Rupert Holiday Homes
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^
Featured Holiday Homes in Rupert

Secluded home with game room, private hot tub, golf, river & mtn views, firepit

Peaceful Stay at Birds of a Feather Farm & Spa

Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

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

Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

7200 sf Villa & Barn on 4 Acre Manchester Estate

Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

Snow Mountain Lodge- 6 miles from Mt Snow. Ski, Hike, Indoor Pool, Relax!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester
Holiday Accommodation Rupert
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Rupert are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Rupert itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Rupert holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Rupert, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Rupert with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
Rupert Holiday Homes essential information
Accommodation | 423 Holiday Homes |
---|---|
Lowest Price | NZ$191 |
Highest Price | NZ$1,128 |
Popular accommodation | Secluded home with game room, private hot tub, golf, river & mtn views, firepit, Peaceful Stay at Birds of a Feather Farm & Spa , Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer, Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style, Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!, Dog-friendly house with picturesque mountain view & near skiing - close to Okemo, 7200 sf Villa & Barn on 4 Acre Manchester Estate, Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen, Snow Mountain Lodge- 6 miles from Mt Snow. Ski, Hike, Indoor Pool, Relax!, Your Vermont Mountain Haven Pet Friendly home with Hot tub!, Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts, Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester |
More accommodations in Rupert
Top trending hotels in Rupert

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
^Eligibility requirements and conditions apply