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Vacation Rentals in Rupert, VT
Vacation Rentals
USA
Vermont (VT)
Green Mountains
Vacation Rentals in Rupert, VT
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Internet or Wifi (45)
Washer/Dryer (42)
Other outdoor space (34)
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Kid friendly (44)
Pet friendly (26)
Smoking allowed (3)
Elder access (1)
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Vacation Rental House (46)
Condominium/Apartment (1)
Cabin Vacation Rental (0)
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Waterfront (3)
Boat Available (3)
Private Chef (0)
Private Beach (0)
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Distance from
5 mi
Merck Forest & Farmland Center
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47 rentals
in Rupert.
Beautifully restored 1806 Vermont farmhouse & “Cook’s Country” TV set
12
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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New! Lovingly restored Antique Vermont Farm House- Horse Friendly!
10
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 10
Match:
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Gorgeous Victorian-Style House w/ Hilltop Pool!
11
Rental Home
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6 bedrooms
4 bathrooms
Sleeps 15
Match:
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The following properties within 20 miles of Rupert match all your filters:
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
47
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Charming Vermont Home on 7 Acres w/ Hot Tub, Pond and Fireplace!
32
Rental Home
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6 bedrooms
3 bathrooms
Sleeps 11
Match:
Sleeps
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Private and artistic log cabin, bring your pets and enjoy the best of Vermont
43
Rental Home
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2 bedrooms
4 bathrooms
Sleeps 7
Match:
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Post/ Beam farmhouse with gorgeous views, a hot tub, no cleaning fees and
14
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 5
Match:
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Idyllic Dorset Home: Serene Escape w/amazing views
6
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 9
Match:
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Charming Meadow View Cottage in heart of historic Dorset VT! Pet friendly!
13
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 5
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Dragonfly Cottage -Luxurious Mountain View A-Frame -quiet street close to town.
12
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
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Cottage at Over & Under Farm
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Serene Bus Getaway Amongst Rolling Farm Land
2
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
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Guest House with stunning views from wrap-around deck
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
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Renovated 2 BR/1BA guest house on private 18-acre property
10
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
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Vermont Summer Festival Property, 5 Stalls and riding trails
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 8
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Charming Farmhouse, upstate NY.
1
Rental Home
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3 bedrooms
1 bathroom
Sleeps 6
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Vermont house in stunning private country setting and 360 degree panoramic views
9
Rental Home
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3 bedrooms
1 bathroom
Sleeps 8
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Mountain Cabin Hebron, NY, 56 ac. 360 deg. views, outdoor year-round hot tub.
63
Rental Home
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1 bedroom
2 bathrooms
Sleeps 13
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Quintessential Cabin in the Woods near Town
1
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 10
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The Lodge at Fox Meadow Farm
8
Rental Home
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4 bedrooms
1 bathroom
Sleeps 4
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Newly renovated mountain view close to skiing and horse show
2
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
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Charming Heart of Dorset Village 4 Season Retreat
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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Nestled amongst old quarry rocks & mature birches.
9
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
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3 bedroom home with stunning view of Dorset Marsh, close to Horse Show
4
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 6
Match:
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Beautiful Vermont 5 Bedroom farmhouse located in the picturesque Dorset Hollow.
Rental Home
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5 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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Welcome to "Bumblinn" ~ Historic Dorset, VT
2
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 4
Match:
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Three Maple Drive Contemporary with Beautiful Views
5
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
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adirondack style all season lodge/resort on a natural glacier pond
29
Rental Home
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3 bedrooms
4 bathrooms
Sleeps 8
Match:
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The Lower Hollow House, dip into river in backyard
3
Rental Home
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5 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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Vermont Treehouse compound: no cleaning fee. Spend a few days In the Trees
17
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 11
Match:
Sleeps
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Historic Period Home in the Charming Town of Manchester Center
9
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 9
Match:
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Mountain view home with large yard, lovely deck, pool table & fireplace
4
Rental Home
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6 bedrooms
3 bathrooms
Sleeps 10
Match:
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Welcome to Laurel Hill in Beautiful Manchester VT 5 Bedrooms Sleeps 10 EVCharger
18
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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Super Private Estate w/ Guest Cottage Near Center
1
Rental Home
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7 bedrooms
6 bathrooms
Sleeps 16
Match:
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Historic Farmhouse 300+acres. 1 Gbps internet
10
Rental Home
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9 bedrooms
6 bathrooms
Sleeps 16
Match:
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Riverfront estate, mountain views, dog-friendly, fireplace, balcony, w/d, wifi
Rental Home
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5 bedrooms
6 bathrooms
Sleeps 8
Match:
Sleeps
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Cozy dog-friendly home, fenced yard, gas fireplace, BBQ, wifi, partial a/c
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Headwaters-Very secluded, quiet, mountain views, babbling brook, country living.
1
Rental Home
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3 bedrooms
4 bathrooms
Sleeps 9
Match:
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Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside
6
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Cozy cottage in the Dorset Hollow. Mountain views, patio & stream. Pet friendly!
2
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Welcome to your Manchester/Dorset, VT retreat. Pet-friendly w/ Gameroom
1
Rental Home
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3 bedrooms
4 bathrooms
Sleeps 6
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Picturesque creekside home with gorgeous deck & sunroom, near 4 ski mountains
3
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
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ZenBarn: A Quiet Getaway
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 8
Match:
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Log Cabin In The Woods
21
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Luxury 5-BR Mountain Estate 10-min to Manchester
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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Charming Dorset Cottage Retreat.
4
Rental Home
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3 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
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Luxury Post and Beam Barn Set On 10 Acres
10
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
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1
Showing results 1-47 of 47
Frequently Asked Questions about Rupert
Do any vacation rentals in Rupert have a pool?
Yes, here are some popular vacation rentals in Rupert that have a pool:
Beautifully restored 1806 Vermont farmhouse & “Cook’s Country” TV set
New! Lovingly restored Antique Vermont Farm House- Horse Friendly!
Gorgeous Victorian-Style House w/ Hilltop Pool!
See all vacation rentals with a pool in Rupert on Tripadvisor
Do any vacation rentals in Rupert have internet access?
Yes, here are some popular vacation rentals in Rupert that have internet access:
Beautifully restored 1806 Vermont farmhouse & “Cook’s Country” TV set
New! Lovingly restored Antique Vermont Farm House- Horse Friendly!
Gorgeous Victorian-Style House w/ Hilltop Pool!
See all vacation rentals in Rupert on Tripadvisor
What are the best pet friendly rentals in Rupert?
The best pet friendly rentals in Rupert are:
New! Lovingly restored Antique Vermont Farm House- Horse Friendly!
Gorgeous Victorian-Style House w/ Hilltop Pool!
Beautifully restored 1806 Vermont farmhouse & “Cook’s Country” TV set
See all pet friendly vacation rentals in Rupert on Tripadvisor
What are some great rentals in Rupert that are kid friendly?
Some of the most popular kid friendly rentals in Rupert are:
Beautifully restored 1806 Vermont farmhouse & “Cook’s Country” TV set
New! Lovingly restored Antique Vermont Farm House- Horse Friendly!
Gorgeous Victorian-Style House w/ Hilltop Pool!
See all kid friendly vacation rentals in Rupert on Tripadvisor
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