Bennington Area Rentals
From $1180 per night (USD)VRBO
Cozy 4-bedroom condo with AC, WiFi in charming Stratton
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Located in Stratton, enjoy what this 4-bedroom condo has to offer. With 2 king beds and 2 bunk beds, this delightful pro ...
From $1180 per night (USD)VRBO
From $1163 per night (USD)VRBO
Gorgeous Williamstown Estate 6BD/5BA
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Magnificent estate, ideal for family gatherings and retreats! This 5,300 sqft house offers ample space to sleep, hang ou ...
From $1163 per night (USD)VRBO
From $574 per night (USD)VRBO
Ski on Ski off Obertal at Stratton
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Great location! This Ski-in Ski-out community, Ober Tal, is situated alongside the Tamarack triple chairlift at Stratton ...
From $574 per night (USD)VRBO
From $2822 per night (USD)VRBO
Luxurious Slopeside Tree Top Mid-Mountain Townhome with Views & Outdoor Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
This luxurious, Adirondack style, well-equipped slopeside mid-mountain town home offers ski in/out access, shuttle servi ...
From $2822 per night (USD)VRBO
From $376 per night (USD)VRBO
Lovely 2-bedroom condo at Stratton Mountain
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect winter getaway! 2 bedroom 2 bathroom ground floor condo just 0.5 miles away from the slopes. Convenient shuttle ...
From $376 per night (USD)VRBO
From $713 per night (USD)VRBO
Stratton Slopeside Condos at The Landmark! 400 FEET TO LIFT!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
400 FEET TO THE LIFT! STRATTON SLOPESIDE CONDOS SKI-ON SKI-OFF AT LANDMARK* - 1,450 sq ft Stratton Mountain Vermont Con ...
From $713 per night (USD)VRBO
From $2105 per night (USD)VRBO
VT Family Oasis - 10 Mins to Stratton
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
This 5-bedroom, 5 bath luxury home less than 5 miles from the base of Stratton Mtn. With it's expansive great room welco ...
From $2105 per night (USD)VRBO
From $565 per night (USD)Expedia
**Stratton's Best Kept Secret** Ski On/Off ** Unit E
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is a highly desirable, one of a kind, ground floor E unit property. It is a 60 second walk to the never crowded Ta ...
From $565 per night (USD)Expedia
From $416 per night (USD)VRBO
Ski In/Ski Out OberTal 'F' Bldg. See Skiers and Ski Lift from the Living Room!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stratton OberTal Condo. Ski-in ski-out prime location, 'F' Building, at base of tamarack lift, 2nd floor unit. Just st ...
From $416 per night (USD)VRBO
From $381 per night (USD)VRBO
Hillside Haven- Weekly + Monthly Discounts Available!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
In Chimney Hill, walking distance to the Clubhouse! This free standing home has everything you need to make the most out ...
From $381 per night (USD)VRBO
From $521 per night (USD)VRBO
🍁Fall Weekend Getway! Book Now!🍁
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
30 minutes to Stratton/Bromley, less than an hour to Killington/Okemo! Less than 5 miles to the Vermont Summer Festival ...
From $521 per night (USD)VRBO
From $3140 per night (USD)VRBO
Stratton Mountain Ski in Ski out Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Updated Stratton Mountain Watch Condo single level first floor unit with outdoor Hot Tub. Park your car and enjoy (walk ...
From $3140 per night (USD)VRBO
From $460 per night (USD)VRBO
STRATTON MOUNTAIN SKI IN/OUT Tamarack lift
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Ober Tal condominiums are located on the Lower Tamarack Slope with easy access to the Tamarack Lift. We have a vie ...
From $460 per night (USD)VRBO
From $2072 per night (USD)VRBO
Newly listed! Mountain view condo. Walk to village, shopping and lifts!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
***Recent Renovation. Photos Coming Soon. New Floors, New Carpets. New Appliances. Refreshed Paint, New bedroom furnitur ...
From $2072 per night (USD)VRBO
From $558 per night (USD)VRBO
Newly Designed Chalet w/Views, Minutes to Stratton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A perfect little getaway. This 3 bedroom, 2 bath chalet is less than 10 minutes from Stratton, and just a little further ...
From $558 per night (USD)VRBO
From $410 per night (USD)VRBO
Best Location on Stratton Mountain!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
1Bd/1Ba condo conveniently located in the Landmark building in the village of Stratton Mountain, VT. This unit is steps ...
From $410 per night (USD)VRBO
From $2361 per night (USD)VRBO
NO LONG TERM RENTALS - Located across the street from the Lower Wanderer Trail
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
We know you'll love our wonderful family ski chalet on Stratton Mountain. Enjoy the convenience of ski-in/ski-out access ...
From $2361 per night (USD)VRBO
From $1117 per night (USD)VRBO
StylesBrook Townhouse - Great Location for Ski Families! Private EV charger!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Comfortable three-level townhouse in highly desired location within Stratton Mountain Ski Resort; walking distance or th ...
From $1117 per night (USD)VRBO
From $252 per night (USD)VRBO
Private and Artistic cabin, Pet friendly, no cleaning fee
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 7
Due to a recent question, I would like to make it clear at the start (even though this information is elsewhere in ...
From $252 per night (USD)VRBO
From $466 per night (USD)VRBO
Beautiful Vermont Vacation Home- Mount Snow!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Follow/Tag us on Instagram: thevermontbarn Perfect place to kick back after a long day of hiking, skiing or even just th ...
From $466 per night (USD)VRBO
From $264 per night (USD)VRBO
Family-Friendly Cabin w/ Hot Tub, Pools, Fire Pit & More – 15 Mins to Mount Snow
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Family-friendly cabin in Chimney Hill, just 15 minutes to Mount Snow and 35 minutes to Stratton! Relax in our 4-bedroom ...
From $264 per night (USD)VRBO
From $242 per night (USD)VRBO
Experience Stratton Mountain Resort just steps away
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Discover the delightful town of Stratton and enjoy your perfect mountain retreat in this comfy two-bedroom condo. Situat ...
From $242 per night (USD)VRBO
From $381 per night (USD)VRBO
Charming Cozy Cottage with Stunning Views - Minutes from Manchester and Dorset
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fully renovated, this cottage features a large kitchen with everything needed to prepare all kinds of meals. In additio ...
From $381 per night (USD)VRBO
From $893 per night (USD)VRBO
Stratton Mountain Ski on Ski Off
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Cozy home in prime location. Coveted Ober Tal E-Building, seconds to base of Tamarack Lift. Avoid long lines at the base ...
From $893 per night (USD)VRBO
From $1822 per night (USD)VRBO
Stratton Mountain Resort Solstice Luxury 5 bedroom Ski-In/Out Vacation Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This 5 bedroom luxury vacation home at Stratton Mountain in the Solstice Development is a rare find. Only one other hom ...
From $1822 per night (USD)VRBO
From $354 per night (USD)VRBO
Long Trail at Stratton Mtn! Easy walk to Gondola/lifts--5 Star Reviews!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Cozy studio with fireplace, 50" 4K smart TV, and full kitchen in Long Trail House, directly across street from Stratton ...
From $354 per night (USD)VRBO
From $315 per night (USD)VRBO
Rustic Cabin on Private Pond in Stratton Vermont Close to Stratton Ski Area
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Cole Cabin is available for rental for the 2025-26 ski season. The Cole Cabin is located in the town of Stratton ne ...
From $315 per night (USD)VRBO
From $442 per night (USD)VRBO
Beautiful Log Cabin in Weston, VT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Looking for a quiet getaway? A mountain vibe that's cozy yet totally uncluttered? This completely renovated log cabin se ...
From $442 per night (USD)VRBO
From $392 per night (USD)VRBO
Secluded large country home for big groups with giant open yard for outdoor fun.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 15
The 3000 sq ft house is located on 13.5 acres. The yard & house faces south, so warm & sunny. Mount snow ski area ...
From $392 per night (USD)VRBO
From $383 per night (USD)VRBO
Comfortable House on a Private Pond in Stratton close to the Stratton Ski Area.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This three bedroom House is available for short rental for the Spring, Summer and Fall. It is currently not available in ...
From $383 per night (USD)VRBO
From $240 per night (USD)VRBO
Season Available - Ski Stratton Mountain - walk & shuttle to slopes!’
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Home away from home close to the slopes!! Cozy and well appointed. Stunning 2 bedroom/2 bath condo at Vantage Point on S ...
From $240 per night (USD)VRBO
From $327 per night (USD)Expedia
Beautiful Stratton Mountain Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A family friendly condo minutes away from the main base area or the chill side of the Sun Bowl area. With shuttle servi ...
From $327 per night (USD)Expedia
From $620 per night (USD)VRBO
Tallwood Timber: a Family Friendly Ski House in Southern Vermont
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Overview Tallwood Timber VT is a spacious family friendly ski house in southern Vermont; conveniently located in the hea ...
From $620 per night (USD)VRBO
From $463 per night (USD)VRBO
Ski in/ski out condo at base of Stratton village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our Stratton condo! We bought this condo in 2020, and started renovations last summer- we replaced all the ti ...
From $463 per night (USD)VRBO
From $213 per night (USD)VRBO
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Nestled on a private 5 acres lot on the border of NY and Vermont this home is in the country but close to all the amenit ...
From $213 per night (USD)VRBO
From $1036 per night (USD)VRBO
Winter Season Rental on Stratton Mountain 35K
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
A winter season rental is available from late November to mid-April. $35,000.00 SLOPESIDE condo, end unit, 2 l ...
From $1036 per night (USD)VRBO
From $757 per night (USD)VRBO
Stratton Slopeside Townhome - 5-minute walk to the slopes!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
*** AVAILABLE FOR '25/'26 SEASONAL RENTAL *** Welcome to Slopeside - one of the coveted on-mountain locations at Stratt ...
From $757 per night (USD)VRBO
From $331 per night (USD)VRBO
Cozy 4 season getaway in Vermont near Mt. Snow
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
This is a great vacation home for all seasons. Conveniently located just 7 miles to excellent hiking, skiing and biking ...
From $331 per night (USD)VRBO
From $538 per night (USD)VRBO
Stratton Long Trail 5 Star Condo only Steps to the Lifts & Village
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Walk to the Lift, Walk to the Village, Live the dream ! We keep our condo up to date, fresh paint, super clean, persona ...
From $538 per night (USD)VRBO
From $521 per night (USD)VRBO
Beautiful -Slope-side- Stratton Mountain Condo, Walk to Chairlift, Village & Gym
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
*Best Location* Beautiful* Ski In-Ski Out Slopeside - Walk to Village & Gym Beautifully appointed unit. True Ski-on Sk ...
From $521 per night (USD)VRBO
From $373 per night (USD)VRBO
IDEAL LOCATION: Renovated Condo, Ski-In Walk Out To Tamarack Lift And Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
*** For the upcoming 2024-2025 ski season we are only accepting full season rentals, Nov 15 - April 15!!! Please inquir ...
From $373 per night (USD)VRBO
From $322 per night (USD)VRBO
Cozy Vermont home for your Summer and Fall getaway
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
Located in the beautiful Chimney Hill neighborhood, our house is just a short drive to Mount Snow! Our house has 4 bedr ...
From $322 per night (USD)VRBO
From $1094 per night (USD)VRBO
2 Free Nights* , Hot Tub,Sauna,Stratton Shuttle,
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: *Book Fri & Sat Nights, Stay 2 Weeknights For Free (excludes 12/27/25-3/22/26 & holidays). Beautiful renovated ...
From $1094 per night (USD)VRBO
From $612 per night (USD)VRBO
Stratton Mountain/ 2 BR/2BA Ski in/Ski out Condo at Obertal C Bldg
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up to the beautiful views of the Bromley mountain from your living/dining room. Our property is a 2 floor duplex wi ...
From $612 per night (USD)VRBO
From $224 per night (USD)VRBO
Vermont Treehouse compound: no cleaning fee. Spend a few days In the Trees
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 11
THE VERMONT TREEHOUSE COMPOUND, available only for dates between June 1st and Oct. 20th. Detail summary: The rental is ...
From $224 per night (USD)VRBO
From $796 per night (USD)VRBO
Mount Snow Chalet-modern family home, chefs kitchen, gameroom, Clubhouse pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Instagram @bearlairlodge Nestled in the Green Mountains, this spacious 4 bedroom chalet is the perfect location for you ...
From $796 per night (USD)VRBO
From $732 per night (USD)VRBO
Stratton Slopeside Condos at The Landmark! 400 FEET TO LIFT!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
400 FEET TO THE LIFT! SKI-ON SKI-OFF IN STRATTON VILLAGE @ THE LANDMARK! STRATTON SLOPESIDE CONDOS at THE LANDMARK: Str ...
From $732 per night (USD)VRBO
From $291 per night (USD)Expedia
Long Trail House Studio at Stratton Mountain Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come enjoy the convenience of this cozy studio located adjacent to the village and lifts at Stratton Mountain. Our Stu ...
From $291 per night (USD)Expedia
From $367 per night (USD)VRBO
Steps to Stratton Village, Lifts! Duplex Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the charm of Stratton Mtn in this 2-bedroom 2-bath condo. This beautiful property features 1 king bed and 1 q ...
From $367 per night (USD)VRBO
From $235 per night (USD)Expedia
Cozy Vermont Chalet- Nature, Comfort & Adventure.Snuggled on top of Chimney Hill
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Relax at this cozy chalet on top of Chimney Hill in Wilmington, VT. Perfect for up to 6 guest, enjoy fast WIFI, BBQ gril ...
From $235 per night (USD)Expedia
From $1092 per night (USD)VRBO
Luxury slopeside ski-in/ski-out getaway with hot tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Unwind in Stratton at this charming condo. With four bedrooms including two king beds and four bunk beds, this serene re ...
From $1092 per night (USD)VRBO
From $1601 per night (USD)Expedia
Secluded Luxury Lodge | Minutes to Stratton
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
STUNNING PANORAMIC MOUNTAIN VIEWS FROM EVERY ROOM Escape to nature at Whispering Pines Lodge, a private luxury retreat ...
From $1601 per night (USD)Expedia
From $496 per night (USD)VRBO
Beautiful new studio with amazing views - peaceful but close to everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Brand new, huge studio on quintessential 10-acre VT horse property. Views are amazing. Peaceful, country retreat with tr ...
From $496 per night (USD)VRBO
From $387 per night (USD)Expedia
Stratton Mountain Resort ~ Long Trail House with direct mountain views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our beloved upper floor mountain facing one bedroom condo in desirable Long Trail House is now back on VRBO! Take the gu ...
From $387 per night (USD)Expedia
From $681 per night (USD)VRBO
Ski-in/ski-out townhouse w/ trail access, fireplace, balcony, pool, hot tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Slopeside A2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $681 per night (USD)VRBO
From $1290 per night (USD)Expedia
Stratton; Ski on/off, hot tub, King beds, 2 FPs, Office, Foosball
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Bringing a taste of the Midwest to Southern VT, this 5 bedroom home is one for the 'Gram! From the gigantic tusks, to th ...
From $1290 per night (USD)Expedia
From $529 per night (USD)VRBO
Fall Foliage 🍁 Special 🍁Stratton Slopeside Condo at The Landmark!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Your Stratton adventure begins at this 2-bedroom condo located in the village. Park your car and never have to worry abo ...
From $529 per night (USD)VRBO
From $549 per night (USD)Expedia
Family-friendly log cabin with Fireplace & Mountain Views near 4 Ski Resorts
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Make Highland View Lodge in Weston your family or group's home for the winter season. This spacious 4-bedroom, 3-bathroo ...
From $549 per night (USD)Expedia
From $403 per night (USD)VRBO
Updated ground floor condo w/ patio, fireplace, ski locker, door to door shuttle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Vantage Point #7 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $403 per night (USD)VRBO
From $1448 per night (USD)Expedia
Top Flr Duplex 4BR 4BA - Walk to All @ Stratton Mt
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
New Rising Bear Duplex 409 at Stratton Mt-Seasonal Rental Available Spacious 4Br/4Bth Lodge With Ice Skating Pond, Heate ...
From $1448 per night (USD)Expedia
From $430 per night (USD)VRBO
Cozy 4 BR home with hot tub in Weston near 4 ski areas & many hiking trails!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Escape to picturesque Weston, home of the famous Vermont Country Store, and the perfect retreat for nature lovers and ad ...
From $430 per night (USD)VRBO
From $528 per night (USD)Expedia
Secluded dog-friendly home with two living rooms, chef's kitchen, smart TVs, W/D
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Trailhead Resting Spot Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $528 per night (USD)Expedia
From $291 per night (USD)VRBO
Cozy Townhome with Shared Pool, W/D & Wood-Burning Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Styles Brook Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $291 per night (USD)VRBO
From $497 per night (USD)Expedia
Dog-friendly cabin with pools, hot tub, tennis & pickleball - near Mt. Snow
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Little Bend Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $497 per night (USD)Expedia
From $246 per night (USD)VRBO
Fun Filmmaker's Bungalow wPool & Pro Screening Room
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Hollywood Bungalow in the Berkshires is a cool cozy rustic country bungalow featuring a screening room with incredible ...
From $246 per night (USD)VRBO
From $333 per night (USD)Expedia
Mountain-view condo with private balcony, fireplace, & updated interior
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Vantage Point #8 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $333 per night (USD)Expedia
From $1574 per night (USD)VRBO
Ski On/Off Stratton VT Slopeside Townhouse/Hot tub, 3bed/3bath, sleeps 11
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Stratton Slopeside newly renovated 3B/3B with loft. Sleeps up to 11. 2 bedrooms have ensuites. All New kitchen, baths ...
From $1574 per night (USD)VRBO
From $470 per night (USD)Expedia
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Come enjoy the convenience of this cozy one bedroom located adjacent to the village and lifts at Stratton Mountain. Ou ...
From $470 per night (USD)Expedia
From $484 per night (USD)VRBO
Cozy log cabin w/ wood-burning fireplace, balcony, close to recreation, pond
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Parker Lane Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $484 per night (USD)VRBO
From $595 per night (USD)VRBO
Stratton Retreat: Shuttle/Stroll to Mountain, Spacious Townhouse, Fun for All
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your perfect mountain retreat, just minutes from the heart of Stratton! Whether you're planning a winter ski ...
From $595 per night (USD)VRBO
From $694 per night (USD)VRBO
Completely updated 2BD/2BR. Walk to Lift & Village. Heated Pool. Gorgeous Views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Time. It’s the one thing there’s never enough of. So make the most of yours with those who matter most, at Vermondo. W ...
From $694 per night (USD)VRBO
From $2184 per night (USD)VRBO
SKI-IN OUT GEM!-3 BR 3 BA Top floor Duplex.2 mins Walk2Village.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Watch Villager lift start from your window to get first tracks! An ‘A’ location property w ease of Ski-IN Out offers fre ...
From $2184 per night (USD)VRBO
From $200 per night (USD)VRBO
The Crik House: Modern digs, American farm country
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
ABOUT THE AREA: Situated in the small rural hamlet of White Creek, NY, the Crik House is a fully wired, but bucolic retr ...
From $200 per night (USD)VRBO
From $422 per night (USD)Expedia
Secluded 4 bedroom home with sweeping mountain views in Williamstown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Your cozy getaway awaits in Williamstown at this lovely home with sweeping mountain views. With 4 bedrooms including a k ...
From $422 per night (USD)Expedia
From $1313 per night (USD)VRBO
Ski in Ski Out newly renovated Slopeside G2
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Book your stay today and start planning your dream vacation! This newly renovated townhome is the perfect blend of adven ...
From $1313 per night (USD)VRBO
From $305 per night (USD)VRBO
Warm and Welcoming Vermont Haven, Perfect for Families
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled among birch trees and a rushing brook in the Green Mountains, this 3-bed, 2-bath family-friendly house provides ...
From $305 per night (USD)VRBO
From $2373 per night (USD)VRBO
Slopeside E-10 ski in ski out the door
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This Ski In Ski Out townhome is an ideal location to reconnect in this family-friendly setting in Slopeside E-Building. ...
From $2373 per night (USD)VRBO
From $1223 per night (USD)VRBO
Ski on Ski off Obertal F building
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Adjacent to the Tamarack triple chairlift, this 2 bedroom / 1 bathroom Ober Tal unit offers a most convenient trailside ...
From $1223 per night (USD)VRBO
From $1337 per night (USD)VRBO
Ski in Ski Out Slopeside with Private Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover the perfect blend of adventure and relaxation in this renovated 4-bedroom, 3-bathroom townhome. This Slopeside ...
From $1337 per night (USD)VRBO
From $877 per night (USD)VRBO
Well Appointed Crown Point, Mountain Views, & Shuttle to the Base Lodge!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This 3 bedroom, all one level condo boasts an open floor plan, cathedral ceilings, 2 wood burning fireplaces, one in the ...
From $877 per night (USD)VRBO
From $699 per night (USD)VRBO
Brazer's Way Minutes to Sun Bowl & Stratton Base Lodge
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Located just minutes away from Sun Bowl and Stratton Base area don’t miss this opportunity to rent this newly updated si ...
From $699 per night (USD)VRBO
From $843 per night (USD)VRBO
Premier Treetop Townhome with Fireplace, Shuttle and Private Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This Adirondack style 3 bedroom 3 bath TreeTop Townhome is tastefully furnished and ready for your family vacation! Tree ...
From $843 per night (USD)VRBO
From $826 per night (USD)VRBO
Stratton Springs Top Tier End Unit
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This well appointed Stratton Springs 4 bedroom/3.5 bath Townhome is a gem, located in a most desirable location and has ...
From $826 per night (USD)VRBO
From $3446 per night (USD)VRBO
Ski on Ski Off Stratton Snowbridge Townhome with Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Enjoy a memorable visit when you stay in this On Mountain Snowbridge Townhome. This spacious unit has one of the best sk ...
From $3446 per night (USD)VRBO
From $1935 per night (USD)VRBO
Hearthstone Lodge Corner Unit with a View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Hearthstone is a perfect location for your next mountain adventure. Close enough to everything & has a private shuttle. ...
From $1935 per night (USD)VRBO
From $6102 per night (USD)VRBO
Premier Stratton Mountain Resort Location Flowing Springs
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Rarely does a renovated residence of this caliber with a premier resort location come to the rental market place! Just s ...
From $6102 per night (USD)VRBO
From $1107 per night (USD)VRBO
Ski-in Ski-out Condo at Stratton
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This Ski-in Ski-out community, Ober Tal, is situated alongside the Tamarack triple chairlift at Stratton Mountain Resort ...
From $1107 per night (USD)VRBO
From $1332 per night (USD)VRBO
Slopeside ski on/off 100 yards from Home Run. 3BR/2Bth condo, walk to village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious and newly renovated 3BR/3Bth Slopeside condo, walk to Stratton village. Walking Access to pool, gym and ski sl ...
From $1332 per night (USD)VRBO
From $395 per night (USD)VRBO
Long Trail House at Stratton Mountain Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Mountain ski retreat with 10 restaurants and 2 bars/lounges Enjoy the slopes and an outdoor pool at Long Trail House at ...
From $395 per night (USD)VRBO
From $557 per night (USD)Expedia
Mountain & sunset views from balcony! Heated pool/spas, walk to lifts & village!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
2 BR/2 BA MOUNTAIN-FACING end unit with extra windows, on top floor, with large private deck and unobstructed views of S ...
From $557 per night (USD)Expedia
From $446 per night (USD)VRBO
Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come and relax in our secluded, 2,000sq ft home in the woods. Our chalet is private and quiet, with enough room for your ...
From $446 per night (USD)VRBO
From $674 per night (USD)Expedia
Condo--Walk to Stratton Village--Summer activities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Stratton is jam packed with adventure and our condo is in the heart of it! This ground level, 2 bedroom, 2 bath condo is ...
From $674 per night (USD)Expedia
From $1129 per night (USD)VRBO
SKI IN / SKI OUT at base of Tamarack Lift, Walk to Village, Condo for 2 Families
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Ski In / Ski Out Condo at the base of Tamarack Lift. After you park in the gated lot directly at the base of the mounta ...
From $1129 per night (USD)VRBO
From $447 per night (USD)VRBO
Family-Friendly Stratton Gem Close to Slopes!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Skiers and adventurous families can appreciate the comfort and convenience of this Stratton vacation rental! The 4-bedro ...
From $447 per night (USD)VRBO
From $868 per night (USD)VRBO
Luxury Duplex Condo·Stratton Ski in Ski Out
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
The Landmark at Stratton Luxury condos are by far the most requested location & building at Stratton MTN. This New luxur ...
From $868 per night (USD)VRBO
From $401 per night (USD)Expedia
Luxury Condo*Hot Tub*Pool*Fireplace*Walk to Lifts*Near Golf Course & Fitness Ctr
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come experience the thrill of vacationing at one of Vermont's premier resorts and relax in your luxury condo in the grea ...
From $401 per night (USD)Expedia
From $418 per night (USD)VRBO
Extraordinary Stratton Ski On/Ski Off Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Whether you're looking to escape to the mountains during ski season or need a summertime getaway, this home promises an ...
From $418 per night (USD)VRBO
From $525 per night (USD)Expedia
Spacious Vacation home in Chimney Hill near Mt Snow
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Plan your winter and ski vacation in the mountains! Lots of fall and winter things to do! Enjoy our 2600+ sq fr of spa ...
From $525 per night (USD)Expedia
From $1069 per night (USD)VRBO
Stratton MTN Retreat~4BR/10Bed Ski House w/2 MSTRS-Jacuzzi-Game RM-3mins to MTN!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Great Escape - Spacious Ski House at Stratton Mountain! Come make memories in our warm and inviting 4-bedroom (2 Master ...
From $1069 per night (USD)VRBO
From $197 per night (USD)Expedia
Red Country Escape with Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy our 3 bedroom, 1 bath red farmhouse home sitting on 16 acres in upstate New York. Amazing views of the Taconic Mou ...
From $197 per night (USD)Expedia