Jaffrey Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Jaffrey holiday rentals

Exterior

Chalet in Rindge

Beautiful Adirondack Cabin with Sauna on Lake Monomonac
2.0 star property
9.8 out of 10, Exceptional, (25 reviews)
"This is a great property, and Jim is a wonderful host. He accommodated all our requests for sauna use and provided helpful tips about the area. We hope to return again one day!"
United States
Leigh C.
The price is HK$1,474
HK$2,513 total
includes taxes & fees
20 Jan - 21 Jan
Beautiful Adirondack Cabin with Sauna on Lake Monomonac
Property grounds

Cottage in Rindge

Grey Cabin with Sauna on Lake Monomonac
2.0 star property
7.6 out of 10, Good, (4 reviews)
"Great location host was on it.anything u needed he was there.no ac was the only thing.but it was unusally hot.i would go again"
United States
Brian
The price is HK$1,178
HK$2,149 total
includes taxes & fees
20 Jan - 21 Jan
Grey Cabin with Sauna on Lake Monomonac
Property grounds

Cottage in Wilton

Cottage beside a waterfall
10.0 out of 10, Exceptional, (11 reviews)
"Very nice property"
United States
Nick
The price is HK$1,248
HK$2,242 total
includes taxes & fees
20 Jan - 21 Jan
Cottage beside a waterfall
Interior

Holiday Home in Bennington

Peaceful Family Friendly Private Lake Waterfront Home 8 Min to Skiing & Hiking
2.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"Stayed for a quick night ahead of skiing at Crotched. Great location near the mountain. Place was super cute, clean and comfortable for our family of four. "
United States
Jessica H.
The price is HK$1,185
HK$2,597 total
includes taxes & fees
1 Feb - 2 Feb
Peaceful Family Friendly Private Lake Waterfront Home 8 Min to Skiing & Hiking
Exterior

Apartment in Wilton

Spacious & Historic 2-Bed – 5 Min Drive to High Mowing, 25 Min to Dublin School
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful and thoughtful hosts that went above and beyond to make us feel at home. We appreciated the coziness of the house and your kindness. "
United States
Kadie H.
The price is HK$1,403
HK$2,910 total
includes taxes & fees
20 Jan - 21 Jan
Spacious & Historic 2-Bed – 5 Min Drive to High Mowing, 25 Min to Dublin School
Smart TV, fireplace, printers

Cottage in Rindge

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
10.0 out of 10, Exceptional, (22 reviews)
"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 HK$1,368
HK$2,864 total
includes taxes & fees
20 Jan - 21 Jan
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Interior

Cabin in Temple

Cozy Cabin in a Rural setting-14
9.4 out of 10, Exceptional, (8 reviews)
"Overall a nice stay!"
United States
Jaymes R.
The price is HK$986
HK$1,562 total
includes taxes & fees
20 Jan - 21 Jan
Cozy Cabin in a Rural setting-14
Exterior detail

Apartment in Peterborough

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
9.8 out of 10, Exceptional, (31 reviews)
"Fully equipped kitchen, comfortable open floor plan, easy walk to downtown and very hospitable—thank you—we’d like to stay here again next year!"
United States
Mark
The price is HK$702
HK$1,354 total
includes taxes & fees
4 Feb - 5 Feb
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Property grounds

Apartment in Wilton

River Room overlooking the waterfall
10.0 out of 10, Exceptional, (3 reviews)
"Had a great time, the grounds are spectacular with the river waterfall in the background. The Bathroom was stunning. Had everything we needed. The bed was super comfy too. The screened-in porch was convenient, too."
United States
Romie G.
The price is HK$1,248
HK$2,242 total
includes taxes & fees
20 Jan - 21 Jan
River Room overlooking the waterfall
Exterior

Cottage in Rindge

Finnish Cabin with Sauna on Lake Monomonac
2.0 star property
10.0 out of 10, Exceptional, (11 reviews)
"Amazing place. We really enjoyed our brief stay. Great host. "
United States
Gary S.
The price is HK$1,178
HK$1,912 total
includes taxes & fees
20 Jan - 21 Jan
Finnish Cabin with Sauna on Lake Monomonac
1 bedroom, desk, iron/ironing board, WiFi

Cabin in Temple

Cozy Cabin in a rural setting (#10) In Temple, NH
9.0 out of 10, Wonderful, (19 reviews)
"Nice little cabin, clean other cabins are a little close other than that everything was fine "
United States
Lisa G.
The price is HK$924
HK$1,603 total
includes taxes & fees
20 Jan - 21 Jan
Cozy Cabin in a rural setting (#10) In Temple, NH
Smart TV

Cabin in Temple

Cozy Cabin in a Rural Setting #16 near Temple,NH
9.4 out of 10, Exceptional, (17 reviews)
"The cabin was very clean and had everything you need for a few days. The location is perfect to go spend the day hiking and close enough to good restaurants, Milton's Pizza, Porter's and Ben's sugar shack that you can find great food."
United States
Jon S.
The price is HK$1,076
HK$1,793 total
includes taxes & fees
20 Jan - 21 Jan
Cozy Cabin in a Rural Setting #16 near Temple,NH
Interior

Cabin in Greenfield

Charming 16x16 pine cabin in delightful Greenfield New Hampshire with WiFi
9.8 out of 10, Exceptional, (10 reviews)
"Its was great clean, quite and comfortable. "
United States
John G.
The price is HK$1,442
HK$2,056 total
includes taxes & fees
20 Jan - 21 Jan
Charming 16x16 pine cabin in delightful Greenfield New Hampshire with WiFi
Exterior detail

Cabin in Fitzwilliam

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
10.0 out of 10, Exceptional, (13 reviews)
"Loved the area"
United States
Jose R.
The price is HK$975
HK$1,625 total
includes taxes & fees
20 Jan - 21 Jan
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Outdoor spa tub

Holiday Home in Keene

Modern Downtown 12ppl Hot Tub Fire Pit Games
9.6 out of 10, Exceptional, (21 reviews)
"Good location for some event staff to stay while we were hosting a conference in town. Simple check-in/out. Would rent again."
United States
Jack P.
The price is HK$987
HK$2,163 total
includes taxes & fees
22 Jan - 23 Jan
Modern Downtown 12ppl Hot Tub Fire Pit Games
Smart TV, fireplace, video games, ping pong

Holiday Home in Antrim

Relaxing Hot Tub Getaway
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 HK$1,046
HK$1,997 total
includes taxes & fees
22 Jan - 23 Jan
Relaxing Hot Tub Getaway
Terrace/patio

Holiday Home in Antrim

Private Hot Tub Suite
9.0 out of 10, Wonderful, (10 reviews)
"Stayed 3 nights while visiting relatives. Teen loved the Xbox. Had everything we could possibly need. Would definitely stay again."
United States
Dena S.
The price is HK$1,046
HK$1,997 total
includes taxes & fees
22 Jan - 23 Jan
Private Hot Tub Suite
WiFi, bed sheets

Holiday Home in Ashburnham

Spacious lakeside 4-bedroom house in beautiful Ashburnham
2.0 star property
The price is HK$1,559
HK$2,728 total
includes taxes & fees
20 Jan - 21 Jan
Spacious lakeside 4-bedroom house in beautiful Ashburnham
Exterior

Apartment in Francestown

Room 08 - King Room - Handicap accessible
10.0 out of 10, Exceptional, (1 review)
"This Inn is on my top five hidden gems in my favorite part of NH, the south west.LOCATION: Absolutely stunning property with beautiful vistas looking out across the mountains near and far... AND the largest inground pool with an unobstructed view of the mountains this side of the Mississippi. It's Shangri-La 30 minutes from Manchester. PEOPLE: A husband and wife duo Carrie & Bob operate this historic inn and they really couldn't be more welcoming. They have been embraced by the people of...
United States
Ian T.
The price is HK$1,479
HK$1,834 total
includes taxes & fees
20 Jan - 21 Jan
Room 08 - King Room - Handicap accessible
TV, books

Cottage in Walpole

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
The price is HK$1,596
HK$1,951 total
includes taxes & fees
20 Jan - 21 Jan
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jaffrey Hotel Reviews

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent
"clean facilities marginal food choices"
Lisa 1-night trip
Posted 5 days ago
Great Wolf Lodge Boston / Fitchburg, MA

Find out more about Jaffrey

Search for holiday rentals in Jaffrey on Expedia! You can easily find your home rentals, villas, holiday apartments in Jaffrey using one of the methods below:

  • View our selection of featured holiday rentals in Jaffrey
  • Use the map to find apartments and other holiday homes in the Jaffrey neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Jaffrey while they last

Look no further and take a look at our great range of rental properties in Jaffrey!

Frequently asked questions

Can I find a holiday rental in Jaffrey?

Yes, there are holiday rentals close to the most popular sights in Jaffrey, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Jaffrey has a good selection of restaurants. Make sure you have time to check out the golf courses and mountain views during your trip.

What are some of the best holiday rentals that Jaffrey has to offer?

Peaceful Private Lake Waterfront 8 min to skiing kayaks and hiking!: This holiday home rental outside of Jaffrey is located on the waterfront, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings.

How many holiday rentals are there in Jaffrey?

Choose from 4 Expedia holiday rentals in Jaffrey for a memorable holiday.

What’s there to see and do in Jaffrey?

Contoocook Lake and Contoocook River are a couple of lovely local spots to get outside and enjoy nature. While here, Shattuck Golf Course and Monadnock State Park are other places worth a visit.

What’s a holiday rental in Jaffrey like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jaffrey. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for families.