Cheshire County Holiday Rentals - Holiday Homes in Cheshire County

Our top choices for Cheshire County vacation rentals

A cozy cabin with a stone fire pit, surrounded by lush greenery and tall trees.

1. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Wilmington

Mark

P25,410 total

includes taxes & fees

Nov 11 - Nov 12

A modern living room with a sectional sofa, a wooden coffee table, and a large window with blinds.

2. Brook Road Cabin

Goshen

Jill

P18,042 total

includes taxes & fees

Oct 22 - Oct 23

A covered outdoor seating area with two chairs and a table, overlooking a snowy forest.

3. Hiking Trails On-site: Cozy Falls Brook Cabin

Brattleboro

sarah

A cozy living room with a sofa, a dining table with chairs, a small side table, and a wooden floor.

4. Brook Road Condo

Goshen

Margaret

P18,889 total

includes taxes & fees

Nov 3 - Nov 4

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Top Cheshire County Hotel Reviews

Riverside Hotel, an Ascend Collection Hotel

8/10 Good

"good place for an overnight. bare bones hotel. rooms good size. furniture a little outdated and the sleep number beds didn't work. BUT, the view of the river was wonderful and the check-in person was terrific. No amenities, but we didn't need any."

Days Inn by Wyndham Keene NH

8/10 Good

"Clean comfortable room with a comfortable bed. I didn’t like the smell of whatever cleaning product they used, it was a bit bit strong let the kind you used to cover up something. Was this recently a smoking hotel? Also I missed an cycle in the fitness center, although the machines that were there seemed to work well. All in all it’s about what you would expect for a moderately priced hotel in New Hampshire during leaf peeper season."

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent

"The hotel was built in the 1990’s per the concierge, which surprised us, as it is so well maintained that it seems much newer! We booked a king bed room with (small) balcony. Our only complaint would be the bathroom toilet situation. Toilet is very small and way too close to the door…a very awkward setup, especially trying to get into the shower. The tub and shower however seemed completely new. Very nice! The room is quite large and the bed was very comfortable. I’m only 4’10” so it was a high hurdle for me, so I made up the couch bed and slept there. I usually bring a small folding stool but forgot it, so the couch bed was a nice option…it seems to be new and was comfortable. The first night we ate at the hotel restaurant and everything was very tasty, especially the Brussel sprouts and salmon. We were celebrating my husband’s birthday weekend, and brought wine but had to drink from coffee mugs as the hotel is “green” so no cups in the room. We snagged a couple cups from the restaurant for our second night. 😊 Also there’s no mini fridge. We had breakfast twice at 1MTN restaurant, which we highly recommend! Second night we had dinner at “Ten Tables”…their Berkshire Pork Chop was PHENOMENAL. 3rd night we drove down to Wilmington to “The Anchor”…every single thing was delicious! We had a superb weekend!"

Hideaway Inn Mt. Snow

8/10 Good

"It was a tablet check in which was fairly easy but sends the room number and access code to your e mail address . The rooms were clean and tidy. Free hot drinks in an area on a lower floor. Check out didn’t work on the tablet, so used the telephone. Nobody answered that call, but a member of staff appeared and said everything was fine and we could leave. Diving distance to local restaurants and there were numerous. The gondola was close by, although we didn’t go to the top because it was raining hard and didn’t think we would see much."

Find out more about Cheshire County

Holiday Apartments in Cheshire County

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

Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Cheshire County vacation rentals

1. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

2. Brook Road Cabin

3. Hiking Trails On-site: Cozy Falls Brook Cabin

4. Brook Road Condo

Find vacation rentals that suit your style

Top Cheshire County Hotel Reviews

Riverside Hotel, an Ascend Collection Hotel

Days Inn by Wyndham Keene NH

Pointe at Castle Hill Resort

Grand Summit Resort, A Vail Resorts Property

Colonial Motel

Best Western Plus Keene Hotel

Hideaway Inn Mt. Snow

The White House Inn

The Colonial Hotel

Find out more about Cheshire County

Holiday Apartments in Cheshire County

Cheshire County Vacation Rentals

Change your mind

Treat yourself

Be picky

Our top choices for Cheshire County vacation rentals

1. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

2. Brook Road Cabin

3. Hiking Trails On-site: Cozy Falls Brook Cabin

4. Brook Road Condo

Find vacation rentals that suit your style

Top Cheshire County Hotel Reviews

Riverside Hotel, an Ascend Collection Hotel

Find out more about Cheshire County

Holiday Apartments in Cheshire County