Book Holiday Homes in Rupert
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Rupert

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

Peaceful Stay at Birds of a Feather Farm & Spa

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

The Mountain Escape!

Adirondacks Family Retreat

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

Room for the whole family 8 minutes to Manchester

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.
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 | 412 Holiday Homes |
---|---|
Lowest Price | NZ$281 |
Highest Price | NZ$451 |
Popular accommodation | Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond, Peaceful Stay at Birds of a Feather Farm & Spa , Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym, The Mountain Escape!, Adirondacks Family Retreat, Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!, Room for the whole family 8 minutes to Manchester, 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. |
More accommodations in Rupert
Top trending hotels in Rupert

The Equinox Golf Resort & Spa

Kimpton Taconic Hotel by IHG

Hampton Inn and Suites Manchester

Schuyler Yacht Basin
More ways to explore Rupert
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.