Rupert Holiday Rentals

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Holiday Rentals in Rupert

Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very good, (75)
"Nice, clean room in prime location"
United States
Kristin
The price is AU$608
includes taxes & fees
30 Oct - 31 Oct
Long Trail House at Stratton Mountain Resort
Schuyler Yacht Basin
3.0 star property
8.6 out of 10, Excellent, (20)
"What a beautiful place it was for an escape weekend! Definitely would recommend this beautiful place!"
United States
Ana
The price is AU$307
includes taxes & fees
26 Oct - 27 Oct
Schuyler Yacht Basin
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, (236)
"Clean and comfy. Cabin is adorable! "
United States
Roxanne M.
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing
10.0 out of 10, Exceptional, (123)
"House was accurately described. Kitchen was well-equipped. Village of Manchester is just a short drive away. Deck and hot tub were awesome!"
United States
kate m.
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing
Private and Artistic cabin, Pet friendly, no cleaning fee
10.0 out of 10, Exceptional, (265)
"Have stayed before and enjoy the place and the area, it’s quiet and serene. "
United States
Matthew G.
Private and Artistic cabin, Pet friendly, no cleaning fee
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
9.8 out of 10, Exceptional, (26)
"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 "
United States
Virginia A.
The price is AU$981
includes taxes & fees
29 Oct - 30 Oct
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
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."
United States
John N.
The price is AU$431
includes taxes & fees
28 Oct - 29 Oct
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Stratton; Ski on/off, hot tub, King beds, 2 FPs, Office, Foosball
Stratton; Ski on/off, hot tub, King beds, 2 FPs, Office, Foosball
Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester
10.0 out of 10, Exceptional, (74)
"Great spot for a quick visit to Manchester VT."
United States
Nathan S.
Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester
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."
United States
Collin F.
Lakefront Lookout - Family and Pet-Friendly
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
10.0 out of 10, Exceptional, (22)
"Absolutely beautiful. We loved it so much we asked if we could stay longer. We will definately be back. "
United States
Becca C.
The price is AU$536
includes taxes & fees
27 Oct - 28 Oct
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
Charming mountain retreat with pool, fire pit, glamping loft, and endless views
9.8 out of 10, Exceptional, (8)
"Loved the inside and outside spaces especially the fire pit over looking the field below and the mountains in the background."
United States
Keith K.
The price is AU$1,411
includes taxes & fees
3 Nov - 4 Nov
Charming mountain retreat with pool, fire pit, glamping loft, and endless views
Lakefront Rustic 1930s dog friendly Cabin w/lg screened porch near Lake George
10.0 out of 10, Exceptional, (31)
"Our family had a great time! What a beautiful setting-so scenic and serene on the lake. The hosts were very nice and welcoming, the house was very cute and very clean-we loved the screened in porch. We look forward to visiting again : )"
United States
Christine C.
The price is AU$679
includes taxes & fees
26 Oct - 27 Oct
Lakefront Rustic 1930s dog friendly Cabin w/lg screened porch near Lake George
Beautiful Manchester VT Mountain Retreat w/Hot Tub
10.0 out of 10, Exceptional, (40)
"Really enjoyed this home. Was a weekend getaway with friends and there was lots of room for us. Especially enjoyed the sauna. Kitchen is well stocked. All was great. "
United States
Elizabeth R.
Beautiful Manchester VT Mountain Retreat w/Hot Tub
Contemporary king w/futon
10.0 out of 10, Exceptional, (8)
"Great spot! If we're back in the area we'll stay again for sure! Really really nice room."
United States
Michael
Contemporary king w/futon
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 "
United States
Natasha M.
Stay on 80 acres near Lake George w/heated pool, stables, game room - pets ok
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!!"
United States
Judy C.
Adirondacks Family Retreat
Stratton South Long Trail Studio Adjacent to the Village and Lifts
9.4 out of 10, Exceptional, (68)
"This studio apartment is cozy and comfortable, with a balcony offering great views. The kitchen is clean and functional, and indoor parking is very convenient."
United States
GO PIN
Stratton South Long Trail Studio Adjacent to the Village and Lifts
Lakeshore Cottage- Family and Pet Friendly
10.0 out of 10, Exceptional, (26)
"Absolutely beautiful views house was exactly as described and more would absolutely stay again!"
United States
Matt W.
Lakeshore Cottage- Family and Pet Friendly
Family Friendly Stratton Home for All Seasons, 7 min to ski mountain
10.0 out of 10, Exceptional, (5)
"I hesitate to even write this review because I'd rather no one know about this excellent house and property manager. I assure you the pictures do not do this place justice. You can tell it's loved home and not just a furnished rental. The kids had tons of activities to play and do, which allowed the adults to actually have a conversation. 12 people slept comfortably. We were well taken care of by Adriane and certainly hope to return. 3 3 "
United States
Andrea G.
Family Friendly Stratton Home for All Seasons, 7 min to ski mountain
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

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 favourite 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 depend 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 AU$307 per night. Entering your travel dates in the search wizard might find you 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?

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing: 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 dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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.