Bennington Area, Vermont Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Bennington Area, Vermont on RentalSaver.com!

Bennington Area Rentals

From $296 per night (USD)
VRBO
Private 2-bedroom condo with mountain views in charming Dorset, Vermont.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Charming Dorset Condo with Stunning Mountain Views Nestled in the quaint and historic village of Dorset, this inviting ...
From $296 per night (USD)
VRBO
From $606 per night (USD)
Expedia
Historic Depot Area Farmhouse
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Thoughtfully restored 1890 Colonial in the Historic Depot Area of Manchester. Recently renovated to today’s standards w ...
From $606 per night (USD)
Expedia
From $1065 per night (USD)
VRBO
Quartermile Mountain Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Nestled just minutes away from the bustling Stratton Village on picturesque Quarter Mile Road, this stunning 5 bedroom, ...
From $1065 per night (USD)
VRBO
From $1736 per night (USD)
VRBO
Stratton Vermont Ski House with Stunning Views of Bromley Mountain
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to Rainbow's End, our home away in the Green Mountains of Vermont. Our home is in the town of Bondville, just 10 ...
From $1736 per night (USD)
VRBO
From $369 per night (USD)
VRBO
Charming Dorset Cottage Retreat.
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
A Home Away from Home . Welcome to our serene property , a home away from home where nature’s beauty surrounds you . Whe ...
From $369 per night (USD)
VRBO
From $377 per night (USD)
Expedia
The Vermont Farmhouse + Stunning Views + Dog Friendly + Adjacent Nature Preserve
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to this lovingly restored 1860s Vermont farmhouse, where historic charm meets modern comfort. With 2 cozy bedroo ...
From $377 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Relax by our scenic brook and enjoy the view of the Green Mountains!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the comforts of a charming home and the idyllic scenery of the Green Mountains. Located in southern Vermont, this ...
From $167 per night (USD)
VRBO
From $478 per night (USD)
Expedia
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Bedrooms:
5
Bathrooms:
4
Sleeps:
9
Perfectly positioned between Stratton and Bromley ski resorts, and just a 10-minute drive from Manchester, the Stratton ...
From $478 per night (USD)
Expedia
From $250 per night (USD)
VRBO
1828 Vermont Cottage Feet From The Famous Battenkill River
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
WELCOME TO THE HISTORIC SAMUEL BENEDICT HOMESTEAD Located on the southern bank of the picturesque Battenkill River in W ...
From $250 per night (USD)
VRBO
From $1215 per night (USD)
VRBO
MANCHESTER HOME - BREATHTAKING VIEWS! LOCATION! GOLF! SKIING! SHOPPING! HOT TUB!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Enjoy your next vacation here at this spectacular getaway home on Sleighbelll Lane nestled on 13 private acres in th ...
From $1215 per night (USD)
VRBO
From $338 per night (USD)
VRBO
Barn House at Light-Filled Octagon, wifi, pet-friendly, close to ski areas
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This secluded architectural gem sits on a knoll in a high mountain valley surrounded by ridgelines, near the end of a di ...
From $338 per night (USD)
VRBO
From $255 per night (USD)
Expedia
Log Cabin In The Woods
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our cabin is on 11 acres, and we have only one neighbor in the summer only. The cabin is on the side of a private mounta ...
From $255 per night (USD)
Expedia
From $720 per night (USD)
VRBO
Karin's Place VT: Phenomenal Safe Guest House with sauna, pool, playground...
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Board Member of VTSTRA (Vermont Short Term Rental Alliance) Are you looking for a private pool, fire pit, sauna, AND a ...
From $720 per night (USD)
VRBO
From $791 per night (USD)
VRBO
High Quality Home, In-town Location and Great Views of Mt. Equinox
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Our home was built in 2010 and recently expanded in 2020. It features top quality construction from one of Manchester's ...
From $791 per night (USD)
VRBO
From $750 per night (USD)
VRBO
Charming Vermont Home on 7 Acres w/ Hot Tub, Fireplace and Pond!
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Travel back in time to the picturesque, quaint villages and outdoor beauty of the Green Mountains in this sprawling Verm ...
From $750 per night (USD)
VRBO
From $491 per night (USD)
VRBO
Renovated 2 BR/1BA guest house on private 18-acre property
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Completely renovated 2 bedroom/1 bath guest house on a picturesque, private 18-acre property, nestled in the valley betw ...
From $491 per night (USD)
VRBO
From $656 per night (USD)
VRBO
3 minute drive to the heart of Manchester! Peaceful 5 bedroom home on 5 acres.
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Come enjoy a peaceful Vermont get away! This home is set on 5 acres in Manchester Center, Vermont. It is surrounded by ...
From $656 per night (USD)
VRBO
From $414 per night (USD)
Expedia
Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Introducing "Manchester Moose Inn" Beautifully remodeled Vermont vacation getaway nestled in the Green Mountain National ...
From $414 per night (USD)
Expedia
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
$Luxurious 4b/3.5bath \Mountainview\ House on 10acres, mins to lakes and hiking$
From $590 per night (USD)
VRBO
Luxurious 4b/3.5bath \"Mountainview\" House on 10acres, mins to lakes and hiking
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
After a 2 year long term rental, this sought after property is back with new carpets, freshly sanded and polished floors ...
From $590 per night (USD)
VRBO
Click For Pricing
VRBO
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 Pricing
VRBO
From $578 per night (USD)
VRBO
Minutes from Manchester Village/Center; near Stratton and Bromley Mtns
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Whether you are in town to enjoy skiing two of Vermont's best ski areas (Stratton and Bromley) or there to enjoy the bea ...
From $578 per night (USD)
VRBO
From $454 per night (USD)
VRBO
Cozy Country Cabin Vermont
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This cabin in southwest VT, is privately situated in a serene rural setting. It can accommodate up to 10 guests in 5 be ...
From $454 per night (USD)
VRBO
Click For Pricing
Expedia
Amazing 5 bed/5 bath just a few minutes from Base Lodge @ Stratton Mountain!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Our home could be the perfect Vermont getaway space for your family and friends to gather and spend quality time togethe ...
Click For Pricing
Expedia
From $398 per night (USD)
VRBO
Meme's High Mountain Lake House
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to our high mountain lakeside getaway. Known fondly as Meme's lake house, let us show you why Vermont is the des ...
From $398 per night (USD)
VRBO
From $880 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 $880 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 $409 per night (USD)
Expedia
Green Mountains 4BR House
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Currently booking Fall/Holiday reservations for 2024! Quintessential Vermont Ski Chalet with grand fireplace facing an ...
From $409 per night (USD)
Expedia
From $784 per night (USD)
VRBO
Quarry Hill Farm - stunning views - cozy yet expansive
Bedrooms:
5
Bathrooms:
8
Sleeps:
15
You've always wanted that perfect place in the country -- here it is! Quarry Hill Farm is secluded, surrounded by natura ...
From $784 per night (USD)
VRBO
From $495 per night (USD)
VRBO
Secluded Chalet, Mountain Views, Sauna+ Hotub (Near Stratton, Magic, Bromley Mt)
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Nestled in Vermont's Green Mountains, The Vermont Mountain House is located on top of a mountain in Peru, VT, a short dr ...
From $495 per night (USD)
VRBO
From $265 per night (USD)
VRBO
Mountains, pond, old barn, hiking trails- quintessential Vermont
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Cabin on 45 acres part of which is an active Christmas Tree Farm and the rest is wooded mountain. The property is bucol ...
From $265 per night (USD)
VRBO
From $1656 per night (USD)
VRBO
Charming and Warm Bromley Mountainside Home - Seasonal Rental
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Charming end unit Town home on 3 full floors located on Bromley Mountain, which sleeps 8 people. Seasonal rental avai ...
From $1656 per night (USD)
VRBO
From $310 per night (USD)
VRBO
Bright 3-Bedroom Historical Cottage w/ pool table
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Charming & bright 3-bedroom cottage located across from the authentic covered Henry Bridge! Newly renovated this past s ...
From $310 per night (USD)
VRBO
From $578 per night (USD)
Expedia
Summit Views - Stratton-Manchester Mountain and Golf Retreat w/Hot Tub and Sauna
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Introducing "Summit View Chalet" Stratton VT Slopeside Ski Home with incredible summit views, Minutes from Manchester, B ...
From $578 per night (USD)
Expedia
From $244 per night (USD)
VRBO
Spacious 2nd floor apartment steps from popular corner market.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in a charming 1890's colonial home, this 2nd floor apartment has a convenient in town location that is close to ...
From $244 per night (USD)
VRBO
$Something for everybody! This house is a crowd pleaser!\n6 Bedrooms/Sleeps 13!$
From $763 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 $763 per night (USD)
VRBO
From $751 per night (USD)
VRBO
TUCKED ABOVE: IN TOWN 3 BDR/2 BATH
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tucked Above is a recently renovated 3 Bedroom/2 Bath in town. It sits on just under an acre with spectacular views of ...
From $751 per night (USD)
VRBO
From $840 per night (USD)
VRBO
Stratton 4 bed (3 plus loft and basement sleeping) with Shuttle & Rec Room
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Cozy ski/golf/hikers chalet only three minutes from Stratton. The property comfortably sleeps 10 with two full master b ...
From $840 per night (USD)
VRBO
From $246 per night (USD)
VRBO
200 Yr old Farmhouse on 45 acres
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This experience is Vermont at its best! Fully restored 200+ yr. old colonial farmhouse, on 40+ acres. Set on a spectacul ...
From $246 per night (USD)
VRBO
From $1842 per night (USD)
Expedia
Charming 5BR Chalet@Base of Stratton Mt Has It All
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Leave the car keys on the dresser. Everything you need is right here or just outside the doorstep. This newly renovated, ...
From $1842 per night (USD)
Expedia
From $1591 per night (USD)
VRBO
Village Jewel close-by Equinox Hotel & 15 min. to Skiing & Equestrian Festival
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Winterbrook is a 5,000 sq ft, renovated (2023), Colonial Revival family home with room for everyone and is located in hi ...
From $1591 per night (USD)
VRBO
From $610 per night (USD)
VRBO
Historic c.1880 Victorian MA/VT border near Williams College MassMoCA Freshgrass
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
This beautiful, spacious, and historic property was formerly the Inn at Oak Hill. It is located at the junction of Route ...
From $610 per night (USD)
VRBO
From $1979 per night (USD)
VRBO
Enjoy Every Season at this Serene Estate with Incredible Mountain Views !
Bedrooms:
5
Bathrooms:
9
Sleeps:
23
Welcome to Paradise! Wonderful opportunity to vacation in an ideal mountain location. This beautiful home is built on a ...
From $1979 per night (USD)
VRBO
From $744 per night (USD)
VRBO
Log Cabin Escape: Well-stocked, clean, cozy & comfortable
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our pristine and well-maintained log cabin is a peaceful retreat for families & friends. Enjoy a wood-burning fireplace, ...
From $744 per night (USD)
VRBO
From $1395 per night (USD)
VRBO
Hot Tub - Fire Place - Sauna - Gym - 4 min to Bromley on a Private Lake
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
Beautiful Lake House - centrally located between 4 ski areas Bromley - 4 minutes Magic Mountain - 12 minutes Manchester ...
From $1395 per night (USD)
VRBO
From $1355 per night (USD)
VRBO
River Road Farm: A Morgan Horse Barn Turned Luxe Escape
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Nestled within the picturesque Green Mountains in Southern Vermont, River Road Farm offers a historic, elegant, unique a ...
From $1355 per night (USD)
VRBO
From $2107 per night (USD)
VRBO
Luxury Stratton Mtn Home w/Bromley view-Huge Game Rm, VIP Mtn Parking
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Pristine New Elegant Home on Stratton Mountain. Breathtaking Views of Nearby Bromley Mountain. 4 Large Bedrooms EACH wit ...
From $2107 per night (USD)
VRBO
From $173 per night (USD)
VRBO
COME FOR THE VIEWS -- STAY FOR THE MANY ACTIVITIES OR SIMPLY RELAX
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Wake up and enjoy a leisurely cup of coffee in our spacious living room or on our beautiful wrap around deck while plann ...
From $173 per night (USD)
VRBO
From $409 per night (USD)
VRBO
Beautiful Vermont 5 Bedroom farmhouse located in the picturesque Dorset Hollow.
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Situated 6 miles from Manchester in the picturesque Dorset Hollow, the farmhouse is surrounded by green fields and strea ...
From $409 per night (USD)
VRBO
From $399 per night (USD)
VRBO
The Lodge at Fox Meadow Farm
Bedrooms:
1
Bathrooms:
4
Sleeps:
4
One of the most sought after locations in southern Vermont, overlooking the valley & the Green Mountains. Filled with pe ...
From $399 per night (USD)
VRBO
$Gorgeous house- near Manchester VT, shopping, hiking, arts, golf, skiing\n$
From $778 per night (USD)
VRBO
Gorgeous house- near Manchester VT, shopping, hiking, arts, golf, skiing\n
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
NEW: VIDEO link to our house: https://youtu.be/KLilO77oHAQ Gorgeous,fully renovated Vermont Farmhouse in beautiful sett ...
From $778 per night (USD)
VRBO
From $376 per night (USD)
VRBO
The Barn On Main is a Architectural Digest Quality historic building .
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
The Barn On Main is a Architectural Digest Quality historic building situated on Main Street in Manchester Center. Set b ...
From $376 per night (USD)
VRBO
From $544 per night (USD)
VRBO
Secluded Home - Close to Skiing, Horse Show, Hiking, Dining/Shopping
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Nestled on a quiet road with Bourne Brook flowing through your backyard, this classic Vermont home is just 100 yards fr ...
From $544 per night (USD)
VRBO
From $1189 per night (USD)
VRBO
Historic Period Home in the Charming Town of Manchester Center
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Historic Period Home in the Charming Town of Manchester Center. Home was originally built in 1850 and features gracious ...
From $1189 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
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Expedia
Cozy Ski Chalet close to Stratton sleeps 10
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Come enjoy this beautiful, newly updated mountain chalet, complete with vaulted wood ceiling and wood burning stove. Our ...
Click For Pricing
Expedia
From $485 per night (USD)
VRBO
4 Bedroom Mountainside Condo - Enjoy Beautiful Vermont This Winter!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Completely remodeled 4 bed, 3.5 bath, end unit condo on Bromley mountain. Three private bedrooms all King size beds (two ...
From $485 per night (USD)
VRBO
From $912 per night (USD)
VRBO
Private Retreat on Battenkill Near Manchester Village
Bedrooms:
4
Bathrooms:
5
Sleeps:
9
Tucked away on a private road in the heart of the Green mountains, this mountain home is less than a 5 minute drive from ...
From $912 per night (USD)
VRBO
From $1196 per night (USD)
VRBO
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Remarkable 5 bedroom 5 bath home in High Meadow on shuttle! Spectacular views of Stratton Mountain in the winter, you ca ...
From $1196 per night (USD)
VRBO
From $1158 per night (USD)
Expedia
Stratton Ski Inn - Shuttle to ski - Golf course - Hot tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to our Luxury Ski Inn!!!! A very private home hidden up a long driveway with beautiful mountain views, quiet nei ...
From $1158 per night (USD)
Expedia
From $767 per night (USD)
VRBO
MINUTES TO STRATTON AND BROMLEY!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Minutes to Stratton and Bromley Mountains . Located in sought after Strattonwald! Brand new hot tub and deck for 2025 o ...
From $767 per night (USD)
VRBO
From $217 per night (USD)
VRBO
NEW Gorgeous mountain view condo 4bdr 3bth, wifi, cntrl air,near golf & downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Very large condo, 4 bdrm, 3 bath, newly furnished, new linens, appliances, new kitchen located in the prestigious Equino ...
From $217 per night (USD)
VRBO
From $608 per night (USD)
VRBO
Large Family Home Near Bromley, Stratton Mountains
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Large 5 bedroom family home, located on large open land. 15 minute drive to Bromley Mountain, and 30 minute drive to Str ...
From $608 per night (USD)
VRBO
From $1013 per night (USD)
Expedia
Modern mountain home - Spectacular Summer Horse Festival location HITS
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
3,000+ Sq Ft Family Friendly recently renovated modern mountain retreat. Spectacular Manchester area home with stunning ...
From $1013 per night (USD)
Expedia
From $494 per night (USD)
VRBO
Enjoy each season's weather in historic Manchester. Plenty to do year round!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This is a very comfortable home with a perfect set-up for a family or couples. It is on a private driveway from which y ...
From $494 per night (USD)
VRBO
From $1312 per night (USD)
Expedia
The Privacy of a house & Perks of a Resort! Pool, tennis, fireplace. Indoor pool. Dogs welcome!
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Elegant 6 bedroom, 6 bath. The Privacy of a house & Perks of a Resort! Ski. Fireplace. Indoor pool. Dogs welcome! Bask ...
From $1312 per night (USD)
Expedia
From $229 per night (USD)
VRBO
Cottage with a View Nestled in the Battenkill Valley
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This recently updated guest house features all the comforts of home like: a well appointed kitchen, gas fireplace, radia ...
From $229 per night (USD)
VRBO
From $256 per night (USD)
Expedia
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located 6 miles from Manchester Center. Minutes from Bromley and Magic Mountain Ski Centers and within 25 minutes from S ...
From $256 per night (USD)
Expedia
From $647 per night (USD)
VRBO
Welcome to Laurel Hill in Beautiful Manchester VT 5 Bedrooms Sleeps 10 EVCharger
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This beautiful spacious family home nestled in the woods on six acres in spectacular Manchester, Vermont. Located only m ...
From $647 per night (USD)
VRBO
Click For Pricing
Expedia
Your VT country home! For Summer Season or short term: fireplace, dogs welcome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Innkeeper’s Cottage is a charming 2-bedroom, 2-bath stand-alone home at the award-winning Wilburton Resort in Manche ...
Click For Pricing
Expedia
From $308 per night (USD)
VRBO
4 BR townhome - Perfect for two families and just four minutes to Stratton base!
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
With four bedrooms and two baths, this unit provides the space that you need without base area prices and just a four mi ...
From $308 per night (USD)
VRBO
From $345 per night (USD)
Expedia
The Vermont A-Frame Mountain Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Vermont A-Frame is a dog friendly cabin conveniently located on the edge of the Green Mountain Forest. WFH using our ...
From $345 per night (USD)
Expedia
From $251 per night (USD)
VRBO
Beautiful Chalet For All Seasons
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Magnificent view of the valley from back windows and raised deck. Very private location and at the same time within a sh ...
From $251 per night (USD)
VRBO
From $864 per night (USD)
Expedia
Shuttle or walk to village and lifts! The Powder Haus Chalet!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Take shuttle or walk to lifts! 4 br / 3 bath house around the corner from Stratton Mountain! The house is a short 8 minu ...
From $864 per night (USD)
Expedia
From $343 per night (USD)
VRBO
Cabin in Bondville on the Winhall River
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our cabin was built about 8 years ago. With a large deck and covered porch, you'll have fantastic views of the Winhall ...
From $343 per night (USD)
VRBO
From $259 per night (USD)
Expedia
Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Ideal for VT/MA/NY Vacation, this unique property is unlike any you've ever seen. Entrance is though a brick courtyard u ...
From $259 per night (USD)
Expedia
From $240 per night (USD)
VRBO
3 bedroom home with stunning view of Dorset Marsh, close to Horse Show
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Colonial style home with covered front porch, two car garage and rear deck on the Dorset Marsh. The house has three bed ...
From $240 per night (USD)
VRBO
From $559 per night (USD)
VRBO
Country Setting With Walking Distance To Town...10 Min.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Cozy Vermont get-away. Close proximity to ski resorts, golf, water sports and recreation areas. Walking distance to grea ...
From $559 per night (USD)
VRBO
From $537 per night (USD)
VRBO
8-bedroom vacation home just 16 minutes from Golf Club at Equinox
Bedrooms:
3
Bathrooms:
7
Sleeps:
18
In the center of beautiful Dorset lies this amazing seven-bedroom holiday house, ideal for your upcoming trip. As you ar ...
From $537 per night (USD)
VRBO
From $702 per night (USD)
VRBO
Beautiful well kept home minutes to town with wonderful views.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Well kept home with first floor master suite including sitting room, big family room with amazing views, nice updated ki ...
From $702 per night (USD)
VRBO
From $1507 per night (USD)
VRBO
Spacious 4Br/4Bth Lodge With Ice Skating Pond, Heated Pool, 3 Min Walk To Ski
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Inspired by the great lodges, Rising Bear is located on the Commons, with ice skating, firepits and family activities. C ...
From $1507 per night (USD)
VRBO
From $1320 per night (USD)
VRBO
Ski Chalet on private 35 acre property with hot tub + stratton vip parking pass
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Make yourself at home by the fire in this cozy mountainside chalet, looking out over 35 private acres. Enjoy snowshoeing ...
From $1320 per night (USD)
VRBO
From $954 per night (USD)
VRBO
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 $954 per night (USD)
VRBO
From $599 per night (USD)
Expedia
Accessible Manchester Home with Amazing Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to Wintergreen. There may be an equal view in the area but surely none better. Wintergreen affords views of Br ...
From $599 per night (USD)
Expedia
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 $2814 per night (USD)
VRBO
Amazing Vermont Estate with 2 houses, 11 bedrooms, a pool, sauna, and gameroom!
Bedrooms:
8
Bathrooms:
11
Sleeps:
26
- You can view the video of the property here: https://youtu.be/B9WAUeDKmL4 - The Estate was recently featured in a f ...
From $2814 per night (USD)
VRBO
From $963 per night (USD)
VRBO
Charming country home & private retreat in the foothills of VT Green Mountains.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Comfortable Vermont country home offers ultimate in privacy, all amenities, and proximity to 4 ski mountains. Peaceful, ...
From $963 per night (USD)
VRBO
$Come Vacation at Stratton Mountain!\n$
From $1921 per night (USD)
VRBO
Come Vacation at Stratton Mountain!\n
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
**This Listing is only available for a THREE NIGHT MIN over the 2025 MLK weekend. Please message host if in need of furt ...
From $1921 per night (USD)
VRBO
From $355 per night (USD)
VRBO
Charming New England cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This spacious 2 floor cottage offers a peaceful setting for your next getaway! With 2 full baths and 4 beds this house ...
From $355 per night (USD)
VRBO
From $202 per night (USD)
VRBO
Cozy Woodford Lakefront Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Cozy Woodford Lakefront Cottage is perfect vacation spot for families and outdoor enthusiasts or those seeking a relaxin ...
From $202 per night (USD)
VRBO
$NOW Full AC \n3 Level 2900 Sq.' House 6 Bedrooms 4.5 Baths 2 Fireplaces$
From $1088 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 $1088 per night (USD)
VRBO
From $314 per night (USD)
VRBO
Private River Waterfront BattenKill Romantic historical home, kayak, fly fishing
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
380 ft of PRIVATE and grassy BattenKill river frontage: This is a dream location for fly-fishers, kayakers, canoers, bi ...
From $314 per night (USD)
VRBO
From $201 per night (USD)
VRBO
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
We are pleased to once again offer our ever-popular home-away-from-home, fully-appointed, secluded guest apartment with ...
From $201 per night (USD)
VRBO
From $367 per night (USD)
VRBO
Beautiful home near Manchester and the Mountains -
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our home is located on a beautiful country road which leads through a covered bridge straight into Manchester, Vermont. ...
From $367 per night (USD)
VRBO
From $241 per night (USD)
VRBO
Cozy Mountain Condo - True Ski in Ski out
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your next home away from home in beautiful Southern Vermont! This “gem” of a place is a cozy, bright, well de ...
From $241 per night (USD)
VRBO
From $681 per night (USD)
VRBO
Three Maple Drive Contemporary with Beautiful Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our house is bright, airy and well appointed. Located on a beautiful dirt road with two horse farms within walking dista ...
From $681 per night (USD)
VRBO
From $433 per night (USD)
VRBO
Feel Right At Home... While Being A Spectator Of Nature.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
There are so many things you will love about our home in Manchester, Vermont, but I will begin with the wonderful feelin ...
From $433 per night (USD)
VRBO
From $314 per night (USD)
Expedia
By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located 6 miles from Manchester Center. Minutes from Bromley and Magic Mountain Ski Centers and within 25 minutes from S ...
From $314 per night (USD)
Expedia
From $363 per night (USD)
VRBO
Luxury Living High Above the Center of Town.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Breathtaking views up & down Main Street. In the heart of downtown Bennington, steps from the four corners of US Rte 7 a ...
From $363 per night (USD)
VRBO
From $497 per night (USD)
VRBO
Modern Ski Chalet 10 mins from Stratton & Bromley
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This charming, modern family-friendly ski chalet just 10 mins from both Stratton and Bromley and 20 mins from Manchester ...
From $497 per night (USD)
VRBO

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