Book Holiday Homes in Rupert
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Featured Holiday Homes in Rupert
5BR, 6 min from Stratton, pet friendly, private, jacuzzi tub, wrap around deck!
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Miner Cottage-Historic Antique Home just steps from the Equinox Resort
Cozy Cabin Between Stratton Resort & Mount Snow
Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi
1/2 Mi to Ski: Secluded Home in Vermont
Ski In / Ski Out 4BR / 3BA Private Hot Tub and shared pool
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
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 |
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Lowest Price | AU$239 |
Highest Price | AU$2,836 |
Popular accommodation | 5BR, 6 min from Stratton, pet friendly, private, jacuzzi tub, wrap around deck!, Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms, Miner Cottage-Historic Antique Home just steps from the Equinox Resort, Cozy Cabin Between Stratton Resort & Mount Snow, Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi, 1/2 Mi to Ski: Secluded Home in Vermont, Ski In / Ski Out 4BR / 3BA Private Hot Tub and shared pool, Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!, Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style |
Top Locations for Holiday Homes in Rupert
More accommodations in Rupert
Top trending hotels in Rupert
Hampton Inn and Suites Manchester
Kimpton Taconic Hotel, an IHG Hotel
The Black Bear Lodge at Stratton Mountain Resort
The Equinox Golf Resort & Spa
More ways to explore Rupert
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.