Rupert Holiday Rentals from €195: Search Short-Term Rentals

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Our top choices for Rupert holiday rentals

A wooden deck with a white lattice base, a metal roof, and a house with a garage door in the background.

1. Beautiful 1-bedroom cabin with AC in wonderful Wells

Wells

Jane

includes taxes & fees

4 Oct - 5 Oct

A dining room with a wooden table, four chairs, a vase with flowers, and a view of greenery outside.

2. Historic Home with Colonial Charm in Manchester

Manchester

Victor G.

includes taxes & fees

21 Oct - 22 Oct

A red barn, a hammock, a fire pit, and a chair in a grassy area with trees and a stream in the background.

3. Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont

Sandgate

includes taxes & fees

30 Sept - 1 Oct

A sunroom with a large window, wicker furniture, and a fish mounted on the wall.

4. Quaint, friendly cottage with lakefront location & water views

Poultney

Jim V.

includes taxes & fees

9 Oct - 10 Oct

A cabin with a sloped roof, large windows, and a balcony with outdoor seating.

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

shushan

Susan f.

includes taxes & fees

30 Sept - 1 Oct

A bedroom with a bed, a window, and a door.

6. Schuyler Yacht Basin

Schuylerville

Jean Paul

includes taxes & fees

30 Sept - 1 Oct

A playground with slides and climbing structures surrounded by trees.

7. Cozy Bromley Retreat

Bromley Mountain

Janja L.

includes taxes & fees

30 Sept - 1 Oct

A green wooden door with a circular moon and sun decoration.

8. Serenity Ridge. Enchanting 1-bedroom cabin in Wells perfect for a cozy getaway

Wells

includes taxes & fees

7 Oct - 8 Oct

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Top Rupert Hotel Reviews

The Manchester View

10/10 Excellent

"We really enjoyed our stay at The Manchester View. Our terrace room was spacious and comfortable, and the view was absolutely to die for—definitely one of the highlights of our stay. Check-in and checkout were both very easy, and the included breakfast was a nice touch and a great way to start the day. The location is also very convenient, especially for visiting Hildene, which is nearby and was a very special place and one of the highlights of our trip. A comfortable, relaxing stay with beautiful Vermont views. We would definitely stay here again."

Sun Lodge near Manchester VT, Ascend Collection Hotel

10/10 Excellent

"Nice little place to stay. Probably excellent in winter with the lift right next to it. Short drive into Manchester, and only 4 minutes from J.J. Hapgood general store where the breakfast sandwich and coffee were perfect."

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 €195 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?

Beautifully Remodeled VT Mountain Oasis with Stratton Views and private Hot Tub: This holiday home rental outside of Rupert offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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. While here, R. K. Kittay Public Library and Haystack Mountain are other places worth a visit.

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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Check prices for these dates

Our top choices for Rupert holiday rentals

1. Beautiful 1-bedroom cabin with AC in wonderful Wells

2. Historic Home with Colonial Charm in Manchester

3. Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont

4. Quaint, friendly cottage with lakefront location & water views