Rupert Holiday Rentals from €124: Search Short-Term Rentals

Q: 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.

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

Riverfront 2-bedroom house with tons of light, AC, deck & patio. Pet Friendly : This holiday home rental outside of Rupert is located on a river, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of books.

Q: How many holiday rentals are there in Rupert?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Rupert stay.

Q: What’s there to see and do in Rupert?

Merck Forest Farmland Center and Green Mountain National Forest 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.

Q: 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.

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Our top choices for Rupert holiday rentals

Long Trail House at Stratton Mountain Resort

Stratton

William

includes taxes & fees

28 Jun - 29 Jun

Schuyler Yacht Basin

Schuylerville

David R.

includes taxes & fees

29 Jun - 30 Jun

4 Season Cabin great location.

Mt Tabor

Parsa R.

includes taxes & fees

28 Jun - 29 Jun

< 6 Mi to Arlington: 'whimsical Stone Abode!'

Arlington

Dale

includes taxes & fees

30 Jun - 1 Jul

Comfy Cottage with Private Hot Tub in Historic East Poultney

Poultney

Karen C.

includes taxes & fees

6 Jul - 7 Jul

The MountainTop - Stratton & Mt Snow - Fire Pit

Stratton

Brenna G.

includes taxes & fees

1 Jul - 2 Jul

Sowilo Pine House. All-inclusive food and drinks.

Cambridge

diane

includes taxes & fees

27 Jul - 28 Jul

Cozy Bromley Retreat

Bromley Mountain

Carolina I.

includes taxes & fees

28 Jun - 29 Jun

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Top Rupert Hotel Reviews

The Manchester View

10/10 Excellent

"Check in - instructions given ahead of time for our late arrival. Friendly staff. We had a sweet encounter with Amanda - housekeeper/maintenance. She was so down to earth and welcoming energy. Properly was gorgeous and rooms were clean quiet and spacious. Pool - my kids enjoyed! Thanks for tunes Views - amazing"

Kimpton Taconic Hotel by IHG

10/10 Excellent

"The lobby and rooms were well maintained and clean. Daytime hotel staff was professional and friendly. Nighttime staff, although may have been doing his job, was curt when inquired about the bar (closed) and fire pit access (“if it’s on. Otherwise, I don’t have the key for it.” A bunch of us sat on the front porch that evening but many retreated early as the temperatures dropped. Although our stay (6/24-6/25/26) was brief, not having access to anything except for our room, lobby, porch, and hallway seating, the lack of access to reasonable accommodations was disappointing."

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"Check in was easy. Room was clean. Bed was comfortable. You can sit on the porch just beside your unit. You can sit on the patio sets with the propane fire pit. I needed to do some computer work and had to go out to the patio since there was not a table in the room. The wind made it difficult. The microwave had a special way to open it after cooking. A suggestion would be to place a note next to the microwave with instructions to hit stop button first, then push the open button in order to retrieve cooked item. It was pleasant to visit with others at the patio fire pit. Otherwise it was nice and relaxing. Breakfast was simple and nourishing, especially nice when someone else cooks. Insert smile here. We visited the little trails nearby and found a pond. There are games and sports equipment you can use, in the lobby. Overall it was a reasonable stay. "

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 €124 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?

Riverfront 2-bedroom house with tons of light, AC, deck & patio. Pet Friendly: This holiday home rental outside of Rupert is located on a river, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of books.

How many holiday rentals are there in Rupert?

With 4 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?

Merck Forest Farmland Center and Green Mountain National Forest 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.

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Our top choices for Rupert holiday rentals