Bennington Area Rentals
From $599 per night (USD)VRBO
Relaxing Spa Getaway with Golf, Hiking & Manchester Village Charm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 480 sq. ft, equipped with complimentary toiletries, kitchen w ...
From $599 per night (USD)VRBO
From $836 per night (USD)Expedia
Round Hill Retreat | Epic Stratton Views w Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Escape to one of Southern Vermont's most breathtaking mountain retreats. Just 3 miles (about 5 minutes) from S ...
From $836 per night (USD)Expedia
From $602 per night (USD)VRBO
Historic Inn King Room w/ Private Terrace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Step into classic New England elegance in this king guest room with a private outdoor terrace, located in the storied Ma ...
From $602 per night (USD)VRBO
From $332 per night (USD)Expedia
ADA King Room w/ Roll-In Shower & Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Rest easy in this ADA-accessible king guest room at this historic Vermont resort, set within the main resort building wi ...
From $332 per night (USD)Expedia
From $511 per night (USD)VRBO
Mountain Retreat with Stone Fireplace & Game Room Near Stratton, Magic Mountain & Bromley Mountain, Peru, Vermont
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Make unforgettable Vermont memories in this bright, beautiful mountain home in Peru, VT—just 6 minutes from Bromley Moun ...
From $511 per night (USD)VRBO
From $494 per night (USD)VRBO
Hapgood Hollow | Modern Cabin | Sauna | Skiing
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Hapgood Hollow is a modernized Vermont cabin with a dramatic wall of windows overlooking the forest. The peace ...
From $494 per night (USD)VRBO
From $628 per night (USD)VRBO
Mtn-View Rupert Village Home on Private Acreage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Scenic 1.85-Acre Farm | Rock on the Wraparound Porch | Sunset Barbecues Step into the past at this 1806 Rupert vacation ...
From $628 per night (USD)VRBO
From $315 per night (USD)Expedia
Historic 1820s Homestead on Battenkill River!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Peaceful Countryside Setting | Explore Local Festivals & Farmers' Markets | Unwind w/ Games, Books & Records Plan your ...
From $315 per night (USD)Expedia
From $331 per night (USD)VRBO
Charming Cozy 1-bedroom furnished apartment on 12 peaceful acres in Dorset .
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Cozy 1-Bedroom Furnished Apartment on 12 Scenic Acres Welcome to your private retreat! This fully furnished 1-bedroom, ...
From $331 per night (USD)VRBO
From $448 per night (USD)Expedia
Relaxing Mountain Retreat Minutes from Adventure
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Snowfall Retreat, a warm and inviting townhouse in the highly desirable Piper Ridge community—just minutes fr ...
From $448 per night (USD)Expedia
From $162 per night (USD)VRBO
Room 2, double room - sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience the heart of Vermont in this charming room at our solar-powered property! Just minutes from Manchester Center ...
From $162 per night (USD)VRBO
From $149 per night (USD)Expedia
3, cozy pet friendly Vermont retreat - two doubles
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience a sustainable stay at The Brittany, our solar-powered hotel nestled in the heart of beautiful Vermont. Enjoy ...
From $149 per night (USD)Expedia
From $159 per night (USD)VRBO
11, Peaceful retreat in Vermont
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the heart of Vermont in this charming room at the Brittany, our solar-powered hotel located just minutes from ...
From $159 per night (USD)VRBO
From $159 per night (USD)Expedia
Room 1, peaceful retreat in Manchester - King bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the heart of Vermont in this charming room at the Brittany, our solar-powered hotel located just minutes from ...
From $159 per night (USD)Expedia
From $305 per night (USD)VRBO
Bright airy cottage with lakeview in Woodford Vt - perfect vacation getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Chickadee Cottage is nestled in the heart of the Woodford Lake community, just across the street from the water. This co ...
From $305 per night (USD)VRBO
From $203 per night (USD)Expedia
Modern Manchester Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
The perfect home base for all southern Vermont has to offer! This all-season condo in the desirable Murray Hill complex ...
From $203 per night (USD)Expedia
From $870 per night (USD)VRBO
Dorset House with Huge Lawn, Fitness Room, Hot Tub, and Sauna
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated home (2026) set on the coveted Dorset West Road featuring a huge 3 acre manicured lawn, mountain views, ...
From $870 per night (USD)VRBO
From $329 per night (USD)VRBO
Charming and cozy 3-bedroom house in Manchester for relaxing stays
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located in Winhall, this adorable house is a dream for families or groups. With three bedrooms featuring two queen beds ...
From $329 per night (USD)VRBO
From $663 per night (USD)VRBO
Private 3-Acre Renovated Farmhouse Retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Gilbride Gallery House Set on three private acres in Manchester, this thoughtfully renovated 3 bedroom Vermont farmhous ...
From $663 per night (USD)VRBO
From $529 per night (USD)VRBO
Dorset / Battenkill River Retreat: ~12 mins to Manchester, Dorset, Bromley
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Offering a private, tranquil escape set on the banks of the Battenkill River in East Dorset, yet 10-15 minutes to downto ...
From $529 per night (USD)VRBO
From $1207 per night (USD)VRBO
Southern VT Hilltop Retreat, Mountain Views, Stone Fireplace, 22 Mi to Mt Snow
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Perched high on a private hilltop in Southern Vermont, this spacious 4,500 sq. ft. retreat sits on 24 secluded acres wit ...
From $1207 per night (USD)VRBO
From $676 per night (USD)Expedia
Cozy 3 Bedroom Condo in the Heart of Manchester VT
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in the heart of Manchester Center, VT, this spacious three-bedroom, three-bath condo offers cozy mountain views ...
From $676 per night (USD)Expedia
From $697 per night (USD)VRBO
Charming Dorset Cottage Nestled in the Treetops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Great for Families | 2,000 Sq Ft | 2 Mi to Dorset Village & The Playhouse Nestled on a quiet lane near Dorset Village a ...
From $697 per night (USD)VRBO
From $373 per night (USD)Expedia
Lovely 2-bedroom condo in Bromley Village perfect for a relaxing getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Your home away from home in Bromley VT with 2 bedrooms. This marvelous condo features a queen bed, a bunk bed, and 2 sof ...
From $373 per night (USD)Expedia
From $160 per night (USD)VRBO
Serene apartment in Dorset perfect for a relaxing getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Come visit picturesque Dorset, Vermont! We offer a private studio with a queen bed and sleeper sofa. The porch has a sm ...
From $160 per night (USD)VRBO
From $531 per night (USD)Expedia
Stratton; 8 min. King beds, fire place, dogs ok!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 7
This awesome house, just 8 min from Stratton, is a great place to kick back and relax after a full day in nature! With a ...
From $531 per night (USD)Expedia
From $519 per night (USD)VRBO
Bromley; 7 min. XC skiing! 7 acres. Pond. Dogs OK.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A house that you won`t want to leave! With the magically high ceilings and natural light, this house just radiates warmt ...
From $519 per night (USD)VRBO
From $913 per night (USD)Expedia
Stratton walk on/off, King beds, FP, hot tub, pool, sauna!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Want a little bit of everything? This is just the spot for you! This Long Trail 2 bedroom, 2 bath condo sleeps 7 across ...
From $913 per night (USD)Expedia
From $871 per night (USD)VRBO
Stratton; walk on/off, shuttle Rt, pool table, shuffle puck, darts, dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Don`t waste all your energy on the slopes as this home offers tons of fun! Shuffle puck, billiards, darts, board games; ...
From $871 per night (USD)VRBO
From $470 per night (USD)Expedia
Stratton; 8 min. Swimming; 2 min. Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Kick back and relax in this calm and inviting home. Relax by the fire or BBQ on your patio after a long day exploring! ...
From $470 per night (USD)Expedia
From $484 per night (USD)VRBO
Spacious 4-bedroom on Bromley Mtn, Heated Pool, Gym, incredible view of Stratton
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Mountain Escape for Every Season 4BR/2BA Bromley Village Walk out the door and into the mountains. This spacious 4-be ...
From $484 per night (USD)VRBO
From $746 per night (USD)Expedia
Brand-new, PRIVATE 3-bed mountain retreat w/ hiking trails, HOT TUB, fire pit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in rural southern VT in this brand-new mountain retreat. Nestled just off private, manicured country roads, enjoy ...
From $746 per night (USD)Expedia
From $540 per night (USD)VRBO
Great Ski Location - Between Stratton amd Manchester
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Perfectly situated halfway between Stratton Mountain and Manchester Center, this spacious three-level home offers the id ...
From $540 per night (USD)VRBO
From $315 per night (USD)Expedia
Cozy A-Frame with Loft Views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to the end of a quiet mountain road and find your sanctuary in this classic-meets-modern A-frame. Nestled on 2.5 ...
From $315 per night (USD)Expedia
From $388 per night (USD)VRBO
Charming 2 bath/3 bed cabin in Woodford
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this charming cabin in Woodford. A cozy cabin nestled high up in the green mountains. A perfect getaway on a ...
From $388 per night (USD)VRBO
From $4657 per night (USD)VRBO
Luxury Stratton Getaway-On Shuttle,Prime Location!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the ultimate mountain escape at this beautifully appointed North Branch post-and-beam home—just minutes from ...
From $4657 per night (USD)VRBO
From $702 per night (USD)VRBO
Beautifully Remodeled VT Mountain Oasis with Stratton Views and private Hot Tub
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
Welcome to The Overlook—a stunning 7-bedroom, 5½-bathroom mountain retreat near Manchester, Vermont, where breathtaking ...
From $702 per night (USD)VRBO
From $348 per night (USD)VRBO
The Mushroom House of Manchester Vermont
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The Mushroom House. Located at the end of a private road, the house is less than 4 miles from Manchester`s ou ...
From $348 per night (USD)VRBO
From $539 per night (USD)VRBO
Cozy cottage in Winhall
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Consider this cottage your home away from home while you visit Winhall. This adorable property features 4 cozy bedrooms, ...
From $539 per night (USD)VRBO
From $311 per night (USD)Expedia
Unbelievable Cabin with Amazing Sights and Fire Pit in Winhall, Vermont
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The cabin is your quintessential Vermont experience. Our cozy home built in 1964 gives off a vintage vibe with some upda ...
From $311 per night (USD)Expedia
From $286 per night (USD)VRBO
Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to this peaceful getaway nestled on eight acres of open land along the Green River and thirty acres of woods sha ...
From $286 per night (USD)VRBO
From $409 per night (USD)Expedia
Beautiful Cottage with Hot-tub in Winhall, Vermont
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our cottage, your ultimate mountain retreat! Nestled in the picturesque town of Winhall, Vermont, this c ...
From $409 per night (USD)Expedia
From $552 per night (USD)VRBO
Mountain Retreat with Outdoor Living Space and Ping Pong Table in Vermont
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled between Stratton and Bromley ski resorts (and just a short 10-minute drive to Manchester), this property is an a ...
From $552 per night (USD)VRBO
From $472 per night (USD)Expedia
Secluded Cottage with Stunning Sights in Winhall, Vermont
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to this cottage - your next ultimate destination for a relaxing and fulfilling vacation experience! This beautif ...
From $472 per night (USD)Expedia
From $471 per night (USD)VRBO
Glorious Cottage Placed in a Secluded Area in Stratton, Vermont
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the cabin, an idyllic accommodation located just 5 minutes away from the breathtaking slopes of Stratton Moun ...
From $471 per night (USD)VRBO
From $748 per night (USD)Expedia
Stratton Shuttle Access! Vermont Mountain Hideaway
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Pet Friendly w/ Fee | Sauna & Hot Tub for Chilly Nights | Forested Setting Alpine atmosphere and modern comforts await ...
From $748 per night (USD)Expedia
From $729 per night (USD)VRBO
Welcome to Mountain View Manor in scenic Arlington, Vermont
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Discover this enchanting 4-bedroom gem in Arlington. This beautiful house features 3 king beds and 4 twin beds, perfect ...
From $729 per night (USD)VRBO
From $404 per night (USD)VRBO
3-bedroom farmhouse 15 minutes from Williamstown and Bennington.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pownal is waiting for you at this charming 3-bedroom farmhouse. Inside, guests find a king bed, a queen bed, and a twin ...
From $404 per night (USD)VRBO
From $534 per night (USD)VRBO
Chalet /Stratton Mountain VT /5 minutes from base/Tesla Charger/5 bedrooms
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
This delightful Stratton Mountain chalet just 1 mile from access road, is a peaceful retreat for guests looking to unwin ...
From $534 per night (USD)VRBO
From $1153 per night (USD)Expedia
Luxury Barn | Theater & Basketball Court
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Stay at The Modern Barn House, a design-forward retreat just minutes from Stratton Mountain. Perfect for famil ...
From $1153 per night (USD)Expedia
From $743 per night (USD)VRBO
Fall Foliage Retreat | Vermont Mountain Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Escape to a modern mountain retreat with sweeping Vermont mountain views and room for up to 10 guests. Gather in the op ...
From $743 per night (USD)VRBO
From $645 per night (USD)VRBO
2-bedroom condo on Bromley with trailside access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully updated, TRUE trailside condo in Bromley Village — ski on and off right from your backyard! Welcome to your ...
From $645 per night (USD)VRBO
From $391 per night (USD)VRBO
Quiet Vermont Barn Retreat on three private acres in Manchester
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Elliott Barn at Meadow & Mountain: Set on the same quiet property as Gilbride House, Elliott Barn offers a comfortable ...
From $391 per night (USD)VRBO
From $320 per night (USD)VRBO
Tranquil 3-bedroom farmhouse in charming Woodford perfect for relaxing
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Lovingly restored rustic 1790's Farmhouse, on three acres with a large (swimmable!) pond in back. The First floor is an ...
From $320 per night (USD)VRBO
From $1150 per night (USD)VRBO
Classic village home with large porch, washer/dryer, cable, grill & partial AC
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
An exceptional stay awaits at this tranquil vacation home. This Vermont home is the epitome of charm and comfort. High ...
From $1150 per night (USD)VRBO
From $580 per night (USD)Expedia
Spacious village house, dog-friendly, patio, fireplace, a/c, air hockey, w/d
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in the charming Manchester Village, this delightful 3-bedroom, 2.5-bathroom house offers a perfect blend of comf ...
From $580 per night (USD)Expedia
From $597 per night (USD)VRBO
Picturesque, Euro-style ski chalet with beautiful setting, deck & fireplace
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
From the floor-to-ceiling windows to the distant view of Stratton Mountain across the treetops, this Peru home is the qu ...
From $597 per night (USD)VRBO
From $649 per night (USD)Expedia
Winhall Woodland House | Winhall Home w/ large deck - near Stratton & Bromley
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Escape to the beauty of Winhall with our charming house, complete with a large deck that invites you to unwind and soak ...
From $649 per night (USD)Expedia
From $392 per night (USD)VRBO
Bright & cheery condo with seasonal pool access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your next home-away-from-home in Southern Vermont! This bright and cheery, three-story condo offers plenty of ...
From $392 per night (USD)VRBO
From $569 per night (USD)Expedia
Elegant home w/ mountain views, trail to riverfront, hot tub, dog-friendly, bbq
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to Timber Riverhouse, a stunning brand-new (2025) private retreat situated on 90-acres in the heart of Readsboro, ...
From $569 per night (USD)Expedia
From $736 per night (USD)VRBO
Tree-lined lodge with deck, fireplaces, porch, game room, & fast WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
With Vermont's year-round wonders readily available in every direction, this lofty lodge in Peru provides you with the s ...
From $736 per night (USD)VRBO
From $266 per night (USD)Expedia
Mountain Home w/Balcony, Pool Views, Shared Pool, Hot Tub, Free WiFi, Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The neverending charm and tranquility of the mountains await at this family-friendly home! Admire incredible views of th ...
From $266 per night (USD)Expedia
From $494 per night (USD)VRBO
Outdoor enthusiast's dream with designer interior & Mt. Equinox views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
This gorgeous guest house, featuring stunning views of Mount Equinox and thoughtful upgrades throughout, is an outdoor e ...
From $494 per night (USD)VRBO
From $608 per night (USD)Expedia
Elegant house in quiet neighborhood, close to ski mountains, gas fireplace, wifi
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Escape to this charming four-bedroom house nestled in the serene community of Winhall, VT, offering close proximity to p ...
From $608 per night (USD)Expedia
From $453 per night (USD)VRBO
Picturesque creekside home with gorgeous deck & sunroom, near 4 ski mountains
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Tranquilly situated in a forest glen with the waters of Timberbrook babbling below, this South Dorset home is a wonder a ...
From $453 per night (USD)VRBO
From $265 per night (USD)Expedia
Converted silo apartment, peaceful grounds, two ponds, kitchenette, internet
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to the picturesque countryside of Dorset, VT, and experience a truly unique stay in this converted silo apartment ...
From $265 per night (USD)Expedia
From $442 per night (USD)VRBO
Countryside mountain-view retreat with screened porch, near ski resorts & golf
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Ideally located within short driving distance to Stratton Mountain Resort ski area, Bromley Mountain ski resort, and Mag ...
From $442 per night (USD)VRBO
From $1154 per night (USD)Expedia
Mountain view home with large yard, lovely deck, pool table & fireplace
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
Find all the space you need to gather with loved ones, take in the gorgeous Vermont scenery, and truly relax and unwind ...
From $1154 per night (USD)Expedia
From $492 per night (USD)VRBO
Riverfront, dog-friendly, mountain views, a/c, deck, ski nearby, gas stove, w/d
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your charming, dog-friendly Vermont retreat in Arlington. This inviting 3-bedroom, 3-bath Cape is nestled on ...
From $492 per night (USD)VRBO
From $704 per night (USD)Expedia
Bromley Mtn Outdoor Hub! Family Gem w/ Game Room
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 13
4 Mi to Apline Coaster, Bumper Boats & Treetops Course | Projector for Movie Nights Whether you're seeking sunny days o ...
From $704 per night (USD)Expedia
From $973 per night (USD)VRBO
Highland Haus: stunning ski getaway with hot tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to The Highland Haus! A brand new, custom luxury escape central to dining, shopping, and four Vermont ...
From $973 per night (USD)VRBO
From $409 per night (USD)Expedia
Cozy Mountain Townhouse with Fireplace near Stratton Mountain, Bondville, VT
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this cozy retreat, a warm and inviting townhouse in the highly desirable Piper Ridge community—just minutes f ...
From $409 per night (USD)Expedia
From $562 per night (USD)VRBO
Luminous Cabin Ideal for Families or Groups in Vermont
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Welcome to the perfect mountain retreat just 5 minutes away from Stratton mountain resort! With 4 bedrooms, 2 full bathr ...
From $562 per night (USD)VRBO
From $560 per night (USD)VRBO
Green Mountain Sanctuary · An Artful Vermont Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Green Mountain Sanctuary is a stylish, cozy mountain retreat in the heart of Manchester, Vermont. The home is profession ...
From $560 per night (USD)VRBO
From $719 per night (USD)VRBO
The Winterberry Farmhouse: in-town modern retreat
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Summary: Welcome to your perfect Vermont getaway in the heart of Manchester Center! This beautifully updated home combi ...
From $719 per night (USD)VRBO
From $852 per night (USD)VRBO
Owl Brook House - Midcentury Escape near Manchester
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to your perfect Vermont getaway! This one-of-a- kind home combines modern comfort with classic farmhou ...
From $852 per night (USD)VRBO
From $662 per night (USD)VRBO
Modern Mountain Sanctuary: Luxury Farmhouse with Mountain Views
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Reimagine the Vermont escape in this brand-new sanctuary with mountain views, a nearby stream, and unique architectual t ...
From $662 per night (USD)VRBO
From $534 per night (USD)Expedia
Summit View Ski and Golf Retreat w/hot tub & Sauna
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summit View Chalet @ Stratton is the ideal VT retreat, Minutes from Manchester, directly across the entrance from Stratt ...
From $534 per night (USD)Expedia
From $364 per night (USD)VRBO
Glorious Mountain View in Dorset
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Take it easy at this unique and tranquil getaway. Nestled in a valley between two mountain ridges and overlooking a mean ...
From $364 per night (USD)VRBO
From $372 per night (USD)Expedia
cozy home with mountain views.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome - we have a classic New England 3-bedroom country home on one of Dorset’s most scenic and peaceful roads. Just 4 ...
From $372 per night (USD)Expedia
From $2100 per night (USD)VRBO
West Lodge Manchester, A Retreat in Manchester Village
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Set on three private acres in the heart of Manchester Village, West Lodge Manchester offers a rare blend of privacy, com ...
From $2100 per night (USD)VRBO
From $195 per night (USD)VRBO
Brookside cottage near the mountains and outdoor recreation
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled down a private road in the heart of southern Vermont, Brookside Cottage in Readsboro offers easy access to four- ...
From $195 per night (USD)VRBO
From $540 per night (USD)VRBO
Inviting 2-bedroom condo 1 mi. from Stratton Access Road with Stratton View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Make yourself at home in this 2-bedroom Stratton condo retreat. The space features a king bed, queen bed and extra sleep ...
From $540 per night (USD)VRBO
From $858 per night (USD)Expedia
Elegant 2BR with Fireplace & Kitchen | Spa & Golf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relax in timeless Vermont comfort at the Orvis Inn Deluxe 2 Bedroom Suite. Perfect for families or small groups, this sp ...
From $858 per night (USD)Expedia
From $558 per night (USD)VRBO
Cupola Suite w/ Mountain View + Spa Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover this one-of-a-kind bi-level cupola suite in Manchester, Vermont, offering 360° panoramic Green Mountain views u ...
From $558 per night (USD)VRBO
From $939 per night (USD)Expedia
2BR Luxurious Suite + Pool & Hot Tub Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover timeless comfort in this 2-bedroom premier queen suite at the historic Charles Orvis Inn, steps from the main r ...
From $939 per night (USD)Expedia
From $732 per night (USD)VRBO
Cozy Queen Suite with Fireplace & Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unwind in comfort at this elegant queen suite, an ideal retreat for couples or solo travelers in Manchester, VT. Featuri ...
From $732 per night (USD)VRBO
From $615 per night (USD)Expedia
Premier King Suite with Fireplace & Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Indulge in Vermont charm at this premier king suite, a cozy retreat designed for couples in Manchester, Vermont. Relax i ...
From $615 per night (USD)Expedia
From $611 per night (USD)VRBO
King Bi-Level Suite w/ Spa & Pool Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover this spacious bi-level king suite in Manchester, Vermont, where New England luxury reaches new heights. The lar ...
From $611 per night (USD)VRBO
From $998 per night (USD)Expedia
Modern 3BR Townhouse | Golf, Pool & Spa Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this 3-bedroom townhouse in Manchester, Vermont — perfect for families or groups seeking a relaxing getaway. S ...
From $998 per night (USD)Expedia
From $1526 per night (USD)VRBO
Chic 5BR House | Mountain Views, Golf & Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Escape to this spacious 5-bedroom house in Manchester, Vermont — ideal for large groups and families. The house features ...
From $1526 per night (USD)VRBO
From $1831 per night (USD)Expedia
Spacious 2BR Suite with Fireplace & Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the perfect Vermont retreat in the Orvis Inn Premier 2 Bedroom King Suite. Ideal for families or small groups, ...
From $1831 per night (USD)Expedia
From $516 per night (USD)VRBO
Stratton; 4 min. Luxury-Hot Tub-Shuttle-EV-Kings
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Brand spankin` new, fall of 2025, this one has got it all! Just a stone`s throw from the mountain you`ll feel like you`r ...
From $516 per night (USD)VRBO
From $324 per night (USD)Expedia
Hike, Fish, Hunt! Green Mountain Home By River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
1 Mi to Snowmobile Trails | 2 Kayaks Provided Set your out-of-office and head for the woods! Tucked in a peaceful corne ...
From $324 per night (USD)Expedia
From $772 per night (USD)VRBO
Cozy 4-Bedroom Ski Chalet in Serene Peru VT with Hot Tub AC and fitness room
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
In the movie "Baby Boom" when Diane Keaton escaped the hustle and bustle of New York City she went to Peru VT. Newly Re ...
From $772 per night (USD)VRBO
From $1070 per night (USD)Expedia
Après Lodge: 5BR 7 mins from Stratton with hot tub, sauna, fire pit, views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to The Après Lodge, a spacious and beautifully updated 5BR, 3.5-bath mountain retreat just 7 minutes from Stratt ...
From $1070 per night (USD)Expedia
From $1013 per night (USD)VRBO
Luxury Mountain Dream Escape Hot Tub/Game Room
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
Luxury Mountain Dream Escape is a serene retreat in Vermont’s Green Mountains, where adventure and tranquility meet. Exp ...
From $1013 per night (USD)VRBO
From $325 per night (USD)Expedia
12 Mi to Bromley Mtn Ski Resort: Quiet Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Year-Round Outdoor Fun | Hikes & Scenic Drives Nearby | 4 Mi to Main St Shops & Eats An effortless Vermont retreat awa ...
From $325 per night (USD)Expedia
From $807 per night (USD)VRBO
Manchester Center! Walk to Everything!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Located in Manchester, this house is a dream. Step outside your door and walk to all the wonderful shops, restaurants, a ...
From $807 per night (USD)VRBO
From $193 per night (USD)Expedia
Cozy Home in Pownal VT
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Tucked away in peaceful Pownal, this 2-bedroom country-style retreat is the perfect escape for couples, families, remote ...
From $193 per night (USD)Expedia