Holiday Rentals in Rupert

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Holiday Rentals in Rupert

Schuyler Yacht Basin

3.0 star property
8.6 out of 10, Excellent, (17)
"Great place to stay while visiting the area!"
The price is €170
includes taxes & fees
3 Sept - 4 Sept
Schuyler Yacht Basin

3-bedroom cottage on Cossayuna Lake

7.6 out of 10, Good, (4)
"We had a good time. I was a little disappointed about the pool"
The price is €223
includes taxes & fees
7 Sept - 8 Sept
3-bedroom cottage on Cossayuna Lake

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

10.0 out of 10, Exceptional, (4)
"We had a wonderful stay."
The price is €496
includes taxes & fees
4 Sept - 5 Sept
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

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

9.6 out of 10, Exceptional, (228)
"Extremely cozy. Would highly recommend staying here."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Reflections of Tranquility- Lakefront Splendor

9.0 out of 10, Wonderful, (4)
"Check in was a little delayed, but after that, all was good. Property was clean and as described"
Reflections of Tranquility- Lakefront Splendor

Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside

10.0 out of 10, Exceptional, (12)
"This is the perfect cabin in Dorset VT! The views on the way in are spectacular. Hiking right out the back door and cozy natural wood experience on the inside. I will definitely be returning to the same location every October! "
Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside

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

10.0 out of 10, Exceptional, (71)
"Great spot for a quick visit to Manchester VT."
Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester

Contemporary king w/futon

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

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (21)
"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 €551
includes taxes & fees
3 Sept - 4 Sept
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Adirondack Lakefront home with private dock

9.8 out of 10, Exceptional, (22)
"Everything was great, lots of things to do at the house and close by. "
Adirondack Lakefront home with private dock

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 €236
includes taxes & fees
7 Sept - 8 Sept
Lovely ski-in/out condo steps from ski lift with trails and amazing views

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

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

10.0 out of 10, Exceptional, (19)
"The house is tranquil, clean and well-equipped. My son and I were very comfortable, wish we could have been there more than 1 night. "
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!

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

10.0 out of 10, Exceptional, (120)
"House was accurately described. Kitchen was well-equipped. Village of Manchester is just a short drive away. Deck and hot tub were awesome!"
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Stay on 80 acres near Lake George w/heated pool, stables, game room - pets ok

10.0 out of 10, Exceptional, (4)
"Check in was easy, with our host meeting us. Absolutely gorgeous kitchen with everything you need, even a separate coffee station. Very large and comfortable bathrooms with a ton of towels. Swimming pool was just perfect and sparkling with outside TV. Game room also was a lot of fun! Thank you Lisa and Michael "
Stay on 80 acres near Lake George w/heated pool, stables, game room - pets ok

Dockside Manor-Family and Pet friendly- Private Dock,Gameroom, Firepit & Hot Tub

9.8 out of 10, Exceptional, (49)
"Great house, more stunning than the pictures. Had everything you need. Owners were friendly and helpful."
Dockside Manor-Family and Pet friendly- Private Dock,Gameroom, Firepit & Hot Tub

Lakefront Rustic 1930s dog friendly Cabin w/lg screened porch near Lake George

10.0 out of 10, Exceptional, (29)
"Amazing view, so peaceful and relaxing! The hosts were fantastic"
The price is €451
includes taxes & fees
16 Sept - 17 Sept
Lakefront Rustic 1930s dog friendly Cabin w/lg screened porch near Lake George

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 €366
includes taxes & fees
1 Oct - 2 Oct
Long Trail House at Stratton Mountain Resort

8-bedroom vacation home just 16 minutes from Golf Club at Equinox

9.6 out of 10, Exceptional, (17)
"Happy experience and plenty of room. Everyone enjoyed the lake and sounding places."
8-bedroom vacation home just 16 minutes from Golf Club at Equinox

Vermont Lake House

10.0 out of 10, Exceptional, (22)
"Host was great and it was in a great location "
Vermont Lake House
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, apart-hotels, 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 €170 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?

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!: This holiday home rental outside Rupert is located in the mountains, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.