
Holiday rentals with a pool in Mount Holly
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Mount Holly
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Comfy ski in/out studio at base of Pico-Killington
Studio at the base of Pico with a balcony. Free shuttle service from my place to Killington, which is 10 minutes away.Brand new sofa bed with a pillow top. Room divider. Lots of TV channels with Xfinity. Luggage cart and elevator for easy access. Fast Wi-Fi. Free ski locker with one key for each guest. There is a laundry room with coin operated machines. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for one day. No daily cleaning service. No parties. Free parking

Base of M.S. All Seasons Fun. Deck/HotT/Pool/Sauna
Sunsil Loft @ MountSnow, your ideal Getaway. Walk to the Base. Unbeatable access to skiing, hiking, biking. Vermont never stops to surprise you with its outdoor adventures, great food and views. The loft offers a cozy gas fireplace, private deck. The kitchen has all you need to prep meals. You also have access to the pool (Summer), sauna, hot tub and GYM. Whether you’re skiing, hiking and biking in summer, or enjoying the fall foliage, our loft is your perfect home base in the Green Mountains.

Updated large condo across from AT and skiing
Family friendly, large 3 bedroom condo across the street from hiking and skiing in Killington. WiFi, cable TV, large gathering areas, spacious bedrooms, updated kitchen, and unlimited free firewood in winter. Plenty of après-ski chic touches make this a stylish yet comfortable retreat. 2 minute drive to Pico, 2 min walk to Appalachian Trail! Whether skiing, hiking, playing tennis, swimming, or game nights and cooking at-home meals with friends, this updated condo is a perfect spot to get away.

Classic VT Ski Chalet - Walkable to Okemo Ski Lift
PLEASE NOTE: No Saturday arrivals or departures, no pets, no parties Recommended local activities & floor plans of our home can be found on our OkemoHouse site Our "Trailside Chalet" is ON OKEMO MOUNTAIN, a 200 yard walk downhill from the Sunshine Chairlift & Suncatcher ski trail on Okemo's Southface (open end if Dec - late Mar). This Classic Vermont Ski Chalet features 5 bedrooms, sleeps 12, and is on a private wooded lot overlooking a babbling brook with seasonal fire-pit & charcoal grill.

Hotel Chic - Home Comfort -Ski Easy.
HOTEL CHIC - SKI EASY ELEGANT - COZY - SPOTLESS ❄️Killington - 15 minutes ❄️Pico - 5 minutes ❄️WIFI❄️QUIET❄️FIREPLACE ❄️COMFY❄️IMMACULATE ❄️SUPERHOST RATED OUR ULTRA COZY RETREAT WAITS JUST FOR YOU ⛷️ 🏂Pico-5 minutes ⛷️ 🏂Killington-15 minutes 🥾Minutes from LT/AT 💍Wedding Venues 🚴Mtn Biking •Squeaky Clean •Fireplace, WIFI •TV in living room & bedroom •Private covered porch •Keypad check in •Smoke free/Pet free NOTE: Condo regs allow 2 adults(21 yrs). Can not accommodate children.

Moon Valley Country Retreat no clean fee pets yes
Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Cozy Vermont Antique Sugar House with Fireplace
Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

Okemo Mountain Getaway for Families w/ Pool Access
Perched on Okemo mountain, this spacious condo is the perfect year-round escape for families and groups. With ski-in/ski-out access, a cozy wood-burning fireplace, and a private balcony, it's perfect for any season—whether you're carving the slopes, hiking scenic trails, or enjoying the vibrant fall colors. Take a dip in the seasonal shared pool or unwind in the hot tub. Featuring a fully equipped kitchen, BBQ grill, and all the comforts of home, it's the ideal mountain getaway!

Beautiful rustic woods and fields retreat.
Within the Fritz Conference Center, tucked into the beauty of the Vermont Countryside, is this charming apartment/ mini house. Part of a renovated 19th century barn it is the perfect getaway. It sits on over 33 acres of fields, woods, apple orchard and Mountain View’s. 2 miles from historic Newfane Vermont, you are able to enjoy privacy, while close to the many attractions of the area. We are also dog friendly. There is an extra fee of $50 per trip per dog

Serene Top Floor Condo (resort style amenities)
Welcome to Killington! We offer a year round accommodation with the convenience of walking to the lifts, free covered parking, private balcony, full kitchen, and 24/7 keyless entry. The Mountain Green condos have great seasonal amenities in our building such as indoor/outdoor pool, hot-tub, fitness center, ski rental , full service bar/restaurant, outdoor lockers. This is the ideal setup for anyone enjoying the mountain without driving to it!

Winterplace - Steps away from Slopes
Newly updated condo at Winterplace Okemo. This sunny corner 3 bedroom unit is just steps to the top of the A-B Quad. Completely renovated from floors to ceiling The delightful fireplace place will keep you toasty in the cozy living area. Outdoor ski locker just outside back door. Front door parking, and firewood included. Pool is open and available to renters all year. Hot tub in winter months and tennis courts in summer.

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails
Experience year-round adventure at Sunrise Village at Killington, just steps from scenic trails and the Sunrise Village Triple Lift (488 ft away). After a day of outdoor fun, unwind by the cozy gas fireplace. Explore nearby hiking, mountain biking, kayaking, and golfing. The indoor sports complex—featuring a pool, hot tub, and gym—is a short walk away. Perfect for outdoor lovers looking to relax and make unforgettable memories!
Popular amenities for Mount Holly rentals with a pool
House rentals with a pool

Magical Farm Getaway - a must visit!

MtSnow/Stratton Ski Lodge-Hot Tub-Game Room-Pool

Hilltop 9-BR Mountain Retreat 5-min to Okemo

Adams Farm-"The Little Farmhouse"

The Brick House on Washington Street

Luxe 4BR w Incredible View & Game Room!

Peaceful condo at Okemo - Direct Ski Access

Farmhouse, Fireplace & Office - Wheelock Hideaway
Apartment rentals with a pool

Cozy Mountain Condo - Ski In/Ski Out

Renovated unit, prime location! Shuttle on/Ski off

Winter Dream! The Handle Lodge at Snowtree Condos

Cozy Slopeside Studio at Pico

Condo w/ great amenities 4-seasons! Ski in Ski out

Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

Mountainside 2-BR Ski-In/Out Okemo Haven
Other holiday rentals with a pool

The Woods Renovated 1BR Studio close to the slopes

Ski-in / Ski-out 3BDR+ Killington Condo at Sunrise

Cozy Quechee Corner Cabin

Cozy, clean studio with picturesque Vermont views!

Cozy Mountain-style Condo by Okemo with a View!

Dana Road House Sunlit VT Country Home w/HotTub

Modern Cottage between Stratton and Mount Snow VT

Ski-In/Out Condo Okemo Trailside On The Mountain!
Quick stats about holiday rentals with a pool in Mount Holly

Total holiday rentals
Explore 50 holiday rentals in Mount Holly

Nightly prices starting at
Mount Holly holiday rentals start at £122 per night before taxes and fees

Verified guest reviews
Over 690 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Mount Holly holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Mount Holly rentals

4.8 Average rating
Mount Holly stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with a washing machine and dryer Mount Holly
- Pet-friendly rentals Mount Holly
- Rentals with a sauna Mount Holly
- Rentals with a firepit Mount Holly
- House rentals Mount Holly
- Rentals with a fireplace Mount Holly
- Apartment rentals Mount Holly
- Rentals with a patio Mount Holly
- Rentals with a kayak Mount Holly
- Fitness-friendly rentals Mount Holly
- Family-friendly rentals Mount Holly
- Ski-in/ski-out rentals Mount Holly
- Rentals with outdoor seating Mount Holly
- Rentals with a hot tub Mount Holly
- Rentals with pools Rutland County
- Rentals with pools Vermont
- Rentals with pools United States
- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Lake George Expedition Park
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Hooper Golf Course
- Bromley Mountain Ski Resort
- Autumn Mountain Winery
- Lucky Bugger Vineyard & Winery
- Northern Cross Vineyard
- Whaleback Mountain
- Ekwanok Country Club
- Brattleboro Ski Hill
- Fox Run Golf Club