Rupert Vacation Rentals

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Vacation Rentals in Rupert

Long Trail House at Stratton Mountain Resort

3.0 star property
Stratton
8.6 out of 10, Excellent, (77)
"Nice, clean room in prime location"
United States
Kristin
$369 nightly
The price is $417
Nov 18 - Nov 19
Total with taxes and fees
Long Trail House at Stratton Mountain Resort

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

Sunderland
10.0 out of 10, Exceptional, (126)
"I stayed here with 8 people and the house was great for all of us. It was clean and comfortable and the hot tub was an extra plus. I would recommend staying here!"
United States
Alexa S.
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Schuyler Yacht Basin

3.0 star property
Schuylerville
8.6 out of 10, Excellent, (20)
"Nice concept"
United States
Jessica
Schuyler Yacht Basin

Long Trail House Studio at Stratton Mountain Resort

Stratton
10.0 out of 10, Exceptional, (64)
"Our stay was incredible. The location was perfect, room and facility was clean. Thank you for being a great host, 10/10!"
United States
Tyler M.
Long Trail House Studio at Stratton Mountain Resort

Sleep 34 in huge VT Mansion! 15 bedrms/12 bath: Xmas, Ski, weddings, family reunions, Yoga, corporate, Dogs loved

Manchester
10.0 out of 10, Exceptional, (58)
"Great place for a big group. Kids loved exploring and parents loved the space."
United States
John L.
Sleep 34 in huge VT Mansion! 15 bedrms/12 bath: Xmas, Ski, weddings, family reunions, Yoga, corporate, Dogs loved

Lovely ski-in/out condo steps from ski lift with trails and amazing views

Stratton
8.4 out of 10, Very Good, (26)
"Great location close to lift. Condo is clean and well appointed."
United States
Grace Ann B.
$246 nightly
The price is $278
Nov 18 - Nov 19
Total with taxes and fees
Lovely ski-in/out condo steps from ski lift with trails and amazing views

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

Winhall
9.6 out of 10, Exceptional, (241)
"What a wonderful place to stay! My boyfriend and I too advantage of the beautiful deck and had coffee and dinner on it every day. We also used the charcoal grill to cook dinner and the wood stove outside, for a beautiful outside dining expereince! We would love to come back again!"
United States
Katherine B.
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Jamaica
9.6 out of 10, Exceptional, (21)
"Good spot for catching up with friends for the weekend. Hot tub was perfect and everything was comfortable."
United States
Ross P.
$580 nightly
The price is $655
Nov 19 - Nov 20
Total with taxes and fees
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

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

Fort Ann
10.0 out of 10, Exceptional, (23)
"This is a beautiful property on an idyllic lake which we enjoyed very much. Linda was a more than accommodating host and we enjoyed talking with her and learning about the property and the area. Great water activities, especially the paddle boarding and canoeing. Proximity to Lake George is a plus!"
United States
Lois S.
$351 nightly
The price is $390
Nov 17 - Nov 18
Total with taxes and fees
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Winhall
9.6 out of 10, Exceptional, (30)
"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.
$562 nightly
The price is $630
Nov 17 - Nov 18
Total with taxes and fees
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

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

Londonderry
8.6 out of 10, Excellent, (8)
"My husband and I stayed at the treehouse cabin for two nights. It was so adorable and had so many fun amenities from the hot tub, to the fire place and record player. They even had snow shoes for us to borrow and we were able to use them and had a fun morning snow shoeing. Easy check in, and just a nice clean fun place to stay."
United States
Meghan C.
$502 nightly
The price is $567
Nov 24 - Nov 25
Total with taxes and fees
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Contemporary king w/futon

Whitehall
10.0 out of 10, Exceptional, (8)
"Beautiful place very convenient would stay again"
United States
Destiny S.
Contemporary king w/futon

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

Fort Ann
10.0 out of 10, Exceptional, (4)
"We loved absolutely everything! The house was beautiful, comfortable! The grounds, pool just spectacular! But the most important for us were our hosts Lisa and Michael, they made us feel so comfortable and were incredibly welcoming! Thank you again for the great time that we had for the whole week, your pool was a lot of fun and then to top it off we were riding on ATV’s on your beautiful large property! Also just want to add, that our beds were all king size and very comfortable like in the...
United States
Natasha M.
Stay on 80 acres near Lake George w/heated pool, stables, game room - pets ok

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

shushan
9.6 out of 10, Exceptional, (20)
"Perfect location. Excellent host, very helpful , great communications. we will come back!!"
United States
Batla F.
$287 nightly
The price is $319
Nov 18 - Nov 19
Total with taxes and fees
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Tinmouth
10.0 out of 10, Exceptional, (178)
"Terrific, and will stay here again."
United States
Craig F.
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

7 Mi to Glens Falls: Peaceful Retreat w/ Game Room

3.0 star property
Hudson Falls
7 Mi to Glens Falls: Peaceful Retreat w/ Game Room

Extraordinary Stratton Ski On/Ski Off Home

Stratton
10.0 out of 10, Exceptional, (27)
"The house is charming and well decorated. Very suitable for a family. We had a great time."
United States
Iris K.
Extraordinary Stratton Ski On/Ski Off Home

Stratton; Ski on/off, hot tub, King beds, 2 FPs, Office, Foosball

Stratton
Stratton; Ski on/off, hot tub, King beds, 2 FPs, Office, Foosball

Charming mountain retreat with pool, fire pit, glamping loft, and endless views

Weston
9.8 out of 10, Exceptional, (8)
"If we could have given 10 stars we would have! Julia is a FANTASTIC host! Her attention to detail, thoughtfulness and care is unmeasuredThe property and house is Vermont perfection…highly reccomend🦋"
United States
Kyla S.
Charming mountain retreat with pool, fire pit, glamping loft, and endless views

Private and Artistic cabin, Pet friendly, no cleaning fee

West Pawlet
10.0 out of 10, Exceptional, (267)
"Relaxing stay"
United States
Jill P.
Private and Artistic cabin, Pet friendly, no cleaning fee
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rupert vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rupert vacation 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 low season months. For more hustle and bustle, you may prefer to visit Rupert in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $278 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rupert rentals

At Expedia, we put the best Rupert vacation 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 vacation.

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 vacation rentals in Rupert?

Yes, we give you a choice of vacation rentals near popular local attractions in Rupert, or you can go with a more secluded option if you're looking for a relaxing stay. Rupert is known for its parks.

What are some of the best vacation rentals in Rupert?

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing: This vacation home rental outside of Rupert is located in the mountains and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub.

How many vacation rentals are there in Rupert?

With 3 Expedia vacation rentals, you're sure 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 larger area, you’ll find R. K. Kittay Public Library and Stratton Mountain Resort.

What’s a vacation rental in Rupert like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Rupert. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for family gatherings.