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

Holiday Homes in Keene

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Check prices for these dates

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

Our top choices for Keene holiday 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 NZ$841
includes taxes & fees
24 Sept - 25 Sept
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 NZ$617
includes taxes & fees
30 Sept - 1 Oct
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 NZ$451
includes taxes & fees
29 Sept - 30 Sept
Family Friendly Hilltop House In Putney Vermont
A conservatory with a view of a lake surrounded by trees. Inside, there are two sofas facing the glass walls.

4. 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 NZ$528
includes taxes & fees
27 Sept - 28 Sept
Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
A hot tub with a stone surround, wooden beams, and string lights.

5. 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 NZ$534
includes taxes & fees
27 Sept - 28 Sept
Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

6. 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 NZ$510
includes taxes & fees
25 Sept - 26 Sept
2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

7. 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 NZ$719
includes taxes & fees
24 Sept - 25 Sept
Lakefront Family Fun Retreat
A sandy beach area with a volleyball net and a ladder, overlooking a calm lake with trees in the background.

8. 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 NZ$534
includes taxes & fees
29 Sept - 30 Sept
HotTub FirePit Games Huge Backyard Family Friendly
A room with a white staircase, a window with curtains, and a tiled floor.

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

Family Friendly, Hot Tub, King Beds Just Renovated
Hillsborough
The price is NZ$530
includes taxes & fees
24 Sept - 25 Sept
Family Friendly, Hot Tub, King Beds Just Renovated
A hot tub with a stone surround, wooden beams, and string lights.

10. 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 NZ$1,059
includes taxes & fees
6 Oct - 7 Oct
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
A kitchen with a brick fireplace, wooden cabinets, a central island with stools, and a large window with plants.

11. 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 NZ$1,239
includes taxes & fees
24 Sept - 25 Sept
Cobb Meadow House: Cozy 5 Bedroom Retreat
A house with a deck and a dock extending into a pond, surrounded by autumn foliage.

12. 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 NZ$1,086
includes taxes & fees
25 Sept - 26 Sept
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

13. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (67 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 NZ$371
includes taxes & fees
14 Oct - 15 Oct
Lovely 2nd Floor Apartment
A spacious living room with a fireplace, large windows, and a cozy seating area.

14. @SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
Sunapee
10.0 out of 10, Exceptional, (26 reviews)
"The perfect winter stay for our family! Perfect location, close to Mount Sunapee. Gorgeous views and home. Host was extremely welcoming and responsive, and the whole stay was easy."
United States
Amanda R.
The price is NZ$982
includes taxes & fees
30 Sept - 1 Oct
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
A modern interior with large windows, a wooden ceiling, and a cozy seating area.

15. 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 NZ$901
includes taxes & fees
24 Sept - 25 Sept
Stunning Glass House nestled in the Vermont wilderness!
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a hanging light fixture.

16. Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee

Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
Sunapee
10.0 out of 10, Exceptional, (58 reviews)
"Wonderful place to stay for our trip. Great location and the house was nicely updated. "
United States
Andrew W.
The price is NZ$774
includes taxes & fees
24 Sept - 25 Sept
Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
A stone fireplace with a clock above it, a television mounted on the wall, and a wooden door.

17. •   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 NZ$707
includes taxes & fees
25 Sept - 26 Sept
•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
A spacious indoor area with multiple wooden tables and green chairs, large windows offering a view of a snowy mountain, and a stone fireplace with a fire.

18. Modern Mount Snow Gnarvana - Steps to Carinthia

Modern Mount Snow Gnarvana - Steps to Carinthia
Dover
10.0 out of 10, Exceptional, (26 reviews)
"Perfect for our getaway, convenient for getting to the slopes and a beautiful area to visit"
United States
Lynn B.
The price is NZ$728
includes taxes & fees
24 Sept - 25 Sept
Modern Mount Snow Gnarvana - Steps to Carinthia
A two-story house with a deck, surrounded by dense forest.

19. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Chester
10.0 out of 10, Exceptional, (5 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is NZ$1,705
includes taxes & fees
1 Oct - 2 Oct
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A staircase with a wooden handrail and white steps, leading to a landing with a wooden table and a clock.

20. 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 NZ$677
includes taxes & fees
24 Sept - 25 Sept
Enjoy your stay in an antique home in an antique toy museum!
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 15 hours ago
Pointe at Castle Hill Resort

Find out more about Keene

Keene Holiday Homes information

Number of reviews
303
Accommodation
898 Holiday Homes
Lowest Price
NZ$371
Highest Price
NZ$1,705