
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.

4BR Cabin with Hot Tub n Pools, 15 mins to Mt Snow
Unwind in this cozy 4BR, 2BA retreat featuring an outdoor fire pit, 2 fireplaces and access to indoor/outdoor pools, hot tub, gym, and clubhouse amenities. Comfortably sleeps 8 (King, Queen, Full + trundle, bunk room) and includes a Pack ’n Play for little ones, perfect for families and groups. Whether you’re here for skiing, hiking, lake days, or fall foliage, enjoy the perfect blend of mountain charm, modern comfort, and great location near Wilmington’s shops, dining, and outdoor adventures.

Dog Friendly Mountain Condo w/Spa, Pool, Sauna
Escape from your suburban home and come enjoy our beautiful Killington getaway condo. Boasting a spacious, comfortably furnished interior, this modern 2-bedroom, 2-bathroom abode is perfect for families, multiple couples, or a romantic getaway. Our Killington Air BNB has far more than the average Air BNB with everything you need for a great experience. If you're working during your stay you'll find high speed wifi and a dedicated desk space. Pool and Spa area closed 5/4-5/15 for maintenance

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.

Okemo Ski Condo, Steps from Trails. Modern & Cozy
Modern & cozy ski condo, sleeps 6. A short walk, 250 steps to the Sachem trail. Ski straight to Sunburst 6, & other lifts & avoid the lines and parking hassles at the base. A 5 minute drive to the main lodge & ski school. Great decor, fully furnished. Living room, new fireplace, master bedroom, bathroom with shower, washer & dryer. Loft with queen & 2 single beds upstairs. Wi-fi, cable, cooking utensils, towels & bedding. Firewood included. Common area for Ski's & Snowboards outside the door.

Mid-mod VT Dream Chalet near skiing, lake & forest
Surround yourself in nature and cozy modern comfort. The romantic mid-mod-styled chalet backs to 10 acres of peaceful forest yet is just 12 min drive to Mount Snow for great skiing. 3 min. to the boat launch of gorgeous Lake Whitingham where you can rent jetskis & boats or go swimming & fishing. Hike trails to the charming town of Wilmington with its coffee shops & restaurants. Pools & hot tub up the road at clubhouse. Just steps away from iceskating, pickleball, hiking & snowmobile trails.

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”.

Vermont Horse Farm
Enjoy a morning cup of coffee on the patio overlooking the horse pastures or an evening by a fire under the gazebo with a fire pit on this idyllic Vermont horse farm with glorious views. Close to many activities, such as hiking, skiing and swimming. Scenic retreat on a family owned and working farm. Here we have horses, donkey, chickens, goats, and of course our dogs and cats. There is a short hiking trail with beautiful views and a picnic table by the stream.

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed
Ski On-Ski Off cozy mountain condo with Real Wood Fire Place and King Size Bed in Sunrise Village on Killington Mountain. Updates include all new furniture in the Master Bedroom & Guest Bedroom, all new top of the line Stainless Steel Appliances in the gourmet kitchen, Tastefully decorated Living Room with new queen size sleep sofa & matching chairs. Simply walk to the end of the parking lot to the Ski On/Off trail. I own the adjoining unit -more info below.

Steps to Golf and Mountain Biking
Enjoy Killington at competitive pricing without sacrificing comfort! Located in Trail Creek Condo Association. • Ski, hike, bike, or golf just steps away • Cozy up by the wood fireplace (free wood) • Pool, hot tubs, sauna, and game room at community center • 6-minute walk to Snowshed or shuttle (winter weekends/holidays) • Ski home trail (snow-dependent) • Minutes to restaurants, bars, and shops • Convenient bus stop Adventure and relaxation await!

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.

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

Magical Farm Getaway - a must visit!

Ski-In/Ski-Out Hike Okemo Condo Solitude Village

Ranch at Mendon Mt Orchards

SugarBear- Pool, AC, Sauna, Gym, Tennis!

The Brick House on Washington Street

Luxurious family retreat home in the mountains

Luxury Mid-Century Modern Vermont Home, Okemo View
Apartment rentals with a pool

Mountain Getaway @ Seasons on Mt Snow (Ski-In/Out)

Summer Dream! The Handle Lodge at Snowtree Condos

~10% OFF~Walk To Mountain~Amenities

Bike Hike Golf we are on the course 2 Bedroom

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

Great Amenities-Season Condo gym-sport center-pool

Walk to Mt. Snow-Spa-Summer Pool

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

Ski-in/out Jackson Gore Studio w/Kitchen

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

Cozy Mountain-style Condo by Okemo with a View!

Elegant 3BR with Fireplace & Shuttle to Slopes

Modern Cottage between Stratton and Mount Snow VT

3BR @ Okemo for summer fun!

Five Bedroom Family Home on Okemo with A.C. splits

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow
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 $129 SGD per night before taxes and fees

Verified guest reviews
Over 1,860 verified reviews to help you choose

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

Rentals with dedicated workspaces
80 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 hot tub Okemo Mountain Resort
- Rentals with outdoor seating Okemo Mountain Resort
- Rentals with a patio Okemo Mountain Resort
- Pet-friendly rentals Okemo Mountain Resort
- Rentals with a fireplace Okemo Mountain Resort
- House rentals Okemo Mountain Resort
- Rentals with a kayak Okemo Mountain Resort
- Apartment rentals Okemo Mountain Resort
- Family-friendly rentals Okemo Mountain Resort
- Ski-in/ski-out rentals Okemo Mountain Resort
- Fitness-friendly rentals Okemo Mountain Resort
- Flat rentals Okemo Mountain Resort
- Rentals with a firepit Okemo Mountain Resort
- Rentals with a sauna Okemo Mountain Resort
- Rentals with pools Vermont
- Rentals with pools United States
- Lake George
- Stratton Mountain
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Dartmouth College
- Killington Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Middlebury College
- Bromley Mountain Ski Resort
- Montshire Museum of Science
- Mount Sunapee Resort
- Mount Monadnock
- Emerald Lake State Park
- Trout Lake
- Camp Plymouth State Park
- Warren Falls





