Search Vacation Homes in Hinsdale

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Compare 310 Vacation Homes in Hinsdale with updated reviews, rates, and availability.

"The cabin was the perfect weekend getaway. We had issues with connecting the projector to the internet and finally gave up on trying to connect but other then that the overall experience was great. Will be staying here again in the future. "

The house was originally built in 1864 and completely updated in 2009

"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!"

Plenty of private open space to explore with the whole family!

"We loved this property with stunning foliage, hiking trails, and perfect views. The house had everything we needed to accommodate a large group and more with lots of thoughtful touches. Plenty of space, panoramic views, screened in porch, fireplace, pool table, and connected speakers throughout. We have stayed at many different rentals for our annual trip over the years and this one is our new favorite."

Newly constructed cottage minutes from the mountain

"Beautiful house with plenty of space. Very comfortable and stocked with all essentials. Great set up for kids!"

West Dover Vacation Rental | 4BR | 3.5BA | 1,800 Sq Ft | Stairs to Access

"We had a group of nine and had a great time. There are so many wonderful features including a fully stocked kitchen, activities for kids and an awesome outdoor area to hang out and relax. Would highly recommend this house. "

AED 2,582 total

includes taxes & fees

16 Dec - 17 Dec

House Front. Covered Porches, Lots of sunshine
Plenty of space.

"Clean and well supplied with fantastic views and close proximity to town.....a wonderful fall New England experience! "

"We enjoyed living in this beautiful house and spent an amazing vacation! The club house is also great with all the facilities!"

"This is our 3rd time staying here, we love this historic home, it is in very good condition. The home is very clean, well stocked, the layout is very good and the communication with the host is also very good. We love the brook going by. It is close to Smith College where our daughter goes to school. We also enjoy the many other places and things to do in this area. Even after our daughter graduates I can see us coming back to this home and part of Massachusetts. "

"Michelle made our experience super easy and memorable! Drive up a private road and a pretty steep hill (4wd a must in winter) to a secluded, beautiful house with plenty of space. Just you and nature. The house itself has all the amenities - full kitchen, sitting areas, and even a wood stove that Michelle started up before we got there. Beds are comfortable, and the bathrooms have insane mountaintop views. Michele even left a few eggs for starter breakfast which was much appreciated. You can’t...

"Every need accommodated including a back-up generator! Well appointed kitchen and bathrooms. Very cozy and spacious home inside. Very comfortable bed mattress in master bedroom. Lots of yard for dogs to run free. Nature all around. Lots of books and board games there. Laundry room was a big plus. Remote setting but lots to see and explore within reach. Very lovely stay and hosts were very responsive."

Soothing ambient light creates the perfect retreat.

"If you are looking for either Fall getaway along VT-100 or snow adventures this place is located with easy access to a variety of wonderful local restaurants, breweries, shopping and outdoor adventures. Bathroom and kitchen stocked with basic necessities. Great communication with hosts. Will definitely be back! "

AED 2,258 total

includes taxes & fees

24 Nov - 25 Nov

"Nice place on a quiet street. Stay went perfect "

AED 804 total

includes taxes & fees

24 Nov - 25 Nov

West Dover Vacation Rental | 5BR | 3.5BA | 2,856 Sq Ft | 3-Story Home

"A perfect home centrally located between Maine and Central New York to celebrate Thanksgiving with our Family. Kids had plenty to do, and lots of space for all. Thank you!"

"We were visiting the area for a family event and settled on this property not only because of its location but also that is had 4 queens vs all the bunk-room houses. The home was well maintained and very clean. It eas easy to get to with plenty of nearby options for food, a rarity in the area. We mainly only used the kitchen to prepare breakfast since we spent most of the time out of the house, and found they had plenty of the basics availabe for use (salt, pepper, sugar, and coffee filters-...

Dover Vacation Rental | 3BR | 2BA | 1,250 Sq Ft | Stairs to Access

"This unit was so clean and well cared for. We felt right at home! And so close to both Mt Snow and all of the restaurants in Wilmington. We really enjoyed our stay and plan to return again."

"We enjoyed our stay at the tiny home!"

"The property was beautiful--great views, super peaceful, and fabulous hosts. "

AED 1,259 total

includes taxes & fees

24 Nov - 25 Nov

Green River Cottage. Walk up ramp to enter patio area, lockbox on inside door.

"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...

Wilmington Vacation Rental | 4BR | 2BA | 1,336 Sq Ft | Stairs Required

"Beautiful cabin! Right in the middle of nature with plenty of things to do nearby. Host was exceptional!"

Save an average of 15% on thousands of hotels when you're signed in

Other property types in Hinsdale

"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...

"Cabin was perfect for our long weekend. Master bed mattress needs an update, but otherwise everything was fantastic."

"This was our second visit to the chalet. It was just as wonderful as the first time. The chalet is incredibly cute and cozy. It's location is perfect for a quiet getaway, while also being very close to downtown Wilmington and many hiking trails. I would highly recommend!"