Mount Holly Rentals
From $1090 per night (USD)VRBO
OKEMO WINTERPLACE Best Location, Ski-In\/Ski-Out 4BR\/3BATH + LOFT. Spacious.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Winterplace is a perfect escape for summer, fall or winter relaxation or adventure. Best Location SKI-IN/SKI-OUT⛷ with ...
From $1090 per night (USD)VRBO
From $1508 per night (USD)Expedia
Alpine 6-BR Estate On Okemo Mountain
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 15
Summary: Experience elevated Green Mountain living in this 6-BR, expansive timber-frame chalet on the mountainside of Ok ...
From $1508 per night (USD)Expedia
From $664 per night (USD)VRBO
Ski in\/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The best vacations start off with the best places to stay and this property will not disappoint! This sunny and cozy up ...
From $664 per night (USD)VRBO
From $575 per night (USD)Expedia
Okemo Mountain Lodge- Cozy 1 Bedroom Condo #A206 by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is a 1 bedroom, 1 bathroom unit with a full kitchen and separate living area. The unit has one king size bed in the ...
From $575 per night (USD)Expedia
From $1420 per night (USD)VRBO
Okemo Mountain Escape: 3BR Luxury Trailside Access
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: This luxury ski home is bound to impress with a fully updated interior, three suites, a stunning kitchen, and d ...
From $1420 per night (USD)VRBO
From $725 per night (USD)Expedia
Trailside Bliss: 2BR, Fireplace, Views Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: This complex offers a private shuttle for easy drop-off at the top of the Sachem trail with walkable access to ...
From $725 per night (USD)Expedia
From $812 per night (USD)VRBO
Mountain Vista 3-BR Haven at Jackson Gore Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Indulge in luxury at this spacious retreat within Okemo's Jackson Gore Resort. Featuring three bedrooms, three ...
From $812 per night (USD)VRBO
From $1302 per night (USD)Expedia
Pastoral 5-BR Estate Minutes to Okemo
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Enjoy the best the Green Mountains has to offer from this private estate located on 145 rolling acres. The prop ...
From $1302 per night (USD)Expedia
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Ski in\/Ski Out located at Jackson Gore
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
This cozy two bedroom/3-bathroom suite is steps from skiing, riding, snow-tubing, skating and more. Access to our heated ...
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From $780 per night (USD)Expedia
Lakeside 5-BR Residence 10-min to Okemo
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Summary: Experience the tranquility of lake front living in Ludlow, VT at this charming house overlooking Lake Rescue. T ...
From $780 per night (USD)Expedia
From $917 per night (USD)VRBO
Trailside Mountain View 4-BR Okemo Haven
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Come enjoy time with friends and family at this luxurious four-bedroom slopeside retreat in Trailside Village o ...
From $917 per night (USD)VRBO
From $740 per night (USD)Expedia
5-BR Lakeview Lodge 10-min to Okemo
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Summary: Experience the tranquility of lake front living in Ludlow, VT at this charming house overlooking Lake Rescue. T ...
From $740 per night (USD)Expedia
From $672 per night (USD)VRBO
Four Season Ski, Lake & Golf Home on Beautiful Lake Rescue in Ludlow
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Stunning Three-Level Haven on beautiful Lake Rescue, VT Nestled along 100 feet of pristine shoreline, our breathtaking ...
From $672 per night (USD)VRBO
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3BR Slopeside Solitude Condominium at Okemo Mountain
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Solitude Village is the perfect place for your next Okemo Mountain stay. This 3-bedroom 2.5-bath condo is the p ...
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From $221 per night (USD)VRBO
Recently Renovated Ski-In\/Out Condo w\/Fireplace, Shared Pool, Hot Tub, Sauna
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Solitude Village H103 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $221 per night (USD)VRBO
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1st floor 2 Bedroom Ski in\/Ski Out Condo at Okemo Winterplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
First floor 2 bedroom condo at Winterplace. Cozy living room with wood fireplace. Step out the back door and right ont ...
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From $490 per night (USD)VRBO
Charming dog-friendly home with private deck, firepit, washer\/dryer, & cable
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cozy Modern Farmhouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $490 per night (USD)VRBO
From $943 per night (USD)Expedia
Ski House at Okemo - 5 bedroom - hot tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Private ski house on 5 acres less than 2 miles to Jackson Gore / Okemo parking. READ REVIEWS ALL 5 STAR!! 5 bedrooms / ...
From $943 per night (USD)Expedia
From $1064 per night (USD)VRBO
Winterplace Condo Steps away from slopes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Winterplace ground floor with stocked wood burning fireplace. 3 BR 2 bath condo! Perfect for a large family or 2 familie ...
From $1064 per night (USD)VRBO
From $1242 per night (USD)Expedia
Ski Okemo! Walk to the slopes from your modern 2 bed\/2 bath condo at Winterplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Luxurious and newly renovated and modern ski condo just steps away from the AB lift at Okemo. It's a 2 minute walk (or s ...
From $1242 per night (USD)Expedia
From $472 per night (USD)VRBO
Beautiful Townhome minutes 2 Lakes & Golf Courses
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This newly renovated 3 bedroom Townhome is located 5 miles from Okemo Ski Mountain and within minutes of Echo Lake. A 10 ...
From $472 per night (USD)VRBO
From $1697 per night (USD)Expedia
Luxury 8BR Ski In\/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 22
A true Ski in / Ski out house on the beginner Sachem trail at Okemo mountain. This beautiful eight-bedroom chalet is ide ...
From $1697 per night (USD)Expedia
From $573 per night (USD)VRBO
Trailside Okemo Mountain House! with hot tub, firepit, and
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Your next mountain getaway awaits! This property is trailside on Okemo mountain and surrounded by trees, which creates r ...
From $573 per night (USD)VRBO
From $399 per night (USD)Expedia
Ski In\/Out Studio at Okemo on Sachem Trail
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Studio on the Sachem Trail at Okemo Mountain. This two-family home has a studio on the first floor. There will be anothe ...
From $399 per night (USD)Expedia
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Ski In\/Ski Out 2BR + Loft Winterplace Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Enjoy Okemo in luxury! This top floor loft space sits in the Okemo Winterplace complex in Building C with quick access t ...
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Luxury Mountain Retreat- Pond Hill Place
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Feel like you are a world away while only 10 min to Okemo and 35 min to Killington. Exquisite home set on 35 acres with ...
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From $605 per night (USD)VRBO
Mountainside Condo w\/ Access to Pool + Ski Shuttle
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come and stay in our cozy and charming mountainside condo at Okemo Mountain Resort! Located near the summit of the two S ...
From $605 per night (USD)VRBO
From $1288 per night (USD)VRBO
Luxury ski-on ski-off Solitude 3br+ condo on Okemo Mountain with stunning views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Located directly on the trail at the base of Sidewinder, just above the bottom of the Solitude High Speed Quad and the t ...
From $1288 per night (USD)VRBO
From $1247 per night (USD)VRBO
Vermont Farmouse-Close to Okemo and Killington
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Built in the 1860's, this farmhouse was originally known as Liberty Hall, and served as a meeting hall and event space f ...
From $1247 per night (USD)VRBO
From $417 per night (USD)VRBO
Spacious Townhome Perfect for Groups & Family Fun!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Dublin Hill! Our townhome style property offers three floors of living space to accommodate your family, grou ...
From $417 per night (USD)VRBO
From $1896 per night (USD)VRBO
Ski in\/out cozy Trailside 4bedroom condo
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Newly remodeled! New kitchen, new floors throughout the Livingroom/kitchen creating an inviting open space in the living ...
From $1896 per night (USD)VRBO
From $1712 per night (USD)Expedia
Cozy 2 BR Ski-in\/Ski-out Condo at Okemo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: You'll enjoy seamless access to the slopes via beginner trails, granting you easy entry to both the base area a ...
From $1712 per night (USD)Expedia
From $1076 per night (USD)VRBO
Cozy ski retreat 700 feet to Sachem
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
On mountain, 3 level townhouse with on demand shuttle, 2 minute ride to Sachem. Magnificent, sweeping mountain views, v ...
From $1076 per night (USD)VRBO
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Okemo Trailside Condo… walk right to Sachem trail
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Late decision to list! 3 bedrooms (central floor holds two bedrooms; one king bed and in the other, two sets of bunkbeds ...
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From $1190 per night (USD)VRBO
Okemo Mountain Ski-In\/ski-out Condo Overlooking Kettlebrook Trail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
This ski in/out bright and open three bedroom/two bath condo is located in the Kettlebrook community on Okemo Mountain. ...
From $1190 per night (USD)VRBO
From $729 per night (USD)Expedia
3BR Ski-In\/Ski-Out Condo at Okemo with a Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: This 3-bedroom, 2-bathroom condo located at Winterplace M103 sleeps 8 guests and is the perfect spot for famili ...
From $729 per night (USD)Expedia
From $433 per night (USD)VRBO
Ski-in\/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Chateau Sunrise - Solitude Village K203 Our calendar is updated in real-time & our nightly rates are accurately display ...
From $433 per night (USD)VRBO
From $687 per night (USD)Expedia
Ski On & Off 2 BR Okemo Solitude Village Condo
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
OKEMO MOUNTAIN Ski On/Ski Off Updated 2 bedroom/2.5 bath ground floor, ski-on/off condo in sought after Solitude Village ...
From $687 per night (USD)Expedia
From $1749 per night (USD)VRBO
Just steps to the trail, best location in Winterplace ski community
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 2Bedroom/2 Bath Winterplace condominium couldn't be more convenient. Enjoy direct ski access from your door (H buil ...
From $1749 per night (USD)VRBO
From $1438 per night (USD)VRBO
Ski In, Ski Out Okemo Trailside 3+Bdrm on Sachem Trail!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
AVAILABLE! Ski In/Ski Out Okemo Mountain Trailside 3+bedroom, 2bath Condo with direct access to Sachem Trail! With this ...
From $1438 per night (USD)VRBO
From $1898 per night (USD)VRBO
Family-friendly spot on Okemo, centrally loacted Winterplace condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This condominium is fully equipped and has a lots of space for your gear. The ski trails are just a short walk from you ...
From $1898 per night (USD)VRBO
From $1154 per night (USD)VRBO
Simple and Clean, Near Slopes - Ski With the Family
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 2 BR/2 Bath Winterplace unit couldn't be more convenient. The mid-mountain location boasts easy access to all mount ...
From $1154 per night (USD)VRBO
From $1271 per night (USD)VRBO
Space for two families, ski together\/stay together in this roomy condo with loft
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy three well-appointed bedrooms and a versatile loft space that comfortably sleeps up to 10 guests. The open-concept ...
From $1271 per night (USD)VRBO
From $694 per night (USD)VRBO
Peaceful Ski-in\/ski-out condo at Solitude Okemo - Direct Ski Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful Ski in/Ski out condominium located on the promenade ski trail of highly desirable Solitude Village. Your ski v ...
From $694 per night (USD)VRBO
From $2184 per night (USD)VRBO
Gather around the fireplace at this family-friendly ski condo w\/community pool
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Your ski vacation here at Okemo is made easy living at Solitude Village. Enjoy a spacious two story floor-plan with 3.5 ...
From $2184 per night (USD)VRBO
From $822 per night (USD)Expedia
Pool + Hot Tubs! Charming Condo at Jackson Gore
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to a delightful 2-bedroom condo for 6, where convenience and aesthetics come together to create the ultimate san ...
From $822 per night (USD)Expedia
From $779 per night (USD)VRBO
2BR Exec Condo + Close to All Amenities | Biking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Embrace the allure of a 2-bedroom executive condo for 6 that harmoniously blends convenience and elegance, offering an i ...
From $779 per night (USD)VRBO
From $604 per night (USD)Expedia
Okemo | 1BR + Loft Condo + Close to All Amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Step into your charming 1-bedroom + loft condo for 6, where convenience and beauty harmonize to create the perfect retre ...
From $604 per night (USD)Expedia
From $1092 per night (USD)VRBO
Immaculate and Modern Winterplace Condo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This three bedroom, two bath, immaculate and modern condominium is fully equipped. There is a woodburning fireplace and ...
From $1092 per night (USD)VRBO
From $728 per night (USD)VRBO
Okemo Mountain Lodge Condo - Great for families with easy access to Okemo clocktower base area!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This condo sleeps 6 - perfect for a family or two couples to share. Assigned parking, ski storage, WiFi and on-site laun ...
From $728 per night (USD)VRBO
From $5673 per night (USD)VRBO
Luxury Solitude Private Hot Tub & Direct Ski Access! Summer & Fall Dates Available
- Bedrooms:
- 9
- Bathrooms:
- 5
- Sleeps:
- 14
Experience a true ski in/ski out, alpine, dream vacation at this luxury, slopeside Okemo Mountain home with breathtaking ...
From $5673 per night (USD)VRBO
From $1374 per night (USD)VRBO
Winterplace Ski on\/Ski off Condo with Fireplace and Space for the Kids!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 Bedroom/2 Bath Winterplace condominium couldn't be more convenient. Enjoy superior ski access with the ski trail ...
From $1374 per night (USD)VRBO
From $1948 per night (USD)VRBO
Trailside Condo with Private Hot Tub and Gorgeous Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
3 bedroom, 2.5 bath condo in the Trailside complex at Okemo Mountain. With a hot tub, wood-burning fireplace, and ample ...
From $1948 per night (USD)VRBO
From $1603 per night (USD)VRBO
Ski on\/Ski off Solitude Condo with Fireplace
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy the amenities associated with the Solitude Day Lodge which include swimming under the stars in the heated out-door ...
From $1603 per night (USD)VRBO
From $2334 per night (USD)VRBO
Gorgeous Solitude Home with Direct Ski Access and Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
This special spot offers superior ski access and incredible views of the slopes. The open concept living and dining room ...
From $2334 per night (USD)VRBO
From $1668 per night (USD)VRBO
Ski on\/off Solitude Condo with Direct Ski Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
House Information Nestled within Solitude Village, you'll find yourself in the heart of the action while still enjoying ...
From $1668 per night (USD)VRBO
From $4712 per night (USD)VRBO
Luxury Slopeside Home on Okemo 1 Minute to Slopes
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 11
Welcome to this premier spacious slope-side townhome on Okemo. You will enjoy an exceptional location only steps to tr ...
From $4712 per night (USD)VRBO
From $1454 per night (USD)VRBO
Beautiful Solitude Village Condo with Private Balcony - Ski on\/Ski off access - walk to trail!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Your ski vacation here at Okemo is made easy living at Solitude Village. Enjoy a spacious two story floor-plan with 3.5 ...
From $1454 per night (USD)VRBO
From $1334 per night (USD)VRBO
Spectacular, modern, true ski in ski out Solitude Condo!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Pop on your skis right outside the unit and glide down to the Solitude Quad. Back in your unit, unwind with a glass of w ...
From $1334 per night (USD)VRBO
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Solitude Ski Condo - walk from Promenade Ski Trail!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This 2BR/2.5 Bath is the perfect spot for a family or small group looking to be close to the slopes. Located in Solitude ...
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From $857 per night (USD)VRBO
Winterplace Condo at Okemo - walk to slopes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This meticulously maintained two-bedroom, two-bathroom unit offers a cozy and inviting space for your getaway. With its ...
From $857 per night (USD)VRBO
From $573 per night (USD)VRBO
Beautiful Ski on\/Off Winterplace Condo with Fireplace, Mudroom, Ski Locker
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
This two bedroom, two bath updated condominium is fully equipped and has a lots of space for your gear. There is a wood ...
From $573 per night (USD)VRBO
From $1960 per night (USD)VRBO
Stunning Solitude Ski-In Ski-Out Condo w\/ Access to Community Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream rental at Solitude Okemo! This stunning 3 BR/2.5 Bath condo unit offers a spacious and comfortable ...
From $1960 per night (USD)VRBO
From $1957 per night (USD)VRBO
Mid-mountain Winterplace Condo with Direct Ski Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This three bedroom, two bath modern condominium is fully equipped with a full kitchen, stainless appliances and everythi ...
From $1957 per night (USD)VRBO
From $883 per night (USD)VRBO
Mountainside 2-BR Ski-In\/Out Okemo Haven
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Enjoy the idyllic setting of Okemo Mountain from this picturesque 2-BR retreat. Nestled on the mountainside of ...
From $883 per night (USD)VRBO