Book Holiday Homes in Rupert
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Featured Holiday Homes in Rupert
![Cozy Cabin Between Stratton Resort & Mount Snow](https://images.trvl-media.com/lodging/102000000/101560000/101554300/101554213/cf4d80b9_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Cozy Cabin Between Stratton Resort & Mount Snow
![The Green Mountain Chapel // Old Church repositioned into 3 BR](https://images.trvl-media.com/lodging/107000000/106040000/106036100/106036013/458711f0_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Green Mountain Chapel // Old Church repositioned into 3 BR
![Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen](https://images.trvl-media.com/lodging/112000000/111500000/111496300/111496244/355fd6ff_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
![Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms](https://images.trvl-media.com/lodging/87000000/86050000/86048800/86048724/81a00af9_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
![Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style](https://images.trvl-media.com/lodging/58000000/57970000/57964000/57963935/953e2290_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
![Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes](https://images.trvl-media.com/lodging/70000000/69700000/69690100/69690074/57f49917_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
![Miner Cottage-Historic Antique Home just steps from the Equinox Resort](https://images.trvl-media.com/lodging/35000000/34490000/34482300/34482259/a1cd350f_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Miner Cottage-Historic Antique Home just steps from the Equinox Resort
![5BR, 6 min from Stratton, pet friendly, private, jacuzzi tub, wrap around deck!](https://images.trvl-media.com/lodging/101000000/100140000/100133700/100133656/5179972d_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
5BR, 6 min from Stratton, pet friendly, private, jacuzzi tub, wrap around deck!
![Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi](https://images.trvl-media.com/lodging/111000000/110360000/110357800/110357764/d1da64f2_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi
Rupert Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Rupert vacation homes are the perfect way for you to wing it.
Holiday houses in Rupert let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Rupert in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Rupert adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Rupert with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Rupert vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Rupert Holiday Homes essential information
Accommodation | 345 Holiday Homes |
---|---|
Lowest Price | NZ$263 |
Highest Price | NZ$392 |
Popular accommodation | Cozy Cabin Between Stratton Resort & Mount Snow, The Green Mountain Chapel // Old Church repositioned into 3 BR, Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen, Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms, Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style, Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes, Miner Cottage-Historic Antique Home just steps from the Equinox Resort, 5BR, 6 min from Stratton, pet friendly, private, jacuzzi tub, wrap around deck!, Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi |
More accommodations in Rupert
Top trending hotels in Rupert
![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3835h2559x0y0-fdf02cc9_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hampton Inn and Suites Manchester
![The Black Bear Lodge at Stratton Mountain Resort](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Black Bear Lodge at Stratton Mountain Resort
![Kimpton Taconic Hotel, an IHG Hotel](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/45e42042_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Kimpton Taconic Hotel, an IHG Hotel
![The Equinox Golf Resort & Spa](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/41b4fa25_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Equinox Golf Resort & Spa
More ways to explore Rupert
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^Subject to availability and chosen travel dates.