
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.

Beautiful Bromley/Manchester VT Retreat w/hot tub
"Manchester Moose!" Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester, Beautifully remodeled VT vacation getaway nestled in the Green Mountains. Closest skiing to quaint Manchester VT, minutes from snowmobiling, hiking, fine dining and shopping. This home features 5 bedrooms, 3 with queen beds including 2 Masters, and 2 bedrooms with double bunks. Perfect for 2 or 3 families to enjoy any season in Southern Vermont's beautiful Green Mountains! YouTube video link @GreenMountainStay

Topridge 3BR w Incredible View & Private Hot Tub!
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!

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna
Our 2-bedroom, 2.5-bath Airbnb, nestled in Vermont’s Green Mountains, invites you to escape into a haven of year-round adventure. Enjoy breathtaking views of a scenic pond, skiing through pristine slopes, bike along winding trails, or hike amidst the number 1 ranked foliage in the USA. Rejuvenate in the indoor pool and spa, with hot tubs, steam rooms, sauna and gym. Unwind by the cozy fireplace, creating unforgettable memories. Pool and Spa area closed May 4 to May 15 for annual 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.

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 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.

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!

Mt Snow Chalet: Peaceful Escape w/Hot Tub
Escape to the serene beauty of Vermont's Green Mountains at the Mount Snow Chalet, a charming retreat nestled on a private wooded lot in the desirable Chimney Hill community of Wilmington. 🏠🌳 Just minutes from the slopes of Mount Snow, our chalet offers the perfect blend of rustic charm and modern amenities for an unforgettable getaway. Designed with love and care, we invite you to relax and stay awhile! 🥰

One Bedroom Suite Near Okemo
This 675 square foot suite features a master bedroom with king bed and flat screen TV, separate living room with queen sleeper sofa, flat screen TV, and gas fireplace, full size kitchen, dining area, washer & dryer, and private bath with jetted tub. The Suites location in the Pointe hotel gives you access to the indoor pool, hot tub, fitness room and game room.
Popular amenities for rentals with a pool near Okemo Mountain Resort
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Solitude, 4 bedroom, ski in/out

Steps to Golf and Mountain Biking

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

Ranch at Mendon Mt Orchards

Adams Farm-"The Little Farmhouse"

The Brick House on Washington Street

Luxurious family retreat home in the mountains
Condo rentals with a pool

105 Fox Hollow Village Pvt - Red Fox - Unit B-4

Summer Dream! The Handle Lodge at Snowtree Condos

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

Bike park open Cozy 2 Bedroom .2 mi to lift

Newly renovated ski retreat at Killington

Cozy condo within walking distance to the slopes.

Luxe Trailside Ski On/Off. Next to hot tub

Free Shuttle Route-Charming 3 BR 2 BA Ski Home/Off
Other vacation rentals with a pool

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

Mountain Vista 3-BR Haven at Jackson Gore Resort

True Ski in/Ski out with Pool, Hot tubs & Firepits

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

Cozy Mountain-style Condo by Okemo with a View!

Modern Cottage between Stratton and Mount Snow VT

Summer in the mountains!

Jack Taylor Farm (with Alpacas & Inground Pool!)
Quick stats about rentals with a pool near Okemo Mountain Resort

Total vacation rentals
Explore 140 vacation rentals in Okemo Mountain Resort

Nightly prices starting at
Okemo Mountain Resort vacation rentals start at G$20,920 GYD per night before taxes and fees

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

Family-friendly vacation rentals
120 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
140 of Okemo Mountain Resort vacation rentals include wi-fi 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
- Condo rentals Okemo Mountain Resort
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- Rentals with a hot tub Okemo Mountain Resort
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- House rentals Okemo Mountain Resort
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- Ski-in/ski-out rentals Okemo Mountain Resort
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- Rentals with a patio Okemo Mountain Resort
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- Rentals with pools Vermont
- Rentals with pools United States
- Lake George
- Stratton Mountain
- Killington Resort
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Fort Ticonderoga
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Dartmouth College
- Middlebury College
- Bromley Mountain Ski Resort
- Mount Sunapee Resort
- Montshire Museum of Science
- Emerald Lake State Park
- Trout Lake
- Mount Monadnock
- Southern Vermont Arts Center
- Warren Falls





