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Rupert
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Rupert, VT Villas and Apartments
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Rupert, VT Villas and Apartments
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50 rentals
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Beautifully Restored 1803 Vermont Farmhouse
23 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Gorgeous Victorian-Style House w/ Hilltop Pool!
22 reviews
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 15
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Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
97 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Secluded home on 5 acres! Bromley 15 minutes away! Stratton 25 minute away!
76 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 11
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Luxury Post and Beam Barn Set On 10 Acres
79 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Private and artistic log cabin, bring your pets and enjoy the best of Vermont
199 reviews
Holiday Rental House
2 bedrooms
4 bathrooms
Sleeps 7
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Nestled amongst old quarry rocks & mature birches.
39 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Vermont Treehouse compound: Spend a few days In the Trees
51 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 11
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Mountain Home on 56 acres with outdoor year-round hot tub
53 reviews
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 13
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Songbird Meadows | Countryside Smart House | Home Theater & Chef’s Kitchen
22 reviews
Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
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Cozy Vermont Country Cabin
22 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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Welcome to Laurel Hill in Beautiful Manchester, VT
26 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
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AFFORDABLE, CHARMING, DORSET GETAWAY. PET FRIENDLY.
27 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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New 2 BR/1BA guest house on private 18-acre property
17 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
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Log Cabin In The Woods
17 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Enjoy gorgeous views, and a sheep experience! A beautiful spot in Vermont.
18 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 5
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Headwaters-Very secluded, quiet, mountain views, babbling brook, country living
36 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Historic Farmhouse 300+acres. 1 Gbps internet
12 reviews
Holiday Rental House
9 bedrooms
6 bathrooms
Sleeps 9
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adirondack style all season lodge and resort on a natural seculded glacier pond
19 reviews
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
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New! Lovingly restored Antique Vermont Farm House- Horse Friendly!
14 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Vermont Country Retreat - Amazing Views - Restored Barn - Near Ski
7 reviews
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 16
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Historic Period Home in the Charming Town of Manchester Center
6 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
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6 Bedroom House, Amazing Skiing, Fly-fishing, Outlet Shopping, Antiquing
5 reviews
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 6
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Glorious, Private, Dorset Retreat - Mountain Views, Trails, Swimming, Glamping!
5 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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New England Snow Village Home in Dorset.
4 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Seven Springs Barn Nestled in the Heart of Dorset
4 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Idyllic/Secluded Former Farm with 4 guests houses in Hebron Valley
3 reviews
Holiday Rental House
12 bedrooms
4 bathrooms
Sleeps 25
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The Lodge at Fox Meadow Farm
3 reviews
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 4
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Seven Springs House Nestled in the Heart of Dorset
2 reviews
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
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The Perfect Vermont Experience for All Seasons
1 review
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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NEW- Gorgeous home + views- near skiing, shopping
1 review
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
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Ski weekend Getaway - Stones Throw Cottage
1 review
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Charming Vermont Home on 7 Acres w/ Hot Tub, Pond and Fireplace!
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 11
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Myrick View House
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
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Minutes from Manchester Village/Center; near Stratton and Bromley Mtns
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 14
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3 bedroom home with stunning view of Dorset Marsh, close to Horse Show
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
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Newly renovated mountain view close to skiing and horse show
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Guest House with stunning views from wrap-around deck
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Meadow View Cottage- Dorset Historic Village
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Log Cabin in the Woods
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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New Listing on Three Maple Drive!!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Super Private Estate w/ Guest Cottage Near Center
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 16
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Equinox Mountain retreat - Only 2 miles to town center & pet friendly!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Gorgeous Dorset home with stunning views! Available Nov- April '23
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 6
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Serene Bus Getaway Amongst Rolling Farm Land
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Barn BNB! Cozy designer barn - 2 miles from town & pet friendly!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 2
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Dorset Retreat
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Beautiful Vermont 5 Bedroom farmhouse located in the picturesque Dorset Hollow.
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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Vermont Summer Festival Property, 5 Stalls and riding trails
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
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Quintessential Cabin in the Woods near Town
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 10
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1
Frequently Asked Questions about Rupert
Do any holiday rentals in Rupert have a pool?
Yes, here are some popular holiday rentals in Rupert that have a pool:
Beautifully Restored 1803 Vermont Farmhouse
Gorgeous Victorian-Style House w/ Hilltop Pool!
The Perfect Vermont Experience for All Seasons
See all holiday rentals with a pool in Rupert on Tripadvisor
Do any holiday rentals in Rupert have internet access?
Yes, here are some popular holiday rentals in Rupert that have internet access:
Beautifully Restored 1803 Vermont Farmhouse
Gorgeous Victorian-Style House w/ Hilltop Pool!
The Perfect Vermont Experience for All Seasons
See all holiday rentals in Rupert on Tripadvisor
What are the best pet friendly rentals in Rupert?
The best pet friendly rentals in Rupert are:
Gorgeous Victorian-Style House w/ Hilltop Pool!
Beautifully Restored 1803 Vermont Farmhouse
Myrick View House
See all pet friendly holiday 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 1803 Vermont Farmhouse
Gorgeous Victorian-Style House w/ Hilltop Pool!
The Perfect Vermont Experience for All Seasons
See all kid friendly holiday rentals in Rupert on Tripadvisor