Holiday Rentals Rupert from £165: Find Short-Term Rentals & Holiday Accommodations

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?

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views : This holiday home rental outside of Rupert is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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?

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.

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

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

Arlington

Dale

includes taxes & fees

1 Jun - 2 Jun

Schuyler Yacht Basin

Schuylerville

Ana

includes taxes & fees

31 May - 1 Jun

Cozy Bromley Retreat

Bromley Mountain

Carolina I.

includes taxes & fees

31 May - 1 Jun

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

shushan

Anonymous traveller

includes taxes & fees

31 May - 1 Jun

Romantic New York Getaway near the Adirondacks

Cambridge

includes taxes & fees

31 May - 1 Jun

Peaceful getaway at birds of a feather

Shaftsbury

Aidan K.

includes taxes & fees

30 Jun - 1 Jul

4 Season Cabin great location.

Mt Tabor

Corinna

includes taxes & fees

28 Jun - 29 Jun

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.

Wallingford

debbie r.

includes taxes & fees

13 Jun - 14 Jun

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Top Rupert Hotel Reviews

Brittany Motel

8/10 Good

"confusion over communication of room lock code"

The Reluctant Panther Inn and Restaurant

10/10 Excellent

"My wife and I enjoyed our stay at The Reluctant Panther. The property was beautiful and conveniently located just a short drive from the town center. There are also restaurants and other hotels within walking distance. The room was spacious, clean, and comfortable. We enjoyed the complimentary breakfast that was delivered to our door each morning. Shout out to Richard for an easy check in/out. We hope to come back for another stay."

The Inn at Manchester

10/10 Excellent

"The room was awesome. Very cool that the building was historic with great experiences. We had an awesome room. Bedroom, bathroom and sitting room. We thoroughly enjoyed the space. We thought breakfast was exceptional! The eggs and pancakes with maple syrup was beyond great. The best i can recall. So good. The location of the Inn was great for our hiking, shopping, and eating. The people were helpful and very friendly. They have a bar area that i visited and had wonderful conversations and drinks. Highly recommend this Inn."

Weathervane Motel

6/10 Okay

"Things were clean, but definitely low end and hasn’t been updated in a long time. Nothing horrible, but not super impressive. Think “Schitt’s Creek” vibes. Water took absolutely forever to warm up. Fridge, but no microwave. Bed was clean and comfortable. Room smelled slightly off when we walked in; again, not awful, but not fresh. Lawn was very overgrown. We only stayed for sleeping, so none of it was make or break for us. Nothing to really complain about, but nothing to write home about either."

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 £165 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?

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views: This holiday home rental outside of Rupert is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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?

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.

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Our top choices for Rupert holiday rentals