Hinsdale Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Rentals in Hinsdale

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

Hinsdale
10.0 out of 10, Exceptional, (8)
"Yert was perfect and stocked with everything we needed,property owner showed up to make sure we had everything we needed then left us in complete privacy,location was amazing with a great scenic view."
United States
Jerry S.
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

Townshend
10.0 out of 10, Exceptional, (5)
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Wilmington
10.0 out of 10, Exceptional, (227)
"Great house, fantastically well equipped (kayaks, bikes etc). Excellent, very responsive host. View out over the lake is amazing. Really enjoyed our stay. "
United Kingdom
Lucian L.
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Beautiful Custom Built Timber Frame Home, Sleeps 11

Wilmington
10.0 out of 10, Exceptional, (108)
"The house is beautiful and has a gorgeous view, especially at night of the stars. Michael was super responsive with a couple of questions we had on logistics and supplies to bring. We would highly recommend staying there and will probably book again in the future."
United States
Jeff L.
Beautiful Custom Built Timber Frame Home, Sleeps 11

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Dover
10.0 out of 10, Exceptional, (9)
"This place is somehow better than it looks online. It is truly spectacular. And incredibly easy ski in ski out. Ski in is right to the door and ski out is about 10 foot walk to the magic carpet in the backyard. Tina of room. First class appliances. Tons of parking. We had a big group. Also two great places to hang out upstairs in the great room then the kids needed up hanging out a lot on the main floor. Checking in was a piece of cake and Todd was very responsive if we needed anything. Can’t...
United States
Marc G.
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Cozy 2-bedroom cabin near Mount Snow 3 min drive

2.0 star property
Dover
9.6 out of 10, Exceptional, (9)
"Great cabin! Perfect for our family of 4 and our dog! Very close to mount snow and walking distance to great restaurants! "
United States
Lisa R.
Cozy 2-bedroom cabin near Mount Snow 3 min drive

Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

Fitzwilliam
10.0 out of 10, Exceptional, (10)
"Beautiful property and great a host! My boys loved getting up early and fishing into the night! Perfect get away from the hustle and bustle of every day life. If you love nature this is a great place. Lots to explore! We had a GREAT also caught some good size BASS. Definitely will be back again. Thanks tons, The Gallant Family "
United States
cristal
Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Dover
10.0 out of 10, Exceptional, (7)
"Our family had such a great time. We absolutely loved the space. So much bigger than what we expected. Our kids loved the bunkbed room. Plenty of room for our friends. Love the hot tub on the back deck. The kids really enjoyed the pool at the amenity center. Todd was extremely responsive and we really had a great trip. Look forward to coming back next season."
United States
Michelle V.
The price is ¥68,634
¥161,121 total
includes taxes & fees
Nov 15 - Nov 16
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Old Deerfield Treasure!

2.0 star property
Deerfield
The price is ¥68,749
¥82,647 total
includes taxes & fees
Nov 13 - Nov 14
Old Deerfield Treasure!

Riverside Retreat – Cozy 2-Story Getaway!

Millers Falls
9.8 out of 10, Exceptional, (35)
"Clean and neat property."
United States
Katherine Y.
Riverside Retreat – Cozy 2-Story Getaway!

Beautiful Lodging at Mount Snow with Hot Tub on Deck

Wilmington
9.4 out of 10, Exceptional, (42)
"This cabin is geared more for Winter and skiing since there is no air conditioning. Our family of 5 guys stayed here on 7/25/2025 because it was not that far from our rafting location, hiking and other attractions in southern VT. The cabin is very clean and the kitchen is stocked for all one's needs. We spent several nights after dinner around the firepit. We very much enjoyed staying here."
United States
Richard D.
Beautiful Lodging at Mount Snow with Hot Tub on Deck

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Townshend
10.0 out of 10, Exceptional, (61)
"Second time visiting this property during the winter with adults and kids (ages 6 - 11) and it was another great stay. Property owner easy to communicate with, beautiful land and home. Perfect location for our family get together."
United States
sarah m.
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Family Friendly Hilltop House In Putney Vermont

Putney
9.4 out of 10, Exceptional, (56)
"Gorgeous property. Super accommodating hosts. Would love to come back in the summer."
United States
Thomas F.
The price is ¥17,342
¥36,689 total
includes taxes & fees
Nov 25 - Nov 26
Family Friendly Hilltop House In Putney Vermont

500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

Dover
9.8 out of 10, Exceptional, (47)
"Overall a nice stay, thanks Jen!"
United States
Anonymous traveler
500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

Beautiful, private log cabin with huge, relaxing screened porch

Townshend
10.0 out of 10, Exceptional, (42)
"Great stay! Everything was clean and comfortable and well-communicated. We especially enjoyed spending time on the 3-season porch, even more so when a flock of wild turkeys decided to walk by and provide extra entertainment. This trip was our yearly family cabin weekend, and we never stay in the same place twice, but if we did we would definitely stay here again."
United States
Jess M.
Beautiful, private log cabin with huge, relaxing screened porch

Mount Snow, Hot Tub Room, Sauna, Pool Table, sleeps 12.

Mount Snow
10.0 out of 10, Exceptional, (17)
"Ken came to the rescue when our original reservation was double booked! He made sure we were taken care in a very quick manner and responded to all of my inquiries timely! "
United States
liz c.
Mount Snow, Hot Tub Room, Sauna, Pool Table, sleeps 12.

Lovely 2nd Floor Apartment

Greenfield
10.0 out of 10, Exceptional, (44)
"Quiet location and comfortable stay. The space was clean and perfect for a quick overnight. Owner was on site and very responsive. "
United States
Shanyn
The price is ¥17,886
¥30,993 total
includes taxes & fees
Nov 18 - Nov 19
Lovely 2nd Floor Apartment

Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

Townshend
10.0 out of 10, Exceptional, (58)
"Would recommend if anyone wants a quiet, peaceful getaway."
United States
Flip O.
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

2.0 star property
Shelburne Falls
10.0 out of 10, Exceptional, (18)
"Everything was lovely, thank you!"
United States
Chelsea D.
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

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

Wilmington
8.6 out of 10, Excellent, (61)
"Great location and super cute"
United States
Jeff S.
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Hinsdale Hotel Reviews

Find out more about Hinsdale

Search for holiday rentals in Hinsdale on Expedia! You can easily find your home rentals, villas, holiday apartments in Hinsdale using one of the methods below:

  • View our selection of featured holiday rentals in Hinsdale
  • Use the map to find apartments and other holiday homes in the Hinsdale neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hinsdale while they last

Look no further and take a look at our great range of rental properties in Hinsdale!

Frequently asked questions

Can I find a vacation rental in Hinsdale?

Yes, we have vacation rentals close to well known points of interest in Hinsdale, or you can choose a more remote option if you're looking for relaxation. Hinsdale is known for its riverfront.

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

Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC: This vacation home rental outside of Hinsdale is located in the mountains and has a balcony, a garden, and air-conditioning to put you at ease in your new surroundings. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Hinsdale?

Connecticut River and Bear Mountain State Forest are a couple of lovely local spots to get outside and enjoy nature. While here, Pisgah State Park and Hinsdale Public Library are other places worth a visit.

What’s a vacation rental in Hinsdale like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Hinsdale. Vacation rentals offer extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.