
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.

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.

Historic Home on 17 acres of land. Go escape!
This place is a dream. Please enjoy the outdoors and everything this amazing place has to offer. The pool will be reopened around May 2025 (weather dependent. It is a heated pool and salt water. Pool rules: absolutely no diving. No children under the age of 18 should be near or in the pool area without supervision under any circumstances. NO glassware by the pool. If there is an incident with glass near the pool area please tell our property manager immediately. If you need anything ask!

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

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 so you can focus on business when not on the slopes

Jack S'Bearo - Slopes, Fireplace, Pool.
Ahoy, ski enthusiasts! "Jack S'Bearo" - a renovated 1-bed, 1-bath on Pico Mountain, VT, offers an exhilarating ski experience steps from the lift and a shuttle to Killington Resort. The new kitchen, wood-burning fireplace, and balcony make it a haven for relaxation. This ski on/ski off treasure boasts a cool design for easy access to the slopes. Grab your gear from the ski locker, step outside, and set sail to the lifts. Make "Jack S'Bearo" your pirate's cove, where adventure meets comfort!

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. Experience the charm and beauty of Killington like never before.

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.

Premier Stratton Village Location - Pool & Hot Tub
-- Walk across the street to Stratton Ski Lifts -- Conveniently located near the Stratton Village, this condo places you at the center of all the mountain activities - skiing, mountain biking, events, weddings, shopping & dining. This updated studio includes gas fireplace, AC, stainless appliances, and nice décor. Long Trail House condos boasts underground heated parking, year-round outdoor pool with patio and multiple hot tubs, and sauna. Come visit and relax in the Vermont mountains.

Meyer Chalet de Esqui: Ski-In/Out, Fireplace, Pool
Welcome to Meyer Chalet de Esqui at Topridge, a luxury 4-bedroom ski-in ski-out retreat on Killington’s Bear Mountain. Step from your door to the slopes when the Sunrise lift is open, then return to vaulted ceilings, a wood-burning fireplace, and panoramic mountain views. Guests enjoy access to the Sunrise Sports Center with indoor pool, shared hot tub, sauna, and gym. This chalet combines high-end comfort with unbeatable mountain access for a true Vermont escape.

⭐️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.
Popular amenities for rentals with a pool near Okemo Mountain Resort
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Trail Creek - ski home!

Ranch at Mendon Mt Orchards

Okemo Condo - Ski In/Out

The Brick House on Washington Street

Idyllic Dorset Home: Serene Escape w/amazing views

Peaceful condo at Okemo - Direct Ski Access

Wander In | Close to Mount Snow & Stratton
Condo rentals with a pool

Serene 1-BR Ski-In/Ski-Out Retreat on Okemo Mtn.

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

Winter Dream! The Handle Lodge at Snowtree Condos

Location + Spa! - Cozy 2BR Condo - Mountain Side

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

Walk/Bike to Snowshed Lift 2BR @ Mt. Green Resort!

Cozy condo within walking distance to the slopes.

Walk to Mt. Snow-Spa-Summer Pool
Other vacation rentals with a pool

Spring Skiing in VT Relax-Hot Tub-Sauna-wood stove

Dream Catcher Farm

Cozy Mountain-style Condo by Okemo with a View!

Summit’s Stratton Sneak Away II

Dana Road House Sunlit VT Country Home w/HotTub

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

Fox Hollow Condo: Close to Killington. 2BR/2BA

The ultimate ski in/ski out condo
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$27,196 GYD per night before taxes and fees

Verified guest reviews
Over 1,490 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
- Rentals with a kayak Okemo Mountain Resort
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- Condo rentals Okemo Mountain Resort
- Rentals with a sauna Okemo Mountain Resort
- Family-friendly rentals Okemo Mountain Resort
- Rentals with a washer and dryer Okemo Mountain Resort
- Pet-friendly rentals Okemo Mountain Resort
- Rentals with a fire pit Okemo Mountain Resort
- House rentals Okemo Mountain Resort
- Rentals with a fireplace Okemo Mountain Resort
- Apartment rentals Okemo Mountain Resort
- Ski-in/ski-out rentals Okemo Mountain Resort
- Fitness-friendly rentals Okemo Mountain Resort
- Rentals with pools Vermont
- Rentals with pools United States
- Lake George
- Stratton Mountain
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Monadnock State Park
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Montshire Museum of Science
- Dartmouth College
- Mount Sunapee Resort
- Middlebury College
- Emerald Lake State Park
- Southern Vermont Arts Center
- Warren Falls
- Mount Monadnock
- Trout Lake
- Quechee Gorge




