Dorset Rentals
From $278 per night (USD)VRBO
Guest House with stunning views from wrap-around deck
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Dorset is a charming town 6 miles from Manchester, Vermont filled with quaint inns, eateries and the famous Dorset Playh ...
From $278 per night (USD)VRBO
From $447 per night (USD)Expedia
Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!
- Bedrooms:
- 0
- Bathrooms:
- 2
- Sleeps:
- 5
We are the owners and caretakers of this pet-friendly cozy cottage in the heart of Dorset, Vermont, and we take a lot of ...
From $447 per night (USD)Expedia
From $643 per night (USD)VRBO
The Nest at Birch Quarry
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
After renting places at the Jersey Shore and OBX, where the kitchen, and, the contents of the kitchen, seemed like a com ...
From $643 per night (USD)VRBO
From $640 per night (USD)VRBO
Enchanted Mountain House - near ski, nature trails, lake w/fishing and swimming.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Escape to this stunning rustic retreat nestled in the heart of Vermont a spacious 5-bedroom, 2-bathroom home offering br ...
From $640 per night (USD)VRBO
From $314 per night (USD)VRBO
Classic Vermont Farmhouse-Dorset,Manchester&Skiing
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
## A Classic Vermont Getaway in Beautiful Dorset Welcome to your Southern Vermont escape—a charming Dorset farmhouse su ...
From $314 per night (USD)VRBO
From $477 per night (USD)Expedia
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 $477 per night (USD)Expedia
From $284 per night (USD)VRBO
Mountaintop House With Spectacular Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Mountain top house with breathtaking views. Guests have their own entrance to a 2 bedroom/1 bathroom entirely separate ...
From $284 per night (USD)VRBO
From $952 per night (USD)Expedia
Modern mountain home - Vermont Ski House close to Stratton
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
3,000+ Sq Ft Family Friendly recently renovated modern mountain retreat. Spectacular Manchester area home with stunning ...
From $952 per night (USD)Expedia
From $1126 per night (USD)VRBO
7 bed/3 bath and 2 kitchens Mountain Top House near ski/horse show
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 15
Located on 10 acres consisting of woodland, meadows and trails, in Vermont's Green Mountains. 2 unit house, offering ama ...
From $1126 per night (USD)VRBO
From $1743 per night (USD)VRBO
Super Private Estate w/ Guest Cottage Near Center
- Bedrooms:
- 5
- 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 $1743 per night (USD)VRBO
From $435 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 $435 per night (USD)VRBO
From $1210 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 $1210 per night (USD)VRBO
From $590 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 $590 per night (USD)VRBO
From $745 per night (USD)VRBO
Charming Vermont Home on 7 Acres w/Hot Tub, Pond, Bonfire Pit & 3 Fireplaces!
- 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 $745 per night (USD)VRBO
From $784 per night (USD)VRBO
Idyllic Dorset Home: Serene Escape w/amazing views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Experience the beauty of Vermont's Green Mountains with a bird's eye view of the Taconic Valley from this fabulous home ...
From $784 per night (USD)VRBO
From $57 per night (USD)VRBO
Cozy cabin with big views! Less than a mile from VT Summer Festival Horse Show
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Adorable cabins set in the Green Mountains just under one mile from the Vermont Summer Festival Horse Show! Cabins are e ...
From $57 per night (USD)VRBO
From $597 per night (USD)VRBO
Summer Festival, East Dorset Vermont, Cape Style 4-season Vacation Home,
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Our house is beautifully situated on 3 acres, top of a hill in a clearing. Large covered porch faces east across a meado ...
From $597 per night (USD)VRBO
From $347 per night (USD)VRBO
1860's converted barn on 13.7 acres with mountain views with swimming pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Fifty years age a young doctor had the idea of converting a barn into a unique and charming ski house for him and his fa ...
From $347 per night (USD)VRBO
From $295 per night (USD)VRBO
Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Close to Beautiful Manchester Center, Vermont. The apartment is located on 33 private acres next to a babbling brook tha ...
From $295 per night (USD)VRBO
From $432 per night (USD)VRBO
Cozy cottage in the Dorset Hollow. Mountain views, patio & stream. Pet friendly!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the coveted Dorset Hollow. Renovated schoolhouse with high ceilings in the living, dining and guest room area ...
From $432 per night (USD)VRBO
From $460 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 $460 per night (USD)VRBO
From $608 per night (USD)Expedia
Private 5-BR Mountain Estate 10-Min to Manchester
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Nestled on 12 acres with stunning mountain views, this serene escape, named Green Haven, offers a deeply root ...
From $608 per night (USD)Expedia
From $704 per night (USD)VRBO
The Vermont Hideaway. Cozy up in this newly remodeled chalet.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Vermont Hideaway has been a 5 star listing for several years. We are the new owners and look forward to hosting you ...
From $704 per night (USD)VRBO
From $937 per night (USD)Expedia
Private 7-BR Retreat on 12 Acres w/ Mountain Views
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 15
Summary: Tucked into the hills of Dorset, Vermont, Green Haven is a peaceful escape set on a sprawling 12-acre estate j ...
From $937 per night (USD)Expedia
From $444 per night (USD)VRBO
Cozy 2-BR Cottage on a Private Estate in Dorset
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Welcome to your own quiet corner of Green Haven. Surrounded by forest and mountain views, this charming 2-bedr ...
From $444 per night (USD)VRBO
From $362 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 $362 per night (USD)VRBO
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 $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 $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 $697 per night (USD)Expedia
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)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 $453 per night (USD)Expedia
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)Expedia
From $265 per night (USD)VRBO
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)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 $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 $364 per night (USD)Expedia
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)Expedia
From $372 per night (USD)VRBO
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)VRBO
From $1206 per night (USD)Expedia
Serene Private Estate on 15 Acres - Spacious 6-Bedroom Near Manchester & Skiing
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 20
Welcome to a peaceful Vermont retreat with plenty of space to relax, gather, and enjoy the outdoors. This newly renovate ...
From $1206 per night (USD)Expedia
From $606 per night (USD)VRBO
Peaceful Vermont Farmhouse Escape
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Step into a timeless Vermont farmhouse set on open lawns with **sweeping Green Mountain views** in the heart of Dorset. ...
From $606 per night (USD)VRBO