
Home rentals with a pool near Okemo Mountain Resort
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Okemo Mountain Resort
Guests agree: these stays are highly rated for location, cleanliness and more.

Ski Mountain View Estate
Have fun in Vermont with the whole family at this peaceful off the grid feeling private home. Come see the amazing, scenic views Vermont has to offer. We are located minutes to some great ski mountains if you are looking to ski or snowboard. Love hiking? Enjoy hiking right out back of our home. Great time for the kids and parents to have a sledding party with a fire and views. Then relax in the new hot tub right off the deck. Always plenty of firewood for the pit! Great multi family getaway

Ski-on/Ski-off w Incredible View, Hot Tub & Sauna!
Oso Dream provides AMAZING panoramic views of Bear Mountain. Step out the front door and ski down Sundog trail to Sunrise Village Triple or step out the back door and hop onto Bear Cub trail to access Bear Mountain! Enjoy the amenities within the complex including indoor & outdoor heated pool (seasonal), sauna and gym. Guests also have access to the outdoor skating rink and xc ski trails (weather permitting). Free use of ice skates, puff hockey equipment, snow shoes, xc skies, poles and sleds!

Ski-In/Ski-Out Hike Okemo Mountain Condo
Fun for the whole family at this luxury condo. Ski-In,/Ski-Out, just 36 steps to Okemo ski slope. Ski down the slope next to the condos and you'll be at the Solitude Express Quad Chair. During the spring, summer and fall seasons, enjoy hiking, biking, outdoor markets, concerts, hiking and swimming in Buttermilk Falls, and exploring the quaint village of Ludlow Vermont. Amenities: Indoor/outdoor Jacuzzis, warm winter all season outdoor pool, fitness room, winter festivals, band concerts, etc.

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.

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”.

Cozy Mountain-style Condo by Okemo with a View!
Experience mountain comfort at this newly renovated condo near Okemo! Sleeps 7 across a king suite, queen room, and bunk room (queen + twin). Enjoy two modern baths, a cozy living area, and a sleek kitchen with rustic-chic flair. Warm wood floors add charm. Relax by the fireplace, soak up views on the private balcony, or catch the ski shuttle to the slopes. Plus free Wi-Fi, parking, and comforts of home! Make lasting memories in this retreat—your perfect Vermont ski getaway awaits!

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!

3BR Ski in/out from top A/B lift, pool & hot tub
Okemo opened Nov 22! Our family was just there! Your family and friends will love this renovated 3 BR/2BA Winterplace condo. Our family does! Just a 2 min walk to ski to lifts that will take you to the top. You won't have to haul gear from the parking lot to the lift or buy overpriced food at the lodge for lunch! Hungry? Ski right back home. Tired? Unwind at home by the fireplace or at the indoor pool with two hot tubs. Your mountain getaway for one or two families awaits!

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!

Winter Dream! The Handle Lodge at Snowtree Condos
The Handle Lodge at Snowtree Condos is a modern 1BR condo at the base area of Mount Snow. Comfortably sleeps 6 adults and is fully equipped with everything you'll need for a fun getaway with friends and family. Make a meal in the beautiful kitchen or step out on the balcony for stunning mountain views. Our modern and cozy decor, the lovely views, and proximity to the mountain make it a great place to relax and recharge.

Beautiful Spacious Condo at Killington Resort
This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!
Popular amenities for rentals with a pool near Okemo Mountain Resort
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Ski home to Trail Creek!

Ranch at Mendon Mt Orchards

Adams Farm-"The Little Farmhouse"

SugarBear- Pool, Hot Tub, 2 En Suites BR

Okemo Condo – Ski In/Out

The Brick House on Washington Street

Peaceful condo at Okemo - Direct Ski Access
Apartment rentals with a pool

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

Right at Killington !

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking

Serene Top Floor Condo (resort style amenities)

Walk to Mt. Snow-Spa-Summer Pool

#45 Luxury Ski & Summer Condo with Private Sauna
Other holiday rentals with a pool

Cozy Quechee Corner Cabin

Charming 2-Bedroom Ski-In/Ski-Out at Jackson Gore

Dream Catcher Farm

Idyllic Dorset Home: Serene Escape w/amazing views

Mountainside 2-BR Ski-In/Out Okemo Haven

Ski-In/Out Condo Okemo Trailside On The Mountain!

Cozy Mount Snow 1 Bed : Hot tub, Sauna, Deck

Luxurious family retreat home in the mountains
Quick stats about rentals with a pool near Okemo Mountain Resort

Total holiday rentals
Explore 140 holiday rentals in Okemo Mountain Resort

Nightly prices starting at
Okemo Mountain Resort holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 1,440 verified reviews to help you choose

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

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
140 of Okemo Mountain Resort holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Okemo Mountain Resort rentals

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




