two grey sofas, a wooden coffee table, a small wooden side table, and a floor lamp.
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 a fireplace, a dining area with a table and chairs, a kitchen with cabinets and a refrigerator, and a clock on the wall.

9. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
$249 nightly
$280 total
Oct 4 - Oct 5
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants
A living room with a fireplace, a sofa, a TV, and a dining area with a table and chairs.
A bedroom with a bed, bedside tables, a wardrobe, and a window with blinds.
A compact kitchen with a refrigerator, microwave, stove, and sink. There is a window with a view of the outside, and wooden cabinets.
A two-story house with a wooden deck leading to a front porch.

10. Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo.
Wintergreen Resort
$227 nightly
$255 total
Oct 4 - Oct 5
Total with taxes and fees
Updated! Cozy and clean two bedroom condo.
View all properties

Choose what matters most at hotels with a pool in Lovingston

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Lovingston Hotel Reviews

Days Inn by Wyndham Waynesboro

Days Inn by Wyndham Waynesboro

10/10 Excellent
"Very clean rooms the people are great that run it just like family"
Preston 1-night trip
Posted 2 days ago
Days Inn by Wyndham Waynesboro
Quality Inn Waynesboro - Skyline Drive

Quality Inn Waynesboro - Skyline Drive

8/10 Good
"My friend loved the free breakfast. The hotel was close to several stores so you can shop and get what you need."
Alexandra 3-night trip
Posted 4 days ago
Quality Inn Waynesboro - Skyline Drive
Spark by Hilton Waynesboro

Spark by Hilton Waynesboro

10/10 Excellent
"Rooms were very clean and bright."
Mike 1-night trip
Posted 4 days ago
Spark by Hilton Waynesboro

Frequently asked questions

How much does a hotel with outdoor pool in Lovingston cost?
Enjoy staying in a hotel in Lovingston with an outdoor pool. You can find a great deal from $141 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What are some of the best Lovingston hotels with outdoor pools and scenic views?
Orchard House B&B is a charming 3.5-star hotel that offers guests a delightful outdoor pool surrounded by breathtaking mountain views. With a traveller rating of 9.4, this bed and breakfast is well-loved for its serene atmosphere and picturesque setting, making it an ideal escape for families looking to enjoy quality time together.The outdoor pool at Orchard House B&B is complemented by sun loungers, providing a great spot for relaxation after a day of adventure. Guests can also take advantage of nearby mountain biking trails, ensuring that outdoor enthusiasts have plenty of options to explore the stunning landscape.
Is it cheaper to book flights and a Lovingston hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Lovingston for you.

Explore a world of travel with Expedia