Amsden Holiday Rentals

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Our top choices for Amsden holiday rentals

9.8 out of 10, Exceptional, (13)
"Unique settings. Loved the accommodations "
United States
Gabriela
The price is NZ$323
includes taxes & fees
18 Dec - 19 Dec
Treehouse at Wise Pines- NoBo

Holiday Home in Newport

Lake Front Family Friendly Escape
10.0 out of 10, Exceptional, (4)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
The price is NZ$638
includes taxes & fees
18 Dec - 19 Dec
Lake Front Family Friendly Escape
9.6 out of 10, Exceptional, (166)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
The price is NZ$639
includes taxes & fees
23 Dec - 24 Dec
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
10.0 out of 10, Exceptional, (11)
"Super easy check in, beautiful and peaceful. Will def be back "
United States
Tyler S.
The price is NZ$685
includes taxes & fees
7 Jan - 8 Jan 2026
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
United States
Paul S.
The price is NZ$351
includes taxes & fees
18 Dec - 19 Dec
Whimsical Room & Private Bathroom in Historic Inn
9.8 out of 10, Exceptional, (18)
"We loved sitting by and listening to the river. Everything was as described."
United States
Jennifer A.
The price is NZ$629
includes taxes & fees
18 Dec - 19 Dec
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
10.0 out of 10, Exceptional, (5)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
United States
Rosie L.
The price is NZ$469
includes taxes & fees
13 Jan - 14 Jan 2026
Woodstock Studio | 10 Min to Killington
8.6 out of 10, Excellent, (14)
"Excellent Location.. "
United States
Juan Carlos L.
The price is NZ$668
includes taxes & fees
19 Dec - 20 Dec
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
9.0 out of 10, Wonderful, (74)
"Perfect location for a quick ski trip. "
United States
Michael D.
The price is NZ$592
includes taxes & fees
11 Jan - 12 Jan 2026
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
10.0 out of 10, Exceptional, (14)
"Really enjoyed the setup at the location and the owners were very responsive to any queries!"
United States
Ed N.
The price is NZ$1,272
includes taxes & fees
5 Jan - 6 Jan 2026
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
10.0 out of 10, Exceptional, (30)
"Very relaxing house, we all enjoyed the fireplaces and pellet stove and the well-equipped kitchen allowed us to cook beautiful meals. The property is gorgeous and neighbors are far away. This was the perfect place for a friends reunion/ski trip!"
United States
Roy S.
Beautiful home offering privacy on 7 acres with private pond
7.6 out of 10, Good, (53)
"Irish Bar nearby was a plus on St. Patrick’s Day !"
United States
Warren
The price is NZ$627
includes taxes & fees
18 Dec - 19 Dec
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Holiday Home in Chester Depot

Chester Farmhouse Ski Retreat near Slopes
9.6 out of 10, Exceptional, (17)
"This was my second time staying at this property. Everything was great just like last year. I highly recommend it if you are staying in Chester, VT. "
United States
Lori N.
Chester Farmhouse Ski Retreat near Slopes
9.6 out of 10, Exceptional, (17)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
United States
Gerri B.
The price is NZ$995
includes taxes & fees
13 Jan - 14 Jan 2026
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
9.2 out of 10, Wonderful, (25)
"Loved the location"
United States
Steven W.
The price is NZ$613
includes taxes & fees
8 Jan - 9 Jan 2026
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
9.8 out of 10, Exceptional, (24)
"What a unique experience staying in a literal tree house. The bathroom shared with the other tree house was so wonderfully built as is the barn that it resides in. I only stayed one night and wished I stayed multiple nights. I will definitely consider staying here again for future MTB trips in the area! "
United States
Taku S.
The price is NZ$323
includes taxes & fees
18 Dec - 19 Dec
Treehouse at Wise Pines- SoBo
8.6 out of 10, Excellent, (12)
"Clean with everything we needed for a few nights stay."
United States
Sandra S.
The price is NZ$653
includes taxes & fees
5 Jan - 6 Jan 2026
Well-appointed studio right downtown - less than a mile to Okemo Mountain
9.8 out of 10, Exceptional, (36)
"Wonderful cabin, well stocked, host was attentive and quick to address any questions."
United States
Eyal O.
The price is NZ$1,146
includes taxes & fees
20 Dec - 21 Dec
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
9.6 out of 10, Exceptional, (4)
"We had an enjoyable stay! Our hosts were very communicative and thought of the details for our stay!"
United States
Maya T.
The price is NZ$567
includes taxes & fees
18 Dec - 19 Dec
The Dorothy-10 minutes from Okemo- freshly renovated

Holiday Home in Cavendish

Charming Cavendish Guesthouse
9.8 out of 10, Exceptional, (7)
"Just as described with Everything we needed. Very comfy and roomy. Loved the private feeling and backyard. Would highly recommend to anyone wanting to stay in this area of Vermont."
United States
deborah m.
The price is NZ$790
includes taxes & fees
18 Dec - 19 Dec
Charming Cavendish Guesthouse
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 Amsden Hotel Reviews

Find out more about Amsden

Everything you need to know about Amsden 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 Amsden 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 Amsden holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Amsden holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Amsden. 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 Amsden 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 Amsden holiday rentals we have selected for you start as low as NZ$323 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Amsden rentals

At Expedia, we put the best Amsden 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 Amsden 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 Amsden 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 Amsden. 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

Can I find holiday rentals in Amsden?

Yes, there are holiday rentals close to the most popular sights in Amsden, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Amsden has to offer?

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing: This holiday home rental outside of Amsden is located on the waterfront, and has a balcony, a garden 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. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

What’s there to see and do in Amsden?

Explore the area and family-friendly sights such as Green Mountain Sugar House, or get out into nature at a spot like Mount Ascutney. In the wider area, you’ll find Mt Ascutney State Park and American Precision Museum.

What’s a holiday rental in Amsden like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Amsden. Holiday rentals offer amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a small group gathering.