Jamaica Rentals
From $597 per night (USD)VRBO
Stunning VT Farmhouse minutes to Stratton/Bromley
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
This beautiful architect designed farmhouse, built in 2000, provides a perfect mountain escape. A stone's throw to skiin ...
From $597 per night (USD)VRBO
From $286 per night (USD)Expedia
Two Bedroom Chalet, Charming, Quiet, River Front
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Two bedroom Chalet, in a secluded area very romantic, facing a river, on the back road to Stratton Mountain.Only six mil ...
From $286 per night (USD)Expedia
From $306 per night (USD)VRBO
Charming Traditional Log Cabin In Between Mt. Snow And Stratton with Sauna/WIFI
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
**Renters must be at least 25 years of age to rent this property** Beautiful charming cozy log cabin with 3 bedrooms a ...
From $306 per night (USD)VRBO
From $601 per night (USD)Expedia
Views for Days | A/C | Hot Tub | Sauna | Close to Swimming, Golfing, Hiking!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Escape to the Shred Shack by 42 North LP, your ultimate mountain escape in Vermont! The Shred Shack offers stunning moun ...
From $601 per night (USD)Expedia
From $829 per night (USD)VRBO
True Vermont Experience! Spectacular home great for ski loving families!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Live out your fairytale Vermont experience with this cozy, family-friendly single-family home minutes from Stratton Moun ...
From $829 per night (USD)VRBO
From $603 per night (USD)VRBO
Beautiful Lakefront Home is located in Woods on Cole Pond. Near Stratton
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Unique newly renovated lake front home built around antique log cabin. Spectacular views of picturesque Cole Pond and ev ...
From $603 per night (USD)VRBO
From $848 per night (USD)VRBO
Modern 5BR VT home minutes to Stratton w/ Sauna
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to paradise in VT! Private Vermont home located less than 5 minutes from Stratton Mountain, Stratton golf cours ...
From $848 per night (USD)VRBO
From $609 per night (USD)Expedia
Stratton Mountain retreat with view, air conditioning and hot tub!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Nestled in the heart of Stratton, this stunning 5-bedroom vacation home offers the perfect escape for your next getaway. ...
From $609 per night (USD)Expedia
From $206 per night (USD)VRBO
Cozy cottage tucked away in the woods
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy wooded get-away perfect for 1-4 people. Tucked in the mountains. Close access to skiing. Wonderful spot to unplug ...
From $206 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 $253 per night (USD)VRBO
West Wing at Mantana Meadows on the West River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to Mantana Meadows! This 1970's contemporary is able to allow families and friends a great space to enjoy VT. ...
From $253 per night (USD)VRBO
From $720 per night (USD)Expedia
Cozy ski home with amazing views of Stratton & Bromley Mountains.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Recently updated Vermont ski home located off of the access road to Stratton Mountain with hot tub, four bedrooms, two f ...
From $720 per night (USD)Expedia
From $215 per night (USD)VRBO
Minutes from Stratton Mountain for Less Money
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This quiet and private chalet in the heart of the southern Vermont Green Mountains is just 3 miles from the Stratton Mou ...
From $215 per night (USD)VRBO
From $299 per night (USD)Expedia
Wishing Well Cabin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Great family space with open areas, 2 bathrooms and 3 bedrooms. Sleeps 8 plus a pull out couch for flexibility. Large b ...
From $299 per night (USD)Expedia
From $435 per night (USD)VRBO
Two-story, spacious, dog-friendly house w/mountain views & large front porch
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Haven on the Hill Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $435 per night (USD)VRBO
From $947 per night (USD)VRBO
The Bear Ski House - 5 mins from Stratton Mountain
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to The Bear House! A peaceful, mountain-top getaway. Nestled in the tranquil Green Mountain National Forest and ...
From $947 per night (USD)VRBO
From $170 per night (USD)VRBO
Quintessential Vermont farmhouse
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Unpack your bags and relax in this truly Quintessential Vermont Farmhouse situated on a picturesque 12 acre setting. T ...
From $170 per night (USD)VRBO
From $1175 per night (USD)VRBO
Western Mountain Lodge on River and Close to Stratton
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
All season mountain lodge with spectacular river views and close to Stratton. The house has five master suites all with ...
From $1175 per night (USD)VRBO
From $428 per night (USD)VRBO
Beautifully Maintained Custom Built Home on 7 acres - 3 mi from Stratton Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful custom built 3 Bedroom home with 2 full bathrooms, and a 2 car garage sits on 7 acres of very private lan ...
From $428 per night (USD)VRBO
From $915 per night (USD)VRBO
NOW Full AC \n3 Level 2900 Sq.' House 6 Bedrooms 4.5 Baths 2 Fireplaces
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 18
This warm and spacious 3 level 2900 square foot house set on 4.4 acres with 6 bedrooms (13 actual beds) and 4.5 baths is ...
From $915 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 $308 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 $308 per night (USD)VRBO
From $280 per night (USD)VRBO
Stratton Mountain location for less
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
LOCATION...LOCATION...LOCATION... Cute and cozy chalet conveniently located on the Stratton Mountain Access road!! Gr ...
From $280 per night (USD)VRBO
From $367 per night (USD)VRBO
Enjoy Privacy and Beautiful views of Southern VT
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This 3200 sq.ft. custom home is surrounded by breathtaking views of Vermont & New Hampshire. The open layout and southea ...
From $367 per night (USD)VRBO
From $154 per night (USD)VRBO
Stratton Mountain On A Budget
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Perfect for a small family on a budget. Clean, updated and well furnished 2 bedroom apartment. Nice quiet area with ni ...
From $154 per night (USD)VRBO
From $231 per night (USD)Expedia
10 min from Stratton! Log Cabin w/ Beautiful Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Spectacular views of Stratton Mountain! This cozy log cabin is set on 10 acres of land offering a quiet year round Vermo ...
From $231 per night (USD)Expedia
From $617 per night (USD)VRBO
STRATTON SKI HOUSE BUILT FOR FUN, HOT TUB, SAUNA, MAN CAVE, MORE
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
Located on the Ball Mountain Brook, just 3 miles from the Stratton Sun Bowl, with easy access to parking and the lifts, ...
From $617 per night (USD)VRBO
From $946 per night (USD)Expedia
A PERFECT POST-N-BEAM IN THE CLOUDS OVER STRATTON
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
WOW! It would take a true artistic writer to put in words what my eyes are seeing right now. The sun is setting over a 1 ...
From $946 per night (USD)Expedia
From $794 per night (USD)VRBO
This house is a 4 bedroom(s), 2.5 bathrooms, located in Jamaica, VT.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Our cozy Green Mountain A-Frame is the perfect place for your Vermont getaway! A perfect combination of modern meets ecl ...
From $794 per night (USD)VRBO
From $295 per night (USD)Expedia
Two-story, dog-friendly house with wood fireplace
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Wardsboro Family Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $295 per night (USD)Expedia
From $264 per night (USD)VRBO
Perfect Vermont Farmhouse At The Base Of The Stratton Mountain Access Road.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This is a very comfortable home instead of a rental. Home has three bedrooms, two baths. Queen bed in master. Queen i ...
From $264 per night (USD)VRBO
Click For PricingExpedia
Newly renovated chalet with views of Stratton Mountain
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Amazing location just minutes from Stratton Mountain Resort. A-Frame home with breathtaking views of the ski reCozy up ...
Click For PricingExpedia
From $1342 per night (USD)VRBO
Forest Lodge - Near 6 Ski Resorts
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 16
This 4,300 sq ft retreat is nestled in the beautiful Green Mountains on 11 private forested acres, near 6 ski resorts. T ...
From $1342 per night (USD)VRBO
From $254 per night (USD)VRBO
Charming Chalet nestled in the woods of Stratton, close to ski resorts & more
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our charming chalet, that we named "Seasons", is nestled in the woods, yet close to all that Stratton, Mount Snow, Broml ...
From $254 per night (USD)VRBO
From $439 per night (USD)VRBO
Upscale Mount Snow/Stratton Area w/Indoor Pool access, short drive to lakes
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Our Vermont home is conveniently located closely to both Mount Snow and Stratton. Our home is also nearby the VAST tra ...
From $439 per night (USD)VRBO
From $234 per night (USD)Expedia
Cozy 3BR Vermont Artistic Retreat w/ Trails
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover this cozy 3-bedroom artistic retreat in Windham, VT’s serene countryside, perfect for spring and summer adventu ...
From $234 per night (USD)Expedia
From $570 per night (USD)VRBO
Mountain Oasis - Hot Tub, Sauna, Fire Pit, & MORE!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Your whole group will love the easy access to endless amenities including skiing, snowmobiling, hiking, kayaking fishing ...
From $570 per night (USD)VRBO
From $457 per night (USD)Expedia
Vermont Charm: Fireplaces, Hot Tub, Epic Stratton Mountain Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
42 North Vermont is proud to present Hilltop Hideaway at Stratton. Perched upon a 1.6 acre knoll, with wonderful views ...
From $457 per night (USD)Expedia
From $509 per night (USD)VRBO
Spacious Riverfront Home 7 Minutes to Stratton!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Operated as a bed and breakfast for years, this newly updated Farmhouse is spacious enough for multiple families to comf ...
From $509 per night (USD)VRBO
From $162 per night (USD)Expedia
Stratton; 5 min. Pikes Falls, 1 min. Fire pit, Pets welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
-5 min drive to Stratton Mnt -3 min WALK to Pikes Falls -18 min to Bromley -25 min to Manchester -30-40 min to Okemo, M ...
From $162 per night (USD)Expedia
From $1018 per night (USD)VRBO
Newly renovated 5BR ski house with game room just minutes to 4 nearby mountains
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Floor to ceiling windows and an open floor plan in this newly renovated quintessential A-frame house located in a beauti ...
From $1018 per night (USD)VRBO
From $359 per night (USD)VRBO
Leonard’s Log Cabin— Mt. Snow/Stratton Ski House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Our cabin is located midway between Stratton Mountain and Mt Snow, and has easy access to the VAST snowmobile trails. T ...
From $359 per night (USD)VRBO
From $1634 per night (USD)VRBO
Only 5 minutes away from Stratton Mountain
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Only 5 minutes away from the slopes there is this beautiful Big house with plenty of space that includes 2 Living Rooms ...
From $1634 per night (USD)VRBO
From $308 per night (USD)VRBO
Authentic Vermont Log Cabin Between Mount Snow and Stratton - No monthly rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the rustic charm of an authentic log cabin in a secluded setting in the Green Mountain National Forest. The ...
From $308 per night (USD)VRBO
From $412 per night (USD)VRBO
Log Cabin with Hot Tub - Perfect for family vacation and group getaways!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
There is plenty of space for you and your nearest and dearest in this 3,000 sq ft 4 bed/4 bath home. Whether you are ent ...
From $412 per night (USD)VRBO
From $1472 per night (USD)Expedia
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
- Bedrooms:
- 5
- Bathrooms:
- 9
- Sleeps:
- 30
Boasting 10 acres, our Northern Quarters Estate, strategically positioned between Mount Snow and Stratton, is an ideal r ...
From $1472 per night (USD)Expedia
From $309 per night (USD)VRBO
Ski condo a mile from Stratton Mtn, shuttle bus and wood included. No Pets.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The master bedroom has a king bed and the other 2 bedrooms have two twin beds each. Linen and a fully equipped kitchen ...
From $309 per night (USD)VRBO
From $1548 per night (USD)VRBO
Stratton Spectacular - July 4th Still Available !
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 16
Spectacular Timberframe Home very near Stratton Mountain, Vermont. Extraordinary soaring ceilings with fieldstone firep ...
From $1548 per night (USD)VRBO
From $339 per night (USD)VRBO
All Season Paradise. Swim, Hike, Ski and More!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our Jamaica farmhouse, a place with space to live and breathe the beauty that Vermont has to offer. Simple, a ...
From $339 per night (USD)VRBO
From $537 per night (USD)VRBO
Near Stratton, Bromley & Magic!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
**Perfect all year round** Welcome to our condo, Triangle Peak. We have two levels of spacious accommodations comfortabl ...
From $537 per night (USD)VRBO
From $1264 per night (USD)VRBO
Views of Stratton, Minutes from the Slopes, EV Charging Level 2
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Charming ski cabin in the woods yet close to it all. Enjoys views of Stratton while relaxing in the hot tub. Stay warm ...
From $1264 per night (USD)VRBO
From $561 per night (USD)VRBO
Beautiful post & beam home between Stratton & Mount Snow
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Located between Mount Snow & Stratton makes this Vermont retreat the perfect location! Your stay at a quintessential ...
From $561 per night (USD)VRBO
Click For PricingVRBO
2024 Seasonal Summer Rental
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
2023 Intervale Renovation - Brand New Chef's Kitchen - Highly Sought After 3 BR/3 Bath + Loft/Office. Serene-woodland se ...
Click For PricingVRBO
From $226 per night (USD)Expedia
Starry Skies: 7min to SkiStratton+PikesFalls+DogOK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Situated on 13 acres of forest with stunning views from indoors/out and flooded with light from the southern exposure. F ...
From $226 per night (USD)Expedia
From $631 per night (USD)VRBO
STRATTON 5 STAR SKI HOME: HOT TUB, SAUNA, 2 SUITES, 2 FIREPLACES
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sleeps 8 plus. Newly renovated with 2 MASTER SUITES on the main floor and 2 other bedrooms with 2 beds each upstairs. P ...
From $631 per night (USD)VRBO
From $569 per night (USD)VRBO
Farmhouse; <2 Miles to Stratton Mtn.; 4 bedrooms, 3 bathrooms; Winter Season opt
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
*Full Winter Season lease available at $32,000 + utilities Summers are also amazing here! Spacious Farmhouse, 8 minut ...
From $569 per night (USD)VRBO
From $766 per night (USD)VRBO
Mount Snow Area Home with a Hot Tub, Fire Pit, Set Back in the Woods!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
If you are looking for a great Mount Snow area home that is set back in the woods, has a hot tub, fire pit, and an incre ...
From $766 per night (USD)VRBO
Click For PricingExpedia
Warm & Inviting Jamaica Cabin w/ Grill: Ski & Hike
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
When you arrive in Jamaica, you'll discover why the unofficial town motto is 'live and let live'. This 2-bedroom, 1.5-ba ...
Click For PricingExpedia
From $637 per night (USD)VRBO
Romantic Retreat - Minutes from Stratton
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Romantic Home - Stratton Vermont. Lot't to do around : Minutes from Manchester VT Shopping , Museums and great Restaur ...
From $637 per night (USD)VRBO
From $456 per night (USD)VRBO
New Beautiful Modern Home - Weekly or Monthly - Isolated but Centrally Located
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Ten year old custom built modern home with the finest material. Set on 20 acres on the end of a long private road. Bu ...
From $456 per night (USD)VRBO
From $277 per night (USD)VRBO
Stratton Mountain home in downtown Winhall
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located in the heart of downtown Winhall. Walking distance to local market, restaurants, and ski shops. Only 3 miles to ...
From $277 per night (USD)VRBO
Click For PricingExpedia
Celestial Mountain Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come visit our private, secluded, and serene cabin in Jamaica, VT. Our Celestial Hideaway! Perfectly nestled on the top ...
Click For PricingExpedia
From $706 per night (USD)VRBO
Stratton VT w/ views, stunning 26ft Fireplace, and just 5 min to base
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy stunning valley views from this home located on Slippery Fox a private drive with ample parking just minutes to th ...
From $706 per night (USD)VRBO
From $739 per night (USD)VRBO
Something for everybody! This house is a crowd pleaser!\n6 Bedrooms/Sleeps 13!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 11
Bright and cozy, lovingly maintained, barn style family home. Ideal for entertaining family and friends. Open concept m ...
From $739 per night (USD)VRBO
From $1154 per night (USD)VRBO
Skiing, snowboarding, tubing, snowshoeing and all the other winter activities!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
All Seasons location for the best of the 3 key seasons. SUMMER: Best outdoor adventures and farmer's markets ...
From $1154 per night (USD)VRBO
From $420 per night (USD)Expedia
Best of Vermont
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
This cozy Stratton Mountain home is located off of Pikes Falls Road 4 miles from Sunbowl Lodge, 4.5 miles to Stratton ma ...
From $420 per night (USD)Expedia
From $1036 per night (USD)VRBO
Modern Luxury at White Pine Lodge – 10 min from Stratton Mountain
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Architecturally significant home in South Londonderry, just 10 minutes from Stratton Mountain and less than 15 minutes f ...
From $1036 per night (USD)VRBO
From $630 per night (USD)Expedia
Mountain House near Mount Snow & Stratton w/ 2 Fireplaces, Hot Tub & Sauna
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
The perfect ski lodge nestled between mount snow and Stratton mountain. This lodge features 2 fireplaces, indoor sauna, ...
From $630 per night (USD)Expedia
Click For PricingVRBO
Coffee Lover's Retreat w/ hot tub & game room
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Retreat to the Java House, a spacious 4 BR/3.5 BA home tucked away on a quiet lot. This home is perfect for large grou ...
Click For PricingVRBO
From $831 per night (USD)VRBO
Spacious Luxury Stratton Mountain Home w/Weekend/Holiday Winter Shuttle to Mtn
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
New Listing to VRBO! Enjoy luxury mountain living in this well-appointed home in Stratton, Vermont! With over 5k sq ft o ...
From $831 per night (USD)VRBO
From $798 per night (USD)VRBO
Stratton Vermont Ski Chalet with simply some of the best views in Vermont.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
STRATTON, Simply some of the Best Views in Vermont ! Great location, off the access road, this five bedroom ski chalet ...
From $798 per night (USD)VRBO
From $291 per night (USD)VRBO
Privacy in the Green Mountains! Hike, bike, swim and enjoy VT all summer.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Peaceful and private retreat! Wind up a long driveway to our home, located 2 miles to the Stratton access Road, 20 minut ...
From $291 per night (USD)VRBO
From $263 per night (USD)VRBO
Secluded, cozy and affordable! Beautiful setting in the woods
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This contemporary design, cozy cabin sits high up in the woods on 10 acres of Pikes Falls Road between Stratton and Jama ...
From $263 per night (USD)VRBO
From $584 per night (USD)VRBO
Perfect Family Retreat! Minutes From Stratton Mtn. Close To Mt. Snow & Bromley
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy a Log Cabin that's anything but Rustic! Sleeps 10, 4 Bedrooms. King master suite, 2 Queen bedrooms and 2 sets of ...
From $584 per night (USD)VRBO
From $832 per night (USD)VRBO
One of a Kind Post and Beam Home on Private 100 acre Island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This home is very unique and special to me. I am a builder from Martha's Vineyard and put my heart, soul and experience ...
From $832 per night (USD)VRBO
From $611 per night (USD)Expedia
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Deerwood Hill is a 3.6 acre base camp for all Green Mountain adventures. Within minutes to Stratton, Magic, Bromley, Mt ...
From $611 per night (USD)Expedia
From $322 per night (USD)VRBO
Foxglove Tiny House - a modern tiny getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Welcome to the Foxglove Tiny House, a modern tiny house in Jamaica, VT. Dogs welcome with a $100 pet fee. Jamaica is a ...
From $322 per night (USD)VRBO
From $560 per night (USD)Expedia
Green Mountain Modern House: iconic modern getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our unique, contemporary home is in the heart of the Green Mountain National Forest, all while offering all the perks of ...
From $560 per night (USD)Expedia
From $324 per night (USD)VRBO
Green Mountain Tiny House: a mountainside retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A unique tiny house vacation rental offering contemporary, Vermont farmhouse luxury in the Green Mountains. As featured ...
From $324 per night (USD)VRBO
From $926 per night (USD)VRBO
Wonderful Stratton Mtn Home - 3 miles to Base Lodge!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Conveniently located just off the Stratton Mountain Access Road, our 5 Bedroom house offers the comfort and amenities to ...
From $926 per night (USD)VRBO
From $666 per night (USD)VRBO
Stratton Mountain-Piper Ridge Spacious Multi-Level 1830 Ft. Premium Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Piper Ridge Condominiums are among the most desirable in the Stratton/Bondville area located on the Mountain just off th ...
From $666 per night (USD)VRBO
From $476 per night (USD)Expedia
Antique charm 8 minutes from Stratton slopes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Bear Cub Cabin! Our home is located 8 minutes from the Sunbowl at Stratton Mountain Ski Resort. Bear Cub Cabi ...
From $476 per night (USD)Expedia
From $597 per night (USD)VRBO
Spacious Stratton Mountain Home - Perfect for families!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Situated in the Strattonwald neighborhood, this home offers a convenient location to Stratton and Bromley Mountain. Our ...
From $597 per night (USD)VRBO
From $136 per night (USD)Expedia
Tiny House with fire place. 5 min from Stratton Mt. 3 min WALK from Pikes Falls!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This open concept tiny house was built 100% by my husband, Elton. He lived in it for 5 years with his, now, 13 year old ...
From $136 per night (USD)Expedia
From $816 per night (USD)VRBO
Stratton Ski Chalet: Spacious Modern Oasis w/Hot Tub, Fireplace, Pond & BBQ Deck
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to your perfect Vermont getaway! This spacious 5-bedroom, 4.5-bath chalet is nestled in the heart of Strattonwal ...
From $816 per night (USD)VRBO
From $1623 per night (USD)Expedia
Luxury Condo Near Stratton and Bromley Mountains
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Forget your worries in this spacious and comfortable space. At the bottom of the Stratton access road you will be conve ...
From $1623 per night (USD)Expedia
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The Overlook House: Sauna and View Deck by Stratton Mountain
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
The Overlook broke ground at the end of 2017 and we’re finally ready to welcome our very first guests to our newly finis ...
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From $422 per night (USD)Expedia
Wardsboro Family Home: 7 Mi to Mount Snow!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Whisk away on an all-season immersive getaway to this 5-bedroom, 2.5-bathroom vacation rental in Wardsboro. Perfect for ...
From $422 per night (USD)Expedia
From $1687 per night (USD)VRBO
1865 Vermont Farmhouse with Luxury Updates
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Genuine 1865 Vermont VT Farmhouse with hand-hewn wood beams in rural setting. 3 floors and 3,000 sq ft. Totally update ...
From $1687 per night (USD)VRBO
From $573 per night (USD)VRBO
Bluebird - Large cottage for all season getaway
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
House set in a natural setting < 5min min drive from Stratton parking. You will feel the true nature Vermont has to offe ...
From $573 per night (USD)VRBO
From $362 per night (USD)VRBO
Cool Runnings Cabin: Rustic + Spacious w. Fireplace + FirePit 12 min to Stratton
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Experience Vermont's charm in every season @coolrunningscabin, only 12 minutes to Stratton! Explore summer hiking and fa ...
From $362 per night (USD)VRBO
From $486 per night (USD)Expedia
This house is a 2 bedroom(s), 1 bathrooms, located in Jamaica, VT.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Post Haus! A one-of-a kind, modern Vermont mini cabin in the Green Mountain National Forest. This high-en ...
From $486 per night (USD)Expedia
From $405 per night (USD)VRBO
A Secluded Haven for Your Family Vacation!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Escape to Vermont's Hidden Gem: Drop Point Cabin in Jamaica Nestled in the picturesque town of Jamaica, Vermont, Drop P ...
From $405 per night (USD)VRBO
From $495 per night (USD)Expedia
Jamaica Vacation Home w/ Deck: 8 Mi to Skiing!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The quintessential Vermont retreat awaits at this Jamaica vacation rental near ski resorts! This 4-bedroom, 3-bath home ...
From $495 per night (USD)Expedia
From $559 per night (USD)VRBO
Stratton + Mt. Snow family getaway with Hot Tub, Fire Pit, Game Room, and AC!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
*NEW Midea Air Conditioning window units in living room/basement for summer 2024!* Wel ...
From $559 per night (USD)VRBO
From $223 per night (USD)Expedia
Potter's Place | House in Jamaica with mountain views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Potter's Place Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $223 per night (USD)Expedia
From $552 per night (USD)VRBO
Valley View: 5BR Mtn Home with Hot Tub, Sauna & Two Living Rooms!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
This stunning 5-bedroom/3.5-bath home is located off the Stratton Mountain access road in Winhall, Vermont. It’s a short ...
From $552 per night (USD)VRBO
From $570 per night (USD)Expedia
The Mountain Escape!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Your whole group will love the easy access to endless amenities including skiing, snowmobiling, hiking, kayaking, fishin ...
From $570 per night (USD)Expedia
From $591 per night (USD)VRBO
Newly renovated family friendly Chalet minutes to skiing!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Wanderlust. A unique Gambrel Style Chalet tucked away in the wooded neighborhood of Snow Mountain Farms. Enjo ...
From $591 per night (USD)VRBO
From $598 per night (USD)Expedia
Pet Friendly home with a barrel sauna
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Snowdrift- your next ultimate destination for a relaxing and fulfilling vacation experience! This beautiful a ...
From $598 per night (USD)Expedia