Hinsdale Holiday Rentals

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Holiday Rentals in Hinsdale

Dog-friendly chalet cabin with valley view, deck, and private hot tub

7.6 out of 10, Good, (19)
"Absolutely loved my stay at this tiny getaway house! The space was cozy, well-designed, and had everything I needed for a relaxing escape. The peaceful surroundings and thoughtful touches made it truly special. Perfect for unplugging and recharging. Can’t wait to come back for another retreat!" "
Dog-friendly chalet cabin with valley view, deck, and private hot tub

Forest Home with Shared Pool & Hot Tub, WiFi, & Washer/Dryer - One Small Dog OK

8.4 out of 10, Very good, (8)
"Great house in a great neighborhood for two families and our dog that wasn’t too far from Mt Snow. The clubhouse is a plus with a pool!"
Forest Home with Shared Pool & Hot Tub, WiFi, & Washer/Dryer - One Small Dog OK

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.8 out of 10, Excellent, (43)
"Cabin was perfect for our long weekend. Master bed mattress needs an update, but otherwise everything was fantastic."
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

8.8 out of 10, Excellent, (3)
"My stay with a friend at this location was extremely pleasant overall; the home was well furnished, stocked, and the surroundings of rural Vermont were beyond gorgeous. The interior was very well cleaned when I arrived, though my friend and I very quickly noticed that there was a distinct septic-like odor in the house's central hallway area and the home's exterior (walking up to the entryway, etc). This smell persisted throughout the duration of the stay, but was most noticeable on days where...
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

Charming Waterfront Log Cabin

9.6 out of 10, Exceptional, (37)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

8.8 out of 10, Excellent, (42)
"We had a group of thirty-four people for a family vacation and had a blast. The host and the housekeeper were tremendously responsive to any small issues we had over the first few days. The kitchen was well stocked but could use more mugs for coffee/tea and additional forks for larger groups and the tea bags were past the best before date and should be replaced. Twelve bedrooms, each with their own bathroom was great. The pool, hot tubs, ping pong table, pool table, tennis court, and fire pit...
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

Beautiful Lodging at Mount Snow with Hot Tub on Deck

9.2 out of 10, Wonderful, (39)
"We had a great time at this cabin - the house was well equipped, including spices and condiments that made cooking easy. The hot tub and foozball table were a hit with our family. Access to the Chimney Hill amenities was great while being in the lower neighborhood made it easier to get out and about more quickly. "
Beautiful Lodging at Mount Snow with Hot Tub on Deck

The Brown House. Indoor pool - Spa - Sauna - Gameroom

8.0 out of 10, Very good, (23)
"It was our yearly Guys weekend, everyone had a Great time. The house with every bedroom having a full bath was fantastic you couldn’t ask for more We spent many hours in the indoor pool and the 2 jacuzzi’s we will definitely stay there again"
The Brown House. Indoor pool - Spa - Sauna - Gameroom

Mountain-view home near the slopes with at-home entertainment - dog-friendly

7.8 out of 10, Good, (63)
"We did have a great vacation, and the house satisfied the basic needs of a ski trip. There was a sled out back that the kids liked, heat worked and there was ample room for a family. Extra mattresses were provided in the bunk room in case you have a few extra kids. That being said, it has a lot of items that are in disrepair and needs some maintenance done. This house is a budget rental house with no frills that is fine for a few guys that need a place to sleep and don’t plan on hanging in...
Mountain-view home near the slopes with at-home entertainment - dog-friendly

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

9.8 out of 10, Exceptional, (41)
"This property is stunning. It fit our group of 14 perfectly. There are so many unique details and beautiful furniture. The kitchen was well-stocked for pots/pans/utensils/cleaning supplies which I always appreciate - makes group meals so much easier to manage. Quiet area, would be great all year round depending on what activities you like. Hot tub was a major highlight!"
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

10.0 out of 10, Exceptional, (40)
"We enjoyed our stay at the tiny home!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Spacious Mount Snow condo near slopes with private hot tub, sauna & fireplace

8.4 out of 10, Very good, (12)
"Property was great. We were there to ski at Mt Snow and the location did not disappoint. We were not ski-on ski-off but were so close it didn’t matter. Overall the house was clean and the owner was super responsive. Have it saved to stay again next season."
Spacious Mount Snow condo near slopes with private hot tub, sauna & fireplace

Cozy 2-bedroom Unit with private backyard

10.0 out of 10, Exceptional, (20)
"Anna and Alex"
Cozy 2-bedroom Unit with private backyard

The Jelly Mill-A River Retreat

10.0 out of 10, Exceptional, (43)
"It is a beautiful home with a ton of space (we only had 3 people, but it easily sleeps 6), very clean and well-kept. Our hosts provided everything we needed to make our stay perfect. I also like that the hosts were not overboard with all the rules, as with some other rentals. The hosts were beyond friendly and had excellent communication throughout the whole process. If you are looking for a lovely home with a ton of space to stay while exploring Vermont and Massachusetts, I highly recommend...
The Jelly Mill-A River Retreat

Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

10.0 out of 10, Exceptional, (42)
"Stayed here with a bunch of family and friends for a winter weekend and had the best stay. House was incredible and Erika and Casey thought of everything!! Most comfortable stay at any rental. Definitely want to book here again!!"
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

Waterfront Cottage on Scenic Sportsman Pond

9.6 out of 10, Exceptional, (41)
"Sportsman's Pond and Blueberry Cottage provided the ideal location for disconnecting from the noise and busyness of every day life. The pond was beautifully serene, without outboard motors, jet skis, etc. The fall colors were gorgeous. The hosts provided every sort of watercraft one might want. I kayaked everyday exploring the shoreline and watching for birds. The cottage was well equipped, the bed was comfortable and an assortment of chairs and couches were available for lounging, viewing the...
Waterfront Cottage on Scenic Sportsman Pond

Wilmington Vacation Rental Near Hiking and Skiing!

9.0 out of 10, Wonderful, (16)
"Everything was as-advertised! Very happy with our stay!"
Wilmington Vacation Rental Near Hiking and Skiing!

Jacksonville Cabin w/ Wraparound Deck & Views

9.6 out of 10, Exceptional, (28)
"Perfect cabin with beautiful views."
Jacksonville Cabin w/ Wraparound Deck & Views

Family Friendly Hilltop House In Putney Vermont

9.4 out of 10, Exceptional, (53)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
The price is AU$555
includes taxes & fees
13 Jan - 14 Jan
Family Friendly Hilltop House In Putney Vermont

Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

6.6 out of 10, (12)
"My boyfriend and I (and our dog) really enjoyed this place. It’s on a quiet road, tucked up into a woodsy hill which gives the feeling of being secluded, while in actuality not being far from a main road. The listing is pretty accurate; the house is absolutely covered in windows, which allows for plenty of fresh air and natural light. The master bed is super comfortable, and the master bathroom is really nice too. I was a little apprehensive about the lack of air conditioning, but there is a...
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck
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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Other types of properties in Hinsdale you may be interested in

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (375)
"."
The price is AU$281
includes taxes & fees
20 Jan - 21 Jan
Mountaineer Inn

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1006)
"I I would happily stay there again. "
The price is AU$174
includes taxes & fees
16 Jan - 17 Jan
Colonial Motel And Spa

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very good, (1001)
"The hotel was clean and staff were helpful. The breakfast was better than average and they have 24 hours hot coffee and tea. The pool and hot tub were closed which was a disappointment. A pipe burst in our bathroom in the middle of the night, but the staff were quick to get us a new room and were credited for a nights stay. Overall, a good place to stay in the area. "
The price is AU$184
includes taxes & fees
2 Feb - 3 Feb
Hampton Inn Brattleboro
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.

Frequently asked questions

Can I find a holiday rental in Hinsdale?

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

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

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW! : This holiday home rental outside of Hinsdale offers an indoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 12 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 garden and a pool table so that you can immerse yourself in your holiday.

What can I see and do in Hinsdale?

Connecticut River and Pisgah State Park are a couple of lovely local spots to get outside and enjoy nature. Ashuelot River and Madame Sherri Forest are a couple of places you'll find in the wider area.

What’s a holiday rental in Hinsdale like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hinsdale. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for families.