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Browse Select Rupert Vacation Homes

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

9.4 out of 10, Exceptional, (26)
"Beautiful location and so many cozy touches throughout home!"
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

Peaceful Stay at Birds of a Feather Farm & Spa

9.6 out of 10, Exceptional, (20)
"Wonderful get away for the week in VT. Place was clean and beautiful, host was very helpful, and views were gorgeous! "
The price is CA $161
CA $370 total
includes taxes & fees
Aug 24 - Aug 25
Peaceful Stay at Birds of a Feather Farm & Spa

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

10.0 out of 10, Exceptional, (4)
"Great location, large space for family, good amenities, love the fireplace and coffee set up."
The price is CA $402
CA $1,039 total
includes taxes & fees
Aug 13 - Aug 14
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

The Mountain Escape!

9.8 out of 10, Exceptional, (17)
"Easy booking, clean home, great location and the owner very easy to get in touch with."
The price is CA $168
CA $782 total
includes taxes & fees
Sep 1 - Sep 2
The Mountain Escape!

Adirondacks Family Retreat

9.6 out of 10, Exceptional, (26)
"Very nice place to stay. Everything was clean and very roomy. We loved our stay!!"
Adirondacks Family Retreat

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

10.0 out of 10, Exceptional, (63)
"We had a "
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

Room for the whole family 8 minutes to Manchester

10.0 out of 10, Exceptional, (5)
"Very priceable and great house with 5 bedrooms - each rooms are big and clean! Love it! Will come back again for next ski plan"
Room for the whole family 8 minutes to Manchester

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

10.0 out of 10, Exceptional, (24)
"Great location close to the slopes. Clean and comfortable. Loved the fireplace. "
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

Sleep 20. Pool. Tennis. Dogs loved. Private home on #1 resort on TripAdvisor.

9.8 out of 10, Exceptional, (16)
"Spacious house and beautiful grounds."
Sleep 20. Pool. Tennis. Dogs loved. Private home on #1 resort on TripAdvisor.

Stylish Mountain Home Near Ski, Golf + Manchester!

9.8 out of 10, Exceptional, (33)
"Relaxing weekend just a few miles from the ski mountain. Hot tub was great."
Stylish Mountain Home Near Ski, Golf + Manchester!

Luxury 4-BR Mountain Estate 10-min to Manchester

2.0 star property
10.0 out of 10, Exceptional, (2)
"This property is amazing: the grounds, the gardens and of course an exceptional, well equipped house. The architecture, the views and the many bedrooms and bathrooms made it so comfortable for our group of nine. The kitchen is well organized and has every convenience for cooking in."
Luxury 4-BR Mountain Estate 10-min to Manchester

Vermont Summer Escape - Sleeps 8 with FirePit, Hot Tub, and Pet Friendly!

10.0 out of 10, Exceptional, (4)
"We loved staying at the Sloane School! It was modern yet so cozy. It had everything we needed, there were only three of us but there was plenty of room for more. The hot tub was delightful, the bathrooms were beautiful, the kitchen was so nice and everything was immaculate! I would stay there again in a heartbeat! "
Vermont Summer Escape - Sleeps 8 with FirePit, Hot Tub, and Pet Friendly!

Gather Together – Stratton Mtn Luxury & Comfort with a View

8.0 out of 10, Very good, (5)
"Lots of Room, Clean, 5 min to the Slopes, we will stay here again!"
Gather Together – Stratton Mtn Luxury & Comfort with a View

Cozy ski home with amazing views of Stratton & Bromley Mountains.

9.4 out of 10, Exceptional, (30)
"The convenient near-mountain location and living room views are hard to beat; the hot tub was a great touch as well! It was perfect for our large group over a holiday weekend."
Cozy ski home with amazing views of Stratton & Bromley Mountains.

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (21)
"This place was very enjoyable, it was just 3 of us so there was more than enough room. It is a very comfortable home and we enjoyed the easy trip into Manchester for some meals and a wonderful day of hiking some great nearby trails."
The price is CA $279
CA $875 total
includes taxes & fees
Aug 24 - Aug 25
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

8-bedroom vacation home just 16 minutes from Golf Club at Equinox

9.6 out of 10, Exceptional, (17)
"Happy experience and plenty of room. Everyone enjoyed the lake and sounding places."
8-bedroom vacation home just 16 minutes from Golf Club at Equinox

Vermont Treehouse compound: no cleaning fee. Spend a few days In the Trees

10.0 out of 10, Exceptional, (72)
"This property is amazing. The treehouses are beautiful and really well taken care of. This camping so expect to be a part of nature but be able to take some down time in the beautiful living space with great windows."
Vermont Treehouse compound: no cleaning fee. Spend a few days In the Trees

Cozy 2-bedroom home Salem NY. close to Saratoga, Lake George NY & Vermont, AC

10.0 out of 10, Exceptional, (1)
Cozy 2-bedroom home Salem NY. close to Saratoga, Lake George NY & Vermont, AC

Spacious village house, dog-friendly, patio, fireplace, a/c, air hockey, w/d

8.4 out of 10, Very good, (5)
"We really enjoyed our stay. The house is beautiful and in such a great location. The host was great! I would definitely stay there again."
Spacious village house, dog-friendly, patio, fireplace, a/c, air hockey, w/d

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

10.0 out of 10, Exceptional, (13)
"Husband and i stayed for an overnight get-away. Perfect for relaxing, great views from porch. Great for a couple or small family"
The price is CA $246
CA $442 total
includes taxes & fees
Aug 12 - Aug 13
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Rupert Hotel Reviews