Bennington Area Rentals
- From $267 per night (USD)
VRBO
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Spend the month, week or weekend in a beautiful rustic converted barn on 6.5 very private sunny country acres with south ...
From $267 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Manchester Center Home w\/ Green Mtn Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Head to Vermont and experience the best of the Green Mountains from the comfort of this 2-bedroom, 1.5-bath vacation ren ...
From $331 per night (USD)Expedia
- From $445 per night (USD)
VRBO
Getaway to the green mountain
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
If you want the feel of the Green Mountains of Vermont and the benefits of being near town activities this location is t ...
From $445 per night (USD)VRBO
- From $831 per night (USD)
VRBO
3 Mountain View home minutes to Stratton\/Bromley
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
Newly renovated 6 bedroom 5 bath home Spacious Kitchen/dining/living room with fantastic field-stone fireplace for relax ...
From $831 per night (USD)VRBO
- From $948 per night (USD)
VRBO
The Best Foliage Views from the Hot Tub!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
42 North Vermont is proud to present the Shred Shack at Stratton. Enjoy majestic valley views from the great room while ...
From $948 per night (USD)VRBO
- Click For Pricing
Expedia
Owners Own Unit on Bromley Mountain - gorgeous views yet close to Manchester
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Just like our rental unit next door, B3, this unit is the exact same but with extra windows on the side as we are an end ...
Click For PricingExpedia
- From $859 per night (USD)
VRBO
Charming ski chalet with Stratton mountain views and hot tub!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Come make memories with your family and friends in this beautiful vacation home. Round hill is a large post and beam ho ...
From $859 per night (USD)VRBO
- From $805 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 $805 per night (USD)Expedia
- From $322 per night (USD)
VRBO
This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a storied stay at the Lyman Cottage, a quintessential Vermont cottage in the heart of historic Manchester Village. ...
From $322 per night (USD)VRBO
- From $513 per night (USD)
Expedia
Hike In\/Hike Out VTFun
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
LR with high ceilings & deck overlooking Plaza Chair. Eat in kitchen with table for six, and all amenities needed to co ...
From $513 per night (USD)Expedia
- From $391 per night (USD)
VRBO
Charming Meadow View Cottage in heart of historic Dorset VT! Pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Pet-friendly cozy cottage in the heart of Dorset, Vermont. Steps to Dorset shops, inns and bakery, minutes to Manchester ...
From $391 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Lake life at Woodford Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Walk out the door for an adventure on the Molly Stark Trail during the winter season and beach side on Woodford Lake dur ...
From $245 per night (USD)Expedia
- From $881 per night (USD)
VRBO
Luxury Oasis w\/Serene Views! Close to Ski Slopes w\/Shuttle. Gameroom. Golf. WiFi
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Located in Stratton's exclusive High Meadow neighborhood, this luxury 10 room home boasts spacious accommodations with a ...
From $881 per night (USD)VRBO
- From $1591 per night (USD)
VRBO
The Bear Ski House - 5 mins from Stratton Mountain
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 16
Welcome to The Bear House! A peaceful, mountain-top getaway. Nestled in the tranquil Green Mountain National Forest and ...
From $1591 per night (USD)VRBO
- From $1468 per night (USD)
VRBO
School Street House in heart of Manchester Center
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
The School House is both luxurious and super comfortable. We moved to Vermont years ago and renovated this 130 year old ...
From $1468 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Centrally located condo…minutes from major ski resorts.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Newly updated condo in centrally located Manchester,VT. Master br has a King bed and en-suite modern bathroom and walk i ...
From $238 per night (USD)Expedia
- From $1082 per night (USD)
VRBO
Fireplace, deck, pool, sauna, double height ceilings, Dogs welcome, views!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
The Green Mountain House in Manchester Village, Vermont is a private 6 bedroom, 3 bathroom home on the grounds of the a ...
From $1082 per night (USD)VRBO
- From $644 per night (USD)
Expedia
Walk to the village 6bed 4bath sleeps 15; newly renovated with 2 skylights.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 18
This mountain chalet is 0.2miles to village center. It was updated from new metal roof to state of art carpet. Freshly p ...
From $644 per night (USD)Expedia
- From $524 per night (USD)
VRBO
Adventure Home: Trails, Pool, Gym & Tennis Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Breathe in the crisp, clean air of Vermont at this 3-bedroom, 2-bath vacation rental at Bromley Mountain Ski Resort! Spe ...
From $524 per night (USD)VRBO
- Click For Pricing
Expedia
Enchanted Mountain House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Rustic 4 bedroom, 2 bathroom house with one of the best views in Vermont! Perfect for a family with children or a group ...
Click For PricingExpedia
- Click For Pricing
VRBO
13-Acre Manchester Retreat: 13 Miles to Bromley!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Find your Green Mountain getaway at this sprawling Manchester vacation rental! The 13-acre property features 4 bedrooms, ...
Click For PricingVRBO
- From $971 per night (USD)
Expedia
Spacious + Private Ski Lodge on 20+ Acres - 10 min to Stratton, 5 min to Bromley
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
This beautifully crafted 5 bedroom, 4.5 bath retreat has a rustic yet elegant post and beam architecture, that creates a ...
From $971 per night (USD)Expedia
- From $369 per night (USD)
VRBO
Beautiful Dorset home convenient to HITS & Venues
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A great place to make new holiday memories with family and friends! Vermont beckons you to come and enjoy a country Chri ...
From $369 per night (USD)VRBO
- From $1024 per night (USD)
Expedia
Unique Vermont Log Cabin Nestled in Red Mountains
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 2
This is a log cabin that is in a beautiful location and view of the Red Mountains. There are trails directly from the ca ...
From $1024 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Victorian Home in Bennington, Vermont
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
This home was originally built in the mid-1800's. It has been completely remodeled to preserve the historic beauty of t ...
From $360 per night (USD)VRBO
- From $508 per night (USD)
Expedia
This house is a 2 bedroom(s), 2.5 bathrooms, located in Manchester, VT.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a storied stay at the Novel House, a beautifully restored home in the heart of Manchester Village. The house is de ...
From $508 per night (USD)Expedia
- From $730 per night (USD)
VRBO
Gorgeous Victorian-Style House w\/ Hilltop Pool!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
Nestled in a serene valley of the Green Mountain National Forest and boasting 5 acres of maple tree-laden land, this Vic ...
From $730 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer\/Dryer, & Pond
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Winhall Wonder Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $357 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Quiet, spacious, private, beautiful views above art studio
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Private space with plenty of room. Beautiful views of Green Mountain National Forest. Shopping, hiking, swimming close ...
From $175 per night (USD)VRBO
- From $896 per night (USD)
Expedia
Private home on 37 acres with stunning mountain views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Perfect for a large family or friends gathering, an open floor setting with plenty of space upstairs or downstairs game ...
From $896 per night (USD)Expedia
- From $271 per night (USD)
VRBO
Manchester Center Retreat w\/ Mtn View, Near Skiing
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a relaxing Manchester Center getaway at this 2-bedroom, 1-bath vacation rental apartment. With views of the Green ...
From $271 per night (USD)VRBO
- From $1165 per night (USD)
Expedia
Incredible 4BR \/ 4BA Home Sets the Stratton Views & Luxury Bar!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Located in the exclusive High Meadows section, this gorgeous home offers the very best panoramic view of Stratton Mounta ...
From $1165 per night (USD)Expedia
- From $3553 per night (USD)
VRBO
Luxury 9 BRs Stratton Estate. Total Privacy & Incredible Views! Swimming Pool
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 23
An amazing 9 BR luxury home in the heart of Southern Vermont’s ski world, situated in the valley between Bromley and Str ...
From $3553 per night (USD)VRBO
- From $213 per night (USD)
Expedia
Unexpected Style in a Cosy, Convenient In-Town Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our art-filled gem is recently renovated 2-bedroom, in-town apartment complete with a European-style luxury kitchen feat ...
From $213 per night (USD)Expedia
- From $552 per night (USD)
VRBO
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Convenient to downtown Manchester's outlet stores and restaurants,golf (equinox golf course 3 miles away) hiking, kayaki ...
From $552 per night (USD)VRBO
- From $156 per night (USD)
Expedia
Cozy 1 Bedroom farm stay cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This cozy 1 bedroom cottage unit is located on a casual farm. Get a little taste of Vermont Country Living . Chickens, t ...
From $156 per night (USD)Expedia
- From $689 per night (USD)
VRBO
This house is a 4 bedroom(s), 2.5 bathrooms, located in Manchester, VT.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy a storied stay at the Wickham House, a picture-postcard mansion located in the heart of Manchester Village. The ho ...
From $689 per night (USD)VRBO
- From $332 per night (USD)
Expedia
Luxe 'Green Barn' Near Skiing w\/ Mt Equinox Views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
From skiing Bromley to hiking Green Mountain, your Manchester area adventures are unlimited at this conveniently located ...
From $332 per night (USD)Expedia
- From $1130 per night (USD)
VRBO
Miner Cottage-Historic Antique Home just steps from the Equinox Resort
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
If you're in need of a New England escape, Miner Cottage is the perfect landing spot for your getaway. Located next do ...
From $1130 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Palmer House Resort - Deluxe Two Double Beds 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Wireless Charging Station Alarm Clock, ...
From $251 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Palmer House Resort - Deluxe King Bed 5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Wireless Charging Station Alarm Clock, ...
From $225 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Palmer House Resort - Deluxe Two Double Beds 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Wireless Charging Station Alarm Clock, ...
From $251 per night (USD)Expedia
- From $251 per night (USD)
VRBO
Palmer House Resort - Deluxe Two Double Beds 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Wireless Charging Station Alarm Clock, ...
From $251 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Palmer House Resort - Deluxe Two Double Beds 5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Wireless Charging Station Alarm Clock, ...
From $251 per night (USD)Expedia
- From $251 per night (USD)
VRBO
Palmer House Resort - Deluxe Two Double Beds 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Wireless Charging Station Alarm Clock, ...
From $251 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Palmer House Resort - Deluxe King Bed 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Wireless Charging Station Alarm Clock, ...
From $225 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Palmer House Resort - Deluxe King Bed 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Wireless Charging Station Alarm Clock, ...
From $225 per night (USD)VRBO
- From $243 per night (USD)
Expedia
Spacious apartment in beautiful, historic Arlington VT
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Come relax in this beautiful and spacious basement apartment nestled amongst the gorgeous Green Mountains in historic Ar ...
From $243 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Palmer House Resort - Deluxe King Bed 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Wireless Charging Station Alarm Clock, ...
From $225 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Palmer House Resort - Deluxe King Bed 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Wireless Charging Station Alarm Clock, ...
From $225 per night (USD)Expedia
- Click For Pricing
VRBO
Whimsical Winhall Cottage w\/ Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Modern comfort meets cozy digs at this eclectic 3-bedroom, 2-bathroom Winhall vacation rental. When you aren’t chasing t ...
Click For PricingVRBO
- From $728 per night (USD)
Expedia
Charming Home Sandwiched between mountains
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
EAST DORSET VILLAGE HOUSE This property is situated near the headwaters of the well-known Battenkill trout stream in t ...
From $728 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Bright & cheery condo with seasonal pool access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Bromley Village - Clovers 767A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simpl ...
From $258 per night (USD)VRBO
- From $606 per night (USD)
Expedia
View the Foliage from the Hot Tub or Fireplace!
- Bedrooms:
- 4
- 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 $606 per night (USD)Expedia
- From $315 per night (USD)
VRBO
Renovated Ski-In\/Ski-Out Peru Condo at Bromley Mtn
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Sun or snow, this renovated vacation rental condo in Peru, Vermont is the perfect getaway! Located at Bromley Mountain S ...
From $315 per night (USD)VRBO
- From $1472 per night (USD)
Expedia
Luxury Condo @ Mt Base 3BR 2BA Heated Pool Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Inspired by the great lodges, Rising Bear is located on the Commons, with ice skating, fire-pits and family activities. ...
From $1472 per night (USD)Expedia
- From $373 per night (USD)
VRBO
Spacious A-Frame chalet, minutes to Stratton Mountain, Winhall, VT
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy complete privacy on a private road, close to surrounding Ski mountains in the beautiful Green Mountain State. This ...
From $373 per night (USD)VRBO
- From $916 per night (USD)
Expedia
East Dorset Sanctuary
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Privately located property 5 minutes from Manchester and 5 minutes from the VT Equestrian Festival. 25 minutes from Stra ...
From $916 per night (USD)Expedia
- From $954 per night (USD)
VRBO
Magnificent Vermont home w\/free WiFi, full kitchen, firepit, patio, & deck
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
The Azimuth Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $954 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Southern Vermont Farmhouse on 100 Acres, Spectacular Views, Swim Pond
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Located in the heart of Southern Vermont at the end of an unpaved road, Senecal Farms is a charming four bedroom farmhou ...
Click For PricingExpedia
- Click For Pricing
VRBO
Beautiful ski house located between Stratton, Bromley and Magic
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Up on a mountain top, surrounded by 5 acres of forrest with direct views of Stratton Mountain. 21 Deeryard is a modern, ...
Click For PricingVRBO
- From $1627 per night (USD)
Expedia
Only 5 minutes away from Stratton Mountain
- Bedrooms:
- 4
- 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 $1627 per night (USD)Expedia
- From $770 per night (USD)
VRBO
Historic 1780 Manchester Farm House With Mountain Views and 7 Bedrooms
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 16
One of the oldest homes in the county, with 7 Bedrooms and 4 bathrooms on a secluded lot with mountain views. A spacious ...
From $770 per night (USD)VRBO
- From $249 per night (USD)
Expedia
NATURE RETREAT BUT MINUTES TO MANCHESTER SHOPS AND SKIING
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is set back on a private road less than a minute to the Manchester shops, 7 minutes to Bromley and 20 to Stratt ...
From $249 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Great Place to get away and have clean fresh air surround you!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Come & stay at my beautiful Moose Lakehouse in Woodford VT! Just recently painted and decorated inside, with new siding ...
From $230 per night (USD)VRBO
- From $404 per night (USD)
Expedia
Bromley Farmhouse close to skiing and hikes
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
The Bromley Farmhouse is two miles from Bromley Mtn, a two minute drive to Seesaw's Lodge and has room to sleep twelve ( ...
From $404 per night (USD)Expedia
- From $298 per night (USD)
VRBO
Renovated 2BR on Bromley - Fall Foliage & Hiking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Escape to Our Newly Renovated Bromley Mountain Chalet! Welcome to our freshly renovated 2-bedroom, 1-bathroom chalet, w ...
From $298 per night (USD)VRBO
- From $768 per night (USD)
Expedia
Tree-lined lodge with deck, fireplaces, porch, game room, & fast WiFi
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Glen Road Lodge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $768 per night (USD)Expedia
- From $1495 per night (USD)
VRBO
Super Private Estate w\/ Guest Cottage Near Center
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
Experience a private and historic VT country estate! 4 bd / 5 bath main house + 1 bd / 1 bath cottage in picturesque Do ...
From $1495 per night (USD)VRBO
- From $423 per night (USD)
Expedia
Bromley Aframe - King Master Bed, Wood Fireplace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Classic Aframe home nestled in the woods just down the road from the Bromley Ski area and historic downtown Peru, VT. T ...
From $423 per night (USD)Expedia
- Click For Pricing
VRBO
Quintessential Cabin in the Woods near Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
At the center of an 18-acre private lot, get away from it all—whether it be sitting beside the large fireplace in the op ...
Click For PricingVRBO
- From $1324 per night (USD)
Expedia
Secluded, rustic home w\/ private hot tub & immense nature - 5 miles to Stratton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the beauty of Vermont at our private home! Our post and beam house with finished living space on both floors is f ...
From $1324 per night (USD)Expedia
- From $271 per night (USD)
VRBO
Home with a spring-fed pond and mountain view.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Entry hall with closet and washer/dryer. Leading to the kitchen (fully stocked) and pantry. Opening up to the living ro ...
From $271 per night (USD)VRBO
- From $670 per night (USD)
Expedia
Family oriented community in country setting...10 minute walk to town center.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated. Comfortably furnished three level living offers space and privacy. Perfect location to four season acti ...
From $670 per night (USD)Expedia
- From $1678 per night (USD)
VRBO
Serene Private Home | Hot Tub | Shuttle
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
THE WANDERING MOOSE HAD AN INTERIOR FIRE AND IS BEING COMPLETEY REBUILT. RELAUNCH MID-DECEMBER 2024. The pictures are fr ...
From $1678 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $1270 per night (USD)
VRBO
The Lower Hollow House, dip into river in backyard
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful home in Dorset perched on the Metawee River 10 min to Bromley or Manchester Village. This 3500 square ft. home ...
From $1270 per night (USD)VRBO
- From $983 per night (USD)
Expedia
Renovated Townhouse next to a Golf Course and Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to our relaxing retreat in Vermont and enjoy sunny days playing golf or hiking! Our newly renovated 3 Bedroom Tow ...
From $983 per night (USD)Expedia
- From $190 per night (USD)
VRBO
Best Western Bennington - Deluxe King Bed #5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Seating Area, Functional Work Desk, Hai ...
From $190 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Best Western Bennington - Deluxe King Bed #3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Seating Area, Functional Work Desk, Hai ...
From $190 per night (USD)Expedia
- From $190 per night (USD)
VRBO
Best Western Bennington - Deluxe King Bed #2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Seating Area, Functional Work Desk, Hai ...
From $190 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Best Western Bennington - Deluxe King Bed #4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Seating Area, Functional Work Desk, Hai ...
From $190 per night (USD)Expedia
- From $190 per night (USD)
VRBO
Best Western Bennington - Deluxe King Bed #1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
AMENITIES: FREE Daily Breakfast, Individual Climate Control, Cable/Satellite TV, Seating Area, Functional Work Desk, Hai ...
From $190 per night (USD)VRBO
- From $303 per night (USD)
Expedia
Bright Bromley Mountain Condo with 2 Balconies!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
For a skiing adventure like no other, come and spend some time at this cozy condo on Bromley Mountain, just a short walk ...
From $303 per night (USD)Expedia
- From $1443 per night (USD)
VRBO
Ski-in\/out family home w\/shared pool\/Ping-pong\/balcony\/free WiFi\/fireplace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bromley Mountain Condo CD2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $1443 per night (USD)VRBO
- From $571 per night (USD)
Expedia
Beautiful Manchester VT Mountain Retreat w\/Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Introducing "Manchester Woods" A Beautiful VT Mountain Retreat just minutes from Manchester, Bromley, Stratton, and Magi ...
From $571 per night (USD)Expedia
- From $616 per night (USD)
VRBO
New! Lovingly restored Antique Vermont Farm House- Horse Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Built circa 1860, our Rupert, VT farmhouse has been fully renovated for modern comfort while still retaining original ru ...
From $616 per night (USD)VRBO
- Click For Pricing
Expedia
A Real Farm Vacation
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
White Rock Farm is a 295-acre working farm in Bennington VT, a three hour drive from New York or Boston. it is part of t ...
Click For PricingExpedia
- Click For Pricing
VRBO
Manchester Home on 40 Acres w\/ Game Room & Deck!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
This stunning Manchester Center home features 5 bedrooms, 4 bathrooms, 2 half baths, and a multitude of family-friendly ...
Click For PricingVRBO
- From $566 per night (USD)
Expedia
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Your home is the beautifully restored historic French inspired barn, built in the 1820's, which has wide-plank floors, h ...
From $566 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Newly renovated mountain view close to skiing and horse show
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated top to bottom, two brand new sparkling clean bathrooms, great location close to Manchester, Dorset Villa ...
From $280 per night (USD)VRBO
- From $808 per night (USD)
Expedia
Green Mountain National Forest Ski Chalet
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
3 Miles from Bromley, 10 miles from Stratton lodge, 6 miles from Manchester, VT. A frame ski chalet in newly updated de ...
From $808 per night (USD)Expedia
- From $232 per night (USD)
VRBO
Perfect for a peaceful get away in clean fresh Vermont air!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This cottage is nestled in the mountains of Woodford VT, in a private location directly on the lake. You will experienc ...
From $232 per night (USD)VRBO
- From $650 per night (USD)
Expedia
Gorgeous Mountain View in Manchester, Shopping, Dining, Spa. 5 min walk to town.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 8
Great Mountain View, ski access, shopping, fine dining, and a great place for a romantic getaway and/or family vacation. ...
From $650 per night (USD)Expedia
- From $1270 per night (USD)
VRBO
1st Fl Condo 3BR @ Stratton Sleeps 7 Pool Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Inspired by the great lodges, Rising Bear is located on the Commons, with ice skating, fire-pits, heated outdoor pool & ...
From $1270 per night (USD)VRBO
- From $417 per night (USD)
Expedia
Stylish Mountain Home Near Ski, Golf + Manchester!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Situated in the heart of Vermont Ski Country and just minutes from premier ski resorts, this 4-bedroom, 2-bath vacation ...
From $417 per night (USD)Expedia
- From $643 per night (USD)
VRBO
Gorgeous Stratton Mtn. Townhome, 5 min Walk to Slopes and Village.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Stratton Vermont is a premier 4 season resort. Come visit in the late spring through the fall for breath taking views, h ...
From $643 per night (USD)VRBO
- Click For Pricing
Expedia
Family-friendly townhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Perfect for families - our home is situated at the top of the Plaza chairlift and ski in/ski out accessible making it ea ...
Click For PricingExpedia
- From $1198 per night (USD)
VRBO
Secluded Home, 7 Mins to Stratton Mountain Resort
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Escape to Winhall and have the getaway of a lifetime at this 4-bedroom, 3.5-bath vacation rental home. The cozy-yet-spac ...
From $1198 per night (USD)VRBO
- From $221 per night (USD)
Expedia
Perfect \"Goldilocks\" Ski & Golf House on Stratton Resort
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
We call this house "Goldilocks" because it is just right for a family or group stay for upto 6 people; spacious and comf ...
From $221 per night (USD)Expedia