A street with historic buildings, a church steeple, and autumn foliage.

Keene Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Keene vacation homes

A modern kitchen with granite countertops, stainless steel appliances, and a central island.

1. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Keene
10.0 out of 10, Exceptional, (4 reviews)
"Communication with the host was easy and the house was great. I would definitely book this home again if/when I come back to Keene."
United States
Jeremy S.
The price is CA $286
CA $695 total
includes taxes & fees
Nov 2 - Nov 3
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
A modern kitchen with a wooden countertop, dark cabinets, and a large window.

2. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (27 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
United States
cody s.
The price is CA $301
CA $551 total
includes taxes & fees
Oct 13 - Oct 14
Modern Downtown Escape HotTub Fire Pit Games 12ppl
A garden with a wooden pergola, purple flowers, and a river view.

3. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (64 reviews)
"The house was all we expected. Very comfortable and ready for us when we arrived. It’s a bit out of the way, at the end of a private road, but quiet and secluded. Our host was attentive without being intrusive. She clearly wanted to make sure our stay met our expectations and was pleasant. All in all, a delightful way to visit Vermont!"
United States
Susan G.
The price is CA $187
CA $375 total
includes taxes & fees
Oct 20 - Oct 21
Family Friendly Hilltop House In Putney Vermont
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

4. "Pondlife" - Waterfront home in a peaceful, wooded setting.

"Pondlife" - Waterfront home in a peaceful, wooded setting.
Fitzwilliam
10.0 out of 10, Exceptional, (2 reviews)
"This place was really beautifully appointed and thoughtfully stocked. Kitchen stock was great.Lots of coffees, teas, bottled water…all very thoughtful touches. Comfy beds. Beautiful little home. Pond was really nice. Convenient to Monandock. Really loved it. Lots of appreciation for the hosts."
United States
Len S.
The price is CA $339
CA $417 total
includes taxes & fees
Oct 14 - Oct 15
"Pondlife" - Waterfront home in a peaceful, wooded setting.
A conservatory with a view of a lake surrounded by trees. Inside, there are two sofas facing the glass walls.

5. Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking

Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
Bennington
10.0 out of 10, Exceptional, (16 reviews)
"Very cozy house Perfect for all family trip Very clean "
United States
Marcin W.
The price is CA $284
CA $570 total
includes taxes & fees
Oct 18 - Oct 19
Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
A modern living room with a flat-screen TV, a sectional sofa, a coffee table, and a large window providing a view of the outdoors.

6. 16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard

16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
Antrim
10.0 out of 10, Exceptional, (11 reviews)
"Great place to relax with a woody vibe. Excellent stay"
United States
Logan V.
The price is CA $575
CA $965 total
includes taxes & fees
Oct 18 - Oct 19
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
A house with a deck and a dock extending into a pond, surrounded by autumn foliage.

7. Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Stoddard
10.0 out of 10, Exceptional, (6 reviews)
"Everything was perfect for our weekend stay. Host responded immediately to our questions. House had all the amenities for an enjoyable time!"
United States
Mary P.
The price is CA $533
CA $971 total
includes taxes & fees
Oct 15 - Oct 16
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
A kitchen with a brick fireplace, wooden cabinets, a central island with stools, and a large window with plants.

8. Cobb Meadow House: Cozy 5 Bedroom Retreat

Cobb Meadow House: Cozy 5 Bedroom Retreat
Dublin
10.0 out of 10, Exceptional, (26 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
Cobb Meadow House: Cozy 5 Bedroom Retreat
A bathroom with two sinks, a mirror, and a towel rack.

9. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
The price is CA $171
CA $591 total
includes taxes & fees
Nov 3 - Nov 4
Lakefront Family Fun Retreat
A two-story yellow house with a garage, located at a street intersection with a crosswalk.

10. Family Friendly, Hot Tub, King Beds Just Renovated

Family Friendly, Hot Tub, King Beds Just Renovated
Hillsborough
The price is CA $293
CA $492 total
includes taxes & fees
Oct 13 - Oct 14
Family Friendly, Hot Tub, King Beds Just Renovated
A compact kitchen with a red bench, a microwave, a sink, and a window with a view of a snowy landscape.

11. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
The price is CA $102
CA $148 total
includes taxes & fees
Oct 31 - Nov 1
Cozy Vermont Tiny Home Get Away
A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

12. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (69 reviews)
"It was absolutely amazing Beautiful apartment Clean cozy Beautiful back yard I will definitely stay here again if I am back in this area It’s a 10 out of 10 Thank you David"
United States
Jane P.
The price is CA $198
CA $327 total
includes taxes & fees
Nov 1 - Nov 2
Lovely 2nd Floor Apartment
A staircase with a wooden handrail and white steps, leading to a landing with a wooden table and a clock.

13. Enjoy your stay in an antique home in an antique toy museum!

Enjoy your stay in an antique home in an antique toy museum!
Winchendon
9.4 out of 10, Exceptional, (10 reviews)
"What a fun stay! Great communication with the property manager Don, cute town, lots of American history to be discovered, fun stay. 10/10 highly recommend!!!"
United States
Katja Z.
The price is CA $462
CA $553 total
includes taxes & fees
Oct 12 - Oct 13
Enjoy your stay in an antique home in an antique toy museum!
A cozy living room with a sofa, a dining table with chairs, a small side table, and a wooden floor.

14. Brook Road Condo

Brook Road Condo
3.0 star property
Goshen
8.8 out of 10, Excellent, (3 reviews)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
United States
Margaret
The price is CA $262
CA $426 total
includes taxes & fees
Oct 20 - Oct 21
Brook Road Condo
A wooden cabin with a balcony, surrounded by trees.

15. Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
Newport
9.6 out of 10, Exceptional, (27 reviews)
"Amazing weekend stay with our pup! Looking forward to staying here in the summer! "
United States
Naydene G.
The price is CA $321
CA $619 total
includes taxes & fees
Oct 12 - Oct 13
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
A stone fireplace with a clock above it, a television mounted on the wall, and a wooden door.

16. •   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area

•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
Sutton
10.0 out of 10, Exceptional, (23 reviews)
"Host was extremely welcoming and the place was great."
United States
Chad C.
The price is CA $224
CA $542 total
includes taxes & fees
Oct 21 - Oct 22
•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

17. SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!

SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!
Newbury
9.8 out of 10, Exceptional, (21 reviews)
"Neat place, close to two ski mountains. "
United States
COLLEEN K.
The price is CA $226
CA $1,604 total
includes taxes & fees
Oct 15 - Oct 16
SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!
A yellow building with a porch and a sign that reads "Brook Road Inn."

18. Brook Road Condo

Brook Road Condo
Goshen
8.8 out of 10, Excellent, (15 reviews)
"Nice place for a mountain stay"
United States
Meghan B.
The price is CA $242
CA $460 total
includes taxes & fees
Oct 22 - Oct 23
Brook Road Condo
A kitchen with wooden ceiling, a stove, a microwave, and a refrigerator.

19. Peaceful Stay w/ Pond & Massage Chair | Near Okemo

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is CA $177
CA $643 total
includes taxes & fees
Oct 13 - Oct 14
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A bedroom with a large bed, a window with blinds, a bookshelf, and a wall-mounted ship's wheel.

20. The Eagles Wing at The CHM - Private Apartment

The Eagles Wing at The CHM - Private Apartment
Dover
9.6 out of 10, Exceptional, (5 reviews)
"I loved the super comfy bed and fully stocked coffee cart!"
United States
Ava M.
The price is CA $168
CA $222 total
includes taxes & fees
Oct 20 - Oct 21
The Eagles Wing at The CHM - Private Apartment
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 Keene Hotel Reviews

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent
"The staff is amazing here at Jackson Gore Village. There were actually some issues with our stay and we reported to the front desk. The staff was really helpful and took care of the issue immediately. Katie, the manager, followed up the next day and further resolved the issue. The way they treat their customers makes me trust them in the future. We surely will come back."
guiyun 1-night trip
Posted 7 hours ago
Jackson Gore Village, A Vail Resorts Property

Find out more about Keene

Keene Vacation Homes information

Number of reviews
219
Accommodation
899 Vacation Homes
Lowest Price
CA $148
Highest Price
CA $971

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