Rupert Rentals
- From $604 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 $604 per night (USD)VRBO
- From $700 per night (USD)
Expedia
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 $700 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Beautifully restored 1806 Vermont farmhouse & “Cook’s Country” TV set
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
WELCOME TO THE JUDGE SHELDON RESIDENCE a.k.a THE “COOK’S COUNTRY” HOUSE. Built in 1806 by Judge David Sheldon, a former ...
From $450 per night (USD)VRBO
- Click For Pricing
Expedia
Book your own private horse farm! Close to Dorset and Manchester.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sykes Hollow Farm is a private equine sanctuary for retired and rescued horses in the gorgeous Mettowee Valley of southe ...
Click For PricingExpedia
- From $370 per night (USD)
VRBO
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Take in the sights and sounds of the flowing stream while relaxing at Creekside Camp. Creekside Camp is a 1,300 square f ...
From $370 per night (USD)VRBO
- From $323 per night (USD)
Expedia
Relax in Vermont: gorgeous views, a pond, gazebo, and sheep! A beautiful spot!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 5
Dancing Barefoot Farms is a small hobby farm that produces CBD products, and raises rare Valais Blacknose sheep! The ho ...
From $323 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Vermont Summer Festival Property, 5 Stalls and riding trails
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Classic Red Vermont Barn with a sleek modern 2 bedroom, 2 twin "bunk" rooms, 2.5 baths, kitchen, living area, office, 5 ...
From $600 per night (USD)VRBO
- From $713 per night (USD)
VRBO
Glorious, Private, Dorset Retreat - Mountain Views, Trails, Swimming, Glamping!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Tucked away on 100 private acres, this "luxe" retreat is one-of-a-kind and not to be missed. A world away, but just mom ...
From $713 per night (USD)VRBO
- From $181 per night (USD)
VRBO
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 $181 per night (USD)VRBO
- From $180 per night (USD)
Expedia
Vermont Treehouse compound: no cleaning fee. Spend a few days In the Trees
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
THE VERMONT TREEHOUSE COMPOUND, available only for dates between June 1st and Oct. 20th. In this current time of concer ...
From $180 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Private and Artistic cabin, Pet friendly, no cleaning fee
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 7
In this current time of concern over the Covid-19 coronavirus, I would like to assure all my up coming and future guests ...
From $200 per night (USD)VRBO
- From $528 per night (USD)
VRBO
Beautifully restored Cottage on the Green in Dorset, Vermont
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully restored Cottage on the Dorset Green in Dorset, Vermont. Walk to everything Dorset offers, including the Dor ...
From $528 per night (USD)VRBO