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 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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 $269
CA $670 total
includes taxes & fees
Sep 23 - Sep 24
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, (26 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
United States
cody s.
The price is CA $272
CA $496 total
includes taxes & fees
Sep 30 - Oct 1
Modern Downtown Escape HotTub Fire Pit Games 12ppl
A garden with purple flowers and a river in the background.

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 $183
CA $367 total
includes taxes & fees
Sep 23 - Sep 24
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. 2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
Fitzwilliam
10.0 out of 10, Exceptional, (1 review)
"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 $334
CA $414 total
includes taxes & fees
Oct 5 - Oct 6
2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
A kitchen with a brick fireplace, wooden cabinets, a central island with stools, and a large window with plants.

5. 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.
The price is CA $589
CA $1,023 total
includes taxes & fees
Sep 23 - Sep 24
Cobb Meadow House: Cozy 5 Bedroom Retreat
A sandy beach area with a volleyball net and a ladder, overlooking a calm lake with trees in the background.

6. HotTub FirePit Games Huge Backyard Family Friendly

HotTub FirePit Games Huge Backyard Family Friendly
Antrim
9.4 out of 10, Exceptional, (16 reviews)
"The hot tub was great and the peace and quiet was very nice."
United States
Brian B.
The price is CA $251
CA $440 total
includes taxes & fees
Sep 23 - Sep 24
HotTub FirePit Games Huge Backyard Family Friendly
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 $474
CA $891 total
includes taxes & fees
Sep 25 - Sep 26
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
A patio area with outdoor furniture, a small garden with purple flowers, and a white building in the background.

8. Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Walpole
10.0 out of 10, Exceptional, (52 reviews)
"We had a very lovely stay. "
United States
mary c.
The price is CA $439
CA $837 total
includes taxes & fees
Oct 8 - Oct 9
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
A hot tub with a stone surround, wooden beams, and string lights.

9. Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl

Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
Antrim
9.6 out of 10, Exceptional, (10 reviews)
"Host was communicative and helpful with some specific questions we had. The apartment was in a cute older house, nicely updated and set up for guests. Everything was nicely labeled to be easy to find. The hot tub was great as well!"
United States
Sarah H.
The price is CA $251
CA $440 total
includes taxes & fees
Sep 24 - Sep 25
Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
A conservatory with a view of a lake surrounded by trees. Inside, there are two sofas facing the glass walls.

10. 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, (14 reviews)
"Very cozy house Perfect for all family trip Very clean "
United States
Marcin W.
The price is CA $187
CA $413 total
includes taxes & fees
Sep 27 - Sep 28
Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
A hot tub with a stone surround, wooden beams, and string lights.

11. 16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard

16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
Antrim
9.8 out of 10, Exceptional, (10 reviews)
"Great place to relax with a woody vibe. Excellent stay"
United States
Logan V.
The price is CA $504
CA $886 total
includes taxes & fees
Sep 24 - Sep 25
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

12. 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 $168
CA $580 total
includes taxes & fees
Sep 23 - Sep 24
Lakefront Family Fun Retreat
A room with a white staircase, a window with curtains, and a tiled floor.

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

Family Friendly, Hot Tub, King Beds Just Renovated
Hillsborough
The price is CA $251
CA $440 total
includes taxes & fees
Sep 23 - Sep 24
Family Friendly, Hot Tub, King Beds Just Renovated
A staircase with a wooden handrail and white steps, leading to a landing with a wooden table and a clock.

14. 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, (9 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 $455
CA $543 total
includes taxes & fees
Oct 5 - Oct 6
Enjoy your stay in an antique home in an antique toy museum!
A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

15. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (66 reviews)
"Beautiful decor, cozy furnishings, comfy comfy beds, all the amenities we needed and more, such a perfect apartment. Great communication with the host. Lots of yummy restaurant options in the area. We loved staying here!"
United States
Christa B.
The price is CA $181
CA $307 total
includes taxes & fees
Oct 12 - Oct 13
Lovely 2nd Floor Apartment
A modern interior with large windows, a wooden ceiling, and a cozy seating area.

16. Stunning Glass House nestled in the Vermont wilderness!

Stunning Glass House nestled in the Vermont wilderness!
Guilford
9.4 out of 10, Exceptional, (3 reviews)
"The glass part of the house is stunning! We wanted to spend all of our time there, and wished that we could enjoy the view from the kitchen and bedroom too. We opted to sleep on the fold-out bed in the glass room instead of in the below-ground bedroom. It was a nice experience!"
United States
Chris O.
The price is CA $304
CA $727 total
includes taxes & fees
Sep 24 - Sep 25
Stunning Glass House nestled in the Vermont wilderness!
A modern kitchen with wooden countertops, a central island with stools, hanging pendant lights, and a chalkboard menu.

17. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (55 reviews)
"This is the second time we have stayed at this property. It is very spacious, cozy, and clean. The beds are very comfortable. It had everything we needed "
United States
Staci M.
The price is CA $403
CA $906 total
includes taxes & fees
Sep 23 - Sep 24
Spacious 5BR w/ Hot Tub & Games
A stone fireplace with a clock above it, a television mounted on the wall, and a wooden door.

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

•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
Sutton
10.0 out of 10, Exceptional, (22 reviews)
"Host was extremely welcoming and the place was great."
United States
Chad C.
The price is CA $253
CA $572 total
includes taxes & fees
Sep 24 - Sep 25
•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
A cozy living room with a sofa, a dining table with chairs, a small side table, and a wooden floor.

19. 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 $258
CA $420 total
includes taxes & fees
Oct 19 - Oct 20
Brook Road Condo
A wooden cabin with multiple windows and a balcony, surrounded by trees.

20. Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee

Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee
Newbury
10.0 out of 10, Exceptional, (32 reviews)
"The Treehouse provided an excellent retreat. Beautiful property and excellent hosts. "
United States
T G.
The price is CA $347
CA $646 total
includes taxes & fees
Sep 23 - Sep 24
Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee
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

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Very nice stay and nice rooms."
Nicole 1-night trip
Posted 3 hours ago
Pointe at Castle Hill Resort

Find out more about Keene

Keene Vacation Homes information

Number of reviews
331
Accommodation
899 Vacation Homes
Lowest Price
CA $307
Highest Price
CA $1,023

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