Book Holiday Homes in Rupert
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Featured Holiday Homes in Rupert

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Cozy ski retreat on the Stratton Access Road - 5 minutes to the slope!

Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester

Adirondack Lakefront home with private dock

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Treetop townhouse with Hot Tub and plenty of space for the whole family!

Peaceful Stay at Birds of a Feather Farm & Spa

The Green Mountain Chapel // Old Church repositioned into 3 BR

Stratton Mountain Resort Solstice Luxury 5 bedroom Ski-In/Out Vacation Home
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 | 372 Holiday Homes |
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Lowest Price | AU$227 |
Highest Price | AU$973 |
Popular accommodation | Your Vermont Mountain Haven Pet Friendly home with Hot tub!, Cozy ski retreat on the Stratton Access Road - 5 minutes to the slope!, Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester, Adirondack Lakefront home with private dock, Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing, Treetop townhouse with Hot Tub and plenty of space for the whole family!, Peaceful Stay at Birds of a Feather Farm & Spa , The Green Mountain Chapel // Old Church repositioned into 3 BR, Stratton Mountain Resort Solstice Luxury 5 bedroom Ski-In/Out Vacation Home |
Top trending hotels in Rupert

The Equinox Golf Resort & Spa

Hampton Inn and Suites Manchester

Kimpton Taconic Hotel by IHG

The Palmer House Resort, an Ascend Collection Hotel
More ways to explore Rupert
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.