Keene Holiday Rentals

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Holiday Rentals in Keene

GAMERS HAVEN, River Wine Inn!

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great place with an elite game room. "
GAMERS HAVEN, River Wine Inn!

The Jelly Mill-A River Retreat

10.0 out of 10, Exceptional, (48)
"This home is in a beautiful rural setting with rivers and miles of dirt roads. We walked and read and talked and cooked: bliss."
The Jelly Mill-A River Retreat

Cozy Crescent Cottage

10.0 out of 10, Exceptional, (25)
"This was our second stay at the cozy cottage amd was just as enjoyable as the first time . Glenn and Melanie are very responsive and like to makesure their guests are comfortable and happy . We loved waking up on the lake and enjoyed the back deck and firepit. We look forward to renting here again in the future. P"
Cozy Crescent Cottage

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (156)
"Two friends and I stayed at this house for the second year in a row. It has been a perfect place for us, being 10 minutes away from Grafton and 25 minutes from Okemo."
The price is NZ$608
includes taxes & fees
21 Apr - 22 Apr
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Relaxing Retreat

9.8 out of 10, Exceptional, (27)
"We had a great stay at this location. It was clean, spacious and quiet nice neighborhood. Very good location to visit our family who live nearby. The owner is very easy to communicate and is friendly. We would recommend this to any family or friends wanting to visit Central MA. Good restaurants, state parks, rail trail and MT Washussett to visit.nearby. 5star location! "
Relaxing Retreat

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

9.8 out of 10, Exceptional, (206)
"Only a 4 minute drive from the slopes!"
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

NEW Charming ski retreat w/heated plunge pool & endless views in peaceful Weston

NEW Charming ski retreat w/heated plunge pool & endless views in peaceful Weston

Wilmington Vacation Rental Near Hiking and Skiing!

9.2 out of 10, Wonderful, (19)
"We loved the feel of this rustic yet modern cabin. It had everything we needed and was the perfect getaway for us for a few nights of skiing at mount snow. The stairs and pathway to get down to the place are not ideal for older individuals with limited mobility as it can get slippery and we found the driveway very icy but that comes with the reality of living in New England. I just thought I would put this in here for those who are in their later years and have to consider their mobility. We are...
Wilmington Vacation Rental Near Hiking and Skiing!

Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

9.2 out of 10, Wonderful, (27)
"Perfect location for a ski trip to Okemo! Very close to the mountain and shops in town. Hot tub was great!"
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

10.0 out of 10, Exceptional, (36)
"My husband and I absolutely loved our stay. Such care and love has gone into Fiddlers Rest. Lulu spoke to my husband and she was absolutely lovely.The fog was thick and it rained. We built a fire and my husband finished a book! We explored in the rain and love all the treasures on the land.We did have a problem with the sight on paying for our pet. We texted and called and made the decision to bring her. Lulu told us to leave the money and a note, so it all worked out.Thank-you for your...
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

Treehouse at Wise Pines- SoBo

9.8 out of 10, Exceptional, (20)
"The place is everything it describes, however I missed the part where the bathrooms are in a separate building and they are shared. Thankfully for us there was nobody else staying there. Everything was very clean. Other than that I was satisfied. "
The price is NZ$302
includes taxes & fees
20 Apr - 21 Apr
Treehouse at Wise Pines- SoBo

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

9.0 out of 10, Wonderful, (72)
"Perfect location for a quick ski trip. "
The price is NZ$444
includes taxes & fees
20 Apr - 21 Apr
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Solitude Village at Okemo

4.0 star property
8.0 out of 10, Very good, (25)
"Very friendly costumer service, we arrived late and we're greated with kindness. "
Solitude Village at Okemo

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

8.8 out of 10, Excellent, (47)
"Stayed twice would stay again"
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

9.4 out of 10, Exceptional, (22)
"The 2 houses were able to accommodate 21 people and 2 dogs. There was plenty of room and the houses were clean. House included linens and a few towels in each bedroom. The grounds are beautiful and it was nice to walk around and take in the scenery. We came here to ski at mt snow and was about 13 minutes to the mountain. The weather was real cold in the low single digits and they got hit with a foot of snow a few days earlier. We had 5 vehicles and Parking was a little tight. This was...
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

Perfect Lake or Mountain Getaway Less Than 5 Minutes Away

10.0 out of 10, Exceptional, (17)
"This a fantastic rental. Located close to Mount Sunapee. It has a large cozy living room. A spacious kitche3n well stocked with cooking "equipment,". Plenty of beds. The pond out front looks a like a great place to have fire in the warmer weather. The Hosts Julie and Derek couldn't be more helpful and hospitable. . "
Perfect Lake or Mountain Getaway Less Than 5 Minutes Away

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

9.0 out of 10, Wonderful, (25)
"Had a great stay, cozy log cabin, beds were very comfortable. So nice to have a few garbage bags, paper towels, soaps and toiletries!! Also some coffee filters:) Hot tub was great too! "
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

Mountainside Estate with Private Indoor Pool near Ragged Mountain & Mt. Sunapee.

9.8 out of 10, Exceptional, (31)
"There were 22 of us ranging from 18 months to 75 years old. We have a large family with 6 children and 7 grandchildren along with partnersThe kitchen was amazing for us as we cooked all our own meals - the stove and ovens were spacious, the center island for prep and to serve from worked great. Having a large dining room where we could sit together for our meals was perfect for us.The rooms were all nicely decorated with comfortable beds and many en suite bathrooms which were appreciated...
Mountainside Estate with Private Indoor Pool near Ragged Mountain & Mt. Sunapee.

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

9.6 out of 10, Exceptional, (20)
"A very relaxing weekend getaway."
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Jacksonville Cabin w/ Wraparound Deck & Views

9.6 out of 10, Exceptional, (29)
"The cabin was great, beautiful surroundings. Very nice house."
Jacksonville Cabin w/ Wraparound Deck & Views
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 Keene you may be interested in

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very good, (1000)
"Property was nice and clean, staff was friendly. In walking distance to many fast food/restaurant stops and even had one right next door. "
The price is NZ$227
includes taxes & fees
20 Apr - 21 Apr
Best Western Plus Keene Hotel

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1002)
"My room was immaculate. The staff was professional and friendly."
The price is NZ$253
includes taxes & fees
24 Apr - 25 Apr
Courtyard by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (700)
"I’ve stayed here multiple times and it has been one of the best hotels I’ve stayed in. Excellent service and extremely friendly staff. Highly recommend. 👍"
The price is NZ$249
includes taxes & fees
18 May - 19 May
Fairfield Inn & Suites by Marriott Keene Downtown
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

Are there holiday rentals in Keene?

Yes, there are holiday rentals in Keene close to Cheshire Children's Museum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Keene. The festivals and entertainment venues are some other things you might like to check out during your trip.

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

GAMERS HAVEN, River Wine Inn!: This holiday home rental outside of Keene offers a selection of games, 1 hot tub and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Keene?

Choose from 5 Expedia holiday rentals in Keene for a memorable holiday.

What’s there to see and do in Keene?

Family-friendly attractions include Cheshire Children's Museum and CC&H Framing / Pepper Pete's Hot Shop, whereas Ashuelot River and Horatio Colony Museum are a couple of great spots to enjoy the outdoors. Central Square and Colonial Theatre are other places to visit while you're in town.

What’s a holiday rental in Keene like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Keene. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family getaway.