A group of hikers on rocky terrain with dense forest in the background.

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Jaffrey holiday homes

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

1. 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
The price is £222
includes taxes & fees
10 Sept - 11 Sept
2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
A hot tub with a stone surround, wooden beams, and string lights.

2. 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 £230
includes taxes & fees
14 Sept - 15 Sept
Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
A sandy beach area with a volleyball net and a ladder, overlooking a calm lake with trees in the background.

3. 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 £230
includes taxes & fees
14 Sept - 15 Sept
HotTub FirePit Games Huge Backyard Family Friendly
A kitchen with a brick fireplace, wooden cabinets, a central island with stools, and a large window with plants.

4. Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region

Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Dublin
10.0 out of 10, Exceptional, (26 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
The price is £525
includes taxes & fees
14 Sept - 15 Sept
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
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 Beach and Hiking

Peaceful Family Friendly Private Lake Waterfront Home Close to Beach 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 £275
includes taxes & fees
20 Sept - 21 Sept
Peaceful Family Friendly Private Lake Waterfront Home Close to Beach and Hiking
A staircase with a wooden handrail and white steps, leading to a landing with a wooden table and a clock.

6. 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 £291
includes taxes & fees
22 Sept - 23 Sept
Enjoy your stay in an antique home in an antique toy museum!
A modern kitchen with a wooden countertop, dark cabinets, and a large window.

7. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (25 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
United States
cody s.
The price is £265
includes taxes & fees
15 Sept - 16 Sept
Modern Downtown Escape HotTub Fire Pit Games 12ppl
A modern kitchen with granite countertops, stainless steel appliances, and a central island.

8. 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 £364
includes taxes & fees
10 Sept - 11 Sept
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
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 £232
includes taxes & fees
14 Sept - 15 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 £470
includes taxes & fees
10 Sept - 11 Sept
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.

11. 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 £467
includes taxes & fees
10 Sept - 11 Sept
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
A four-poster bed with a grey bedspread, a wooden nightstand with a lamp, a wooden dresser, and a chair.

12. Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls

Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls
Walpole
10.0 out of 10, Exceptional, (6 reviews)
"A cozy little cottage on a beautiful property. Great for 4 adults or a small family "
United States
Sheilah Z.
The price is £256
includes taxes & fees
10 Sept - 11 Sept
Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls
Two Adirondack chairs and a fire pit in a grassy field with a forested hill in the background.

13. Large Farmhouse with expansive views, firepit 15 min north of Keene

Large Farmhouse with expansive views, firepit 15 min north of Keene
Walpole
The price is £345
includes taxes & fees
10 Sept - 11 Sept
Large Farmhouse with expansive views, firepit 15 min north of Keene
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 Jaffrey Hotel Reviews

Gardner Inn

Gardner Inn

8/10 Good
"This place was nicer than I expected. My room looked recently remodeled."
Darell 2-night trip
Posted 1 day ago
Gardner Inn

Find out more about Jaffrey

Jaffrey Holiday Homes information

Number of reviews
101
Accommodation
65 Holiday Homes
Lowest Price
£222
Highest Price
£525