Vacation rentals in Rupert

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Popular amenities for Rupert vacation rentals

Other great vacation rentals in Rupert

Superhost
Home in Warrensburg
4.85 out of 5 average rating, 228 reviews

INCREDIBLE Adirondack Home (Lake George/Gore Mtn.)

AndreaRating, 5 stars1 week ago
Our stay was awesome! Beautiful house in a gorgeous setting! Super close to Gore Mountain for skiing and outlets for a day of shopping. We also dined at a great local brewery. Our family and friends enjoyed a very relaxing weekend! Andrew was super friendly and very responsive. Highly recommend!
Guest favourite
Home in Woodstock
4.92 out of 5 average rating, 25 reviews

Great Maples

CatherineRating, 5 stars1 week ago
We loved our stay at Great Maples and are already thinking about booking another trip. We shared the house with another young family, and it worked out great. Plenty of space, clean, and beautiful. Private and relaxing but also lots of fun activities in neighboring towns. It even had a playroom and lots of books and toys for our kids. We can’t wait to go back!
Guest favourite
Home in Chestertown
5 out of 5 average rating, 10 reviews

Secluded and Cozy Townhome near Tripp Lake

NicoleRating, 5 stars7 months ago
We really enjoyed staying at the condo in Green Mansions. It was very spacious and Bryce was extremely communicative.
Superhost
Home in Manchester
4.85 out of 5 average rating, 34 reviews

Your VT Ski House: Fireplace, Indoor Pool, Dogs

KaylaRating, 5 stars12 months ago
melissa was very responsive and even sent help when we needed heater :) nice house for a family gathering, our group had a great time!!
Superhost
Cabin in Bridgewater
4.91 out of 5 average rating, 97 reviews

100 Acres Views & Creek near Woodstock/Killington

RachelRating, 5 stars1 week ago
I cannot say enough great things about Laura's place! The location is incredible. So quiet, peaceful and beautiful surroundings, but only 20 minutes to Killington base and 15 to the Skyship Gondola. The kitchen was well stocked with pots and pans and we ate most meals at home. (I would recommend Domenic's pizza, yum!) For those that need it, wifi was reliable, but we enjoyed the cozy wood stove while playing Pictionary every night! Beds were super comfy and the home was spotless. We had an epic snow storm (18 inches) and roads and driveway were plowed and we had no problem getting off the mountain. Laura was very responsive and made check in easy. CANNOT WAIT to stay here again! Thanks Laura!
Superhost
Townhouse in Wilmington
4.87 out of 5 average rating, 15 reviews

VT Ski House - Great for Families and Groups!!!

MitchellRating, 5 stars36 months ago
Beautiful home right off the mountain. But Gregg responded Immediately to any hiccups and Concerns And made sure that everything was taken care of immediately… Thank you so much
Guest favourite
Home in Plymouth
5 out of 5 average rating, 14 reviews

Luxury Modern Cabin near Okemo & Killington

VictorRating, 5 stars3 weeks ago
Home was beautiful and very nice. Would highly recommend and would stay there again
Guest favourite
Home in Saratoga Springs
4.95 out of 5 average rating, 39 reviews

Great Saratoga House with Pool Walk to Everything!

CaitrinRating, 5 stars2 months ago
Loved staying here! It was super cozy and a lovely home away from home for the holidays. House is as described and very spacious. Fireplace makes it extra cozy when the weather got cold. Host was very proactive and responded to any question or issue almost immediately. We will definitely be staying here again!

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Bennington County
  5. Rupert