Photo by Stephen Leonardi

Jaffrey Holiday Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Holiday Rentals in Jaffrey

Charming Jaffrey Cottage w/ Deck & Grill!
Cottage (4 Bedrooms) | Interior

Charming Jaffrey Cottage w/ Deck & Grill!

3.0 star property
Charming Jaffrey Cottage w/ Deck & Grill!
Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.
Outdoor dining

Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

10.0 out of 10, Exceptional, (6)
"Beautiful property and great a host! My boys loved getting up early and fishing into the night! Perfect get away from the hustle and bustle of every day life. If you love nature this is a great place. Lots to explore! We had a GREAT also caught some good size BASS. Definitely will be back again. Thanks tons, The Gallant Family "
Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.
Spectacular Log Home with Private Lake Access
TV, books, music library, video library

Spectacular Log Home with Private Lake Access

10.0 out of 10, Exceptional, (104)
"The property was great! Very clean and had everything we needed to cook meals and just relax. Lake was nice but it was a little chilly over the weekend. The hosts left some muffins, cookies, fruit and some beverages which was we though was a nice touch."
Spectacular Log Home with Private Lake Access
Cozy Cabin in a Rural setting-14
1 bedroom, free WiFi, bed sheets

Cozy Cabin in a Rural setting-14

8.8 out of 10, Excellent, (5)
"It was a cute nice space. Close to outlets and plenty of trails for hiking. The cabin was also just a nice space to relax."
The price is AU$266
includes taxes & fees
22 Sept - 23 Sept
Cozy Cabin in a Rural setting-14
Quiet private pond getaway
Property grounds

Quiet private pond getaway

9.4 out of 10, Exceptional, (15)
"We really enjoyed our time at the lake house! The deck and fire pit was fun and everything was very nicely decorated and had enough supplies to make it very easy and a quiet peaceful setting!"
Quiet private pond getaway
New and Modern 3 B- 5 min FSU - 15 min Wachusett's
Fridge, microwave, oven, stovetop

New and Modern 3 B- 5 min FSU - 15 min Wachusett's

10.0 out of 10, Exceptional, (3)
"Wonderful place to stay. Everything was very clean, comfortable, and spacious, with a warm, welcoming feel. I highly recommend the place to stay. "
The price is AU$530
includes taxes & fees
27 Sept - 28 Sept
New and Modern 3 B- 5 min FSU - 15 min Wachusett's
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Property grounds

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

10.0 out of 10, Exceptional, (5)
"Besides it being a *bit* cold, our stay was great! Very close to Brattleboro and a bunch of other walkable towns. Great hiking areas. The yurt was so cute and had pretty much every cooking supply you could need. Will be back again in warmer weather! :)"
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Downtown Hot Tub Escape
Exterior

Downtown Hot Tub Escape

9.6 out of 10, Exceptional, (18)
"Property was easy to locate. The rooms were perfect! Hot tub was fantastic! "
The price is AU$678
includes taxes & fees
10 Sept - 11 Sept
Downtown Hot Tub Escape
16 ppl 2 hot tubs, game room, fire pit
Terrace/patio

16 ppl 2 hot tubs, game room, fire pit

9.8 out of 10, Exceptional, (8)
"Clean, lots of space, helpful host, hot tub was also nice"
The price is AU$845
includes taxes & fees
10 Sept - 11 Sept
16 ppl 2 hot tubs, game room, fire pit
Modern Mid-Century in Fitchburg
Fridge, microwave, oven, stovetop

Modern Mid-Century in Fitchburg

9.8 out of 10, Exceptional, (6)
"Great property close to where we needed to be."
Modern Mid-Century in Fitchburg
Waterfront Cottage on Scenic Sportsman Pond
Exterior

Waterfront Cottage on Scenic Sportsman Pond

9.6 out of 10, Exceptional, (43)
"Excellent location,plenty of water activities and equipment,fun place, Owners very nice and very helpful."
Waterfront Cottage on Scenic Sportsman Pond
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Fridge, microwave, oven, stovetop

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

9.8 out of 10, Exceptional, (22)
"great location"
The price is AU$275
includes taxes & fees
10 Sept - 11 Sept
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Charming cabin in delightful Greenfield New Hampshire with WiFi access
Interior

Charming cabin in delightful Greenfield New Hampshire with WiFi access

9.6 out of 10, Exceptional, (5)
The price is AU$406
includes taxes & fees
8 Sept - 9 Sept
Charming cabin in delightful Greenfield New Hampshire with WiFi access
Lakefront Cabin/ 314' Shoreline
Exterior

Lakefront Cabin/ 314' Shoreline

10.0 out of 10, Exceptional, (2)
"This was a great place to disconnect with technology and reconnect with family. We had a great time."
Lakefront Cabin/ 314' Shoreline
Peaceful Mountain View Retreat
Fridge, microwave, oven, stovetop

Peaceful Mountain View Retreat

9.8 out of 10, Exceptional, (12)
"Perfect ski getaway. We loved Crotched Mountain and the peaceful retreat when we returned back to the property. "
Peaceful Mountain View Retreat
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Exterior

Cozy Updated Log Cabin with Mountain Views close to Monadnock

9.4 out of 10, Exceptional, (26)
"a fantastic weekend getaway in the mountains! quiet neighborhood with stunning night time views of the stars. such a cozy cabin, very clean, linens provided, nice property with a little fire pit too! very friendly host, easy to contact and pleasant. "
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Inviting Condo w Fire Place & Hot Tub
Outdoor spa tub

Inviting Condo w Fire Place & Hot Tub

9.6 out of 10, Exceptional, (5)
"We enjoyed staying here. It was a great condo and had everything we needed. The owners answered all our questions. The area was beautiful. I would stay here again."
Inviting Condo w Fire Place & Hot Tub
Cozy Cabin in a Rural setting #8
Exterior detail

Cozy Cabin in a Rural setting #8

8.0 out of 10, Very good, (2)
"The cabins in New Hampshire are great place to stay. Everything you need in this efficient space. Would definitely recommend it to anyone. We hope to stay there again."
The price is AU$295
includes taxes & fees
8 Sept - 9 Sept
Cozy Cabin in a Rural setting #8
Cottage beside a waterfall
Property grounds

Cottage beside a waterfall

9.4 out of 10, Exceptional, (3)
"What a unique place to stay with a waterfall in the backyard! Quiet, beautiful grounds on the property. Clean, private and well appointed. "
The price is AU$400
includes taxes & fees
14 Sept - 15 Sept
Cottage beside a waterfall
Unique Cozy private 1-bedroom apartment in charming Temple
Terrace/patio

Unique Cozy private 1-bedroom apartment in charming Temple

9.4 out of 10, Exceptional, (3)
"What a lovely, family-friendly gem! The setting was peaceful with birds singing and dodging around the trees. The lodging was unusually well supplied and the decorations had innumerable personal touches. This would be a fabulous place to relax in peace or enjoy time together with family. "
The price is AU$659
includes taxes & fees
11 Sept - 12 Sept
Unique Cozy private 1-bedroom apartment in charming Temple
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.
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

Find out more about Jaffrey

Find out more about Jaffrey

Everything you need to know about Jaffrey holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jaffrey holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jaffrey holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Jaffrey holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jaffrey. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jaffrey holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jaffrey holiday rentals we have selected for you start as low as AU$266 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Jaffrey rentals

At Expedia, we put the best Jaffrey holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jaffrey rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jaffrey holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jaffrey. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Spectacular Log Home with Private Lake Access: This holiday home rental outside of Jaffrey is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Jaffrey?

Choose from 3 Expedia holiday rentals in Jaffrey for a memorable holiday.

What’s there to see and do in Jaffrey?

Contoocook Beach and Contoocook Lake 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.