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Condo Rentals in Winchester

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Recommended hotels in Winchester

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1013)
"Great hotel, fantastic restaurant, wonderful place!"
United States
Kate
The Colonial Hotel

Gardner Inn

2.0 star property
5.6 out of 10, (16)
"The property needs work but hte staff was pleasant and the facility was quiet. "
United States
Lou
The price is SAR 372
SAR 415 total
includes taxes & fees
7 Dec - 8 Dec
Gardner Inn

Apartment in Peterborough

9.8 out of 10, Exceptional, (29)
"I had a great stay at Mary Anne and Ben’s place in Peterborough. The apartment was clean and comfortable, and the location cannot be beat."
United States
Joseph K.
The price is SAR 220
SAR 523 total
includes taxes & fees
7 Dec - 8 Dec
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (433)
"Super cute place! Would stay here again"
United States
Danielle
The price is SAR 470
SAR 551 total
includes taxes & fees
7 Dec - 8 Dec
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Cottage in Rindge

10.0 out of 10, Exceptional, (22)
"The cottage was a great place to stay. Very conveniently located to where we wanted to travel to. It has a great view of the lake, very clean and comfortable."
United States
Nicole B.
The price is SAR 659
SAR 1,346 total
includes taxes & fees
7 Dec - 8 Dec
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

Vacation Home in Dublin

10.0 out of 10, Exceptional, (25)
"Good place to stay during a wedding week"
United States
Veronique S.
The price is SAR 1,126
SAR 2,146 total
includes taxes & fees
7 Dec - 8 Dec
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region

Bed & Breakfast in Jaffrey

2.5 star property
7.6 out of 10, Good, (277)
"It is a Beautiful Old Charm Inn. Everything was great. I would definitely come back and stay there again. "
United States
Sharon-Ann C
Monadnock Inn

Cabin in Fitzwilliam

10.0 out of 10, Exceptional, (13)
"Loved the area"
United States
Jose R.
The price is SAR 470
SAR 782 total
includes taxes & fees
7 Dec - 8 Dec
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Apartment in Keene

The price is SAR 929
SAR 1,366 total
includes taxes & fees
17 Dec - 18 Dec
Entire private apartment suite in home with own entrance, views and private gym.

Vacation Home in Keene

9.6 out of 10, Exceptional, (21)
"Nice house in a nice location. "
United States
Rob B.
The price is SAR 475
SAR 1,041 total
includes taxes & fees
7 Dec - 8 Dec
Downtown Hot Tub Escape

Bed & Breakfast in Keene

3.0 star property
9.6 out of 10, Exceptional, (165)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is SAR 478
SAR 519 total
includes taxes & fees
31 Dec - 1 January 2026
The Carriage Barn Inn

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1001)
"Lovely hotel"
United States
ronald
The price is SAR 603
SAR 654 total
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (755)
"Front desk pleasant and helpful Breakfast was good Room was spacious and clean Able to walk to shopping and dining. "
United States
Stephen
The price is SAR 603
SAR 654 total
includes taxes & fees
12 Dec - 13 Dec
Fairfield Inn & Suites by Marriott Keene Downtown

Guesthouse in Keene

2.5 star property
9.6 out of 10, Exceptional, (155)
"Very helpful, kind staff"
United States
Paitris
The price is SAR 668
SAR 744 total
includes taxes & fees
24 Dec - 25 Dec
The Burrell House

Vacation Home in Keene

10.0 out of 10, Exceptional, (2)
"Thanks to Bill and Angela. We had a wonderful few days staying in your clean, quiet, and very comfortable home. We often choose VRBOs for our travels, whether in the U.S. or abroad—Freiburg, Paris, Bangkok—and this has truly been one of the best experiences.The highlight: this home is the most well-equipped place we’ve ever stayed in—everything we could possibly need was provided, and more. Complete in every way!On top of that, the location is perfect—close to shopping, hiking, fishing, and even...
United States
Xilin J.
The price is SAR 920
SAR 2,440 total
includes taxes & fees
8 Dec - 9 Dec
Charming Home Walk to Downtown!

Best Western Plus Keene Hotel

3.0 star property
8.4 out of 10, Very Good, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is SAR 522
SAR 566 total
includes taxes & fees
23 Dec - 24 Dec
Best Western Plus Keene Hotel

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (351)
"Nice place to stay, nice area, will stay again."
United States
Catherine
The price is SAR 552
SAR 599 total
includes taxes & fees
1 Jan - 2 January 2026
Hampton Inn & Suites Keene

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
8.4 out of 10, Very Good, (957)
"Enjoyed the breakfast options and the very comfortable bed. "
Canada
Nancy
The price is SAR 409
SAR 443 total
includes taxes & fees
31 Dec - 1 January 2026
Keene Elm City Hotel, an Ascend Collection Hotel

Days Inn by Wyndham Keene NH

2.0 star property
7.0 out of 10, Good, (1006)
"Very professional people good service good staff "
United States
George
The price is SAR 345
SAR 374 total
includes taxes & fees
21 Dec - 22 Dec
Days Inn by Wyndham Keene NH

Cottage in Swanzey

Tiny house on the Ashuelot river family and pet 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.
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Top Winchester Hotel Reviews