Rupert Holiday Rentals

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Holiday Rentals in Rupert

Schuyler Yacht Basin

3.0 star property
8.6 out of 10, Excellent, (19)
"What a great little cabin. Super clean and very friendly staff!!"
The price is NZ$342
includes taxes & fees
7 Oct - 8 Oct
Schuyler Yacht Basin

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (24)
"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "
The price is NZ$1,066
includes taxes & fees
28 Oct - 29 Oct
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Long Trail House at Stratton Mountain Resort

3.0 star property
8.6 out of 10, Excellent, (74)
"Nice, clean room in prime location"
The price is NZ$619
includes taxes & fees
9 Oct - 10 Oct
Long Trail House at Stratton Mountain Resort

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

9.6 out of 10, Exceptional, (234)
"Extremely cozy. Would highly recommend staying here."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Lovely ski-in/out condo steps from ski lift with trails and amazing views

8.4 out of 10, Very good, (25)
"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."
The price is NZ$490
includes taxes & fees
6 Oct - 7 Oct
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Private and Artistic cabin, Pet friendly, no cleaning fee

10.0 out of 10, Exceptional, (264)
"Have stayed before and enjoy the place and the area, it’s quiet and serene. "
Private and Artistic cabin, Pet friendly, no cleaning fee

Peaceful getaway at Stratton View Lodge

9.0 out of 10, Wonderful, (2)
"Spacious (3 stories) and cozy house in a beautiful spot between Bromley and Stratton Mountains! We had fun with the pool table, sauna, and hot tub, and sitting with coffee on the back porch with a view of the foliage! "
Peaceful getaway at Stratton View Lodge

Lakefront Lookout - Family and Pet-Friendly

10.0 out of 10, Exceptional, (71)
"It's a nice secluded house on the water with everything that you need. We enjoyed our time there so much."
Lakefront Lookout - Family and Pet-Friendly

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

10.0 out of 10, Exceptional, (73)
"Great spot for a quick visit to Manchester VT."
Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

10.0 out of 10, Exceptional, (5)
"We had a wonderful stay."
The price is NZ$974
includes taxes & fees
13 Oct - 14 Oct
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

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

5.4 out of 10, (3)
"We arrived at our rental at 4:05pm (check-in was at 4pm) and were met by the management company. They just started to clean the rental, due to cleaners canceling. They did not contact us to let us know the rental would not be ready. They allowed us to settled in. They finished cleaning about 30 minutes later. I specially asked if they were finished with everything and they replied yes. The next morning I woke up and had an asthma attack. I realized there was dog hair everywhere. I...
Treetop townhouse with Hot Tub and plenty of space for the whole family!

Charming mountain retreat with pool, fire pit, glamping loft, and endless views

9.8 out of 10, Exceptional, (7)
"Our family's stay at this stunning Vermont retreat was nothing short of exceptional! From the moment we arrived, we were blown away by the beauty comfort and cleanliness of this farmhouse-style home. The location is truly ideal, nestled in the Green Mountain National forest. The house itself is a dream. The kitchen was a joy to cook in, and the spacious dining room with its breathtaking views made every meal special. With multiple living spaces, we had plenty of space to relax and unwind after a...
The price is NZ$1,845
includes taxes & fees
6 Oct - 7 Oct
Charming mountain retreat with pool, fire pit, glamping loft, and endless views

Spacious Riverfront Home 7 Minutes to Stratton!

10.0 out of 10, Exceptional, (33)
"Perfect house for a few families to gather and have fun. "
Spacious Riverfront Home 7 Minutes to Stratton!

Secluded Mountain Retreat: Gorgeous Views, Five Mins to Stratton, Sauna, Firepit

2.0 star property
9.2 out of 10, Wonderful, (10)
"No hassles great place as described in listing. Clean and has all necessary amenities. Would happily stay there again "
Secluded Mountain Retreat: Gorgeous Views, Five Mins to Stratton, Sauna, Firepit

Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!

10.0 out of 10, Exceptional, (21)
"We had a wonderful stay at this cute house by the lake. The home was cozy, clean, and had everything we needed for a relaxing trip. Waking up to the lake view was a treat, and the peaceful surroundings made it a perfect escape. Highly recommend for a quiet, scenic getaway!"
The price is NZ$625
includes taxes & fees
6 Oct - 7 Oct
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!

Contemporary king w/futon

10.0 out of 10, Exceptional, (6)
"Beautiful place very convenient would stay again"
Contemporary king w/futon

Vermont house in stunning private country setting and 360 degree panoramic views

9.6 out of 10, Exceptional, (14)
"Fantastic place to get away from it all. Romantic and serene with everything you need to enjoy the stunning area. We will absolutely come back "
Vermont house in stunning private country setting and 360 degree panoramic views

Stratton South Long Trail Studio Adjacent to the Village and Lifts

9.4 out of 10, Exceptional, (67)
"Clean place, great location. We enjoyed the stay "
Stratton South Long Trail Studio Adjacent to the Village and Lifts

Adirondacks Family Retreat

9.6 out of 10, Exceptional, (27)
"Very nice place to stay. Everything was clean and very roomy. We loved our stay!!"
Adirondacks Family Retreat

Room for the whole family 8 minutes to Manchester

10.0 out of 10, Exceptional, (7)
"Very priceable and great house with 5 bedrooms - each rooms are big and clean! Love it! Will come back again for next ski plan"
Room for the whole family 8 minutes to Manchester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Rupert Hotel Reviews

Find out more about Rupert

Find out more about Rupert

Everything you need to know about Rupert holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rupert holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rupert holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Rupert holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rupert. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rupert holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rupert holiday rentals we have selected for you start as low as NZ$342 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rupert rentals

At Expedia, we put the best Rupert holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Rupert rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rupert holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rupert. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Rupert?

Yes, there are holiday rentals close to the most popular sights in Rupert, or you can select a more secluded option if you're looking for a relaxing stay. Rupert is known for its parks.

What are some of the best holiday rentals that Rupert has to offer?

Your Vermont Mountain Haven Pet Friendly home with Hot tub!: This holiday home rental outside of Rupert is located in the mountains, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Rupert?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Rupert stay.

What’s there to see and do in Rupert?

Green Mountain National Forest and Merck Forest Farmland Center are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find R. K. Kittay Public Library and Dorset Playhouse.

What’s a holiday rental in Rupert like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rupert. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.