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Jaffrey Vacation Rentals

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In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Jaffrey vacation rentals

Exterior
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Fitzwilliam
10.0 out of 10, Exceptional, (13)
"Loved the area"
United States
Jose R.
$194 nightly
The price is $211
Jan 5 - Jan 6, 2026
Total with taxes and fees
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Property grounds
Cottage beside a waterfall

Cottage beside a waterfall

Cottage beside a waterfall
Wilton
9.8 out of 10, Exceptional, (10)
"What a unique place to stay with a waterfall in the backyard! Quiet, beautiful grounds on the property. Clean, private and well appointed. "
United States
Marcella J.
$263 nightly
The price is $285
Dec 29 - Dec 30
Total with taxes and fees
Cottage beside a waterfall
Fridge, microwave, oven, stovetop
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

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

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Peterborough
9.8 out of 10, Exceptional, (30)
"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
$147 nightly
The price is $159
Jan 5 - Jan 6, 2026
Total with taxes and fees
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Fridge, microwave, oven, stovetop
Modern 3BR Near FSU • 15 Min to Wachusett

Modern 3BR Near FSU • 15 Min to Wachusett

Modern 3BR Near FSU • 15 Min to Wachusett
Fitchburg
10.0 out of 10, Exceptional, (12)
"Spacious, comfortable, clean. We loved staying there. "
United States
DOROTHEA
$347 nightly
The price is $370
Dec 27 - Dec 28
Total with taxes and fees
Modern 3BR Near FSU • 15 Min to Wachusett
Interior
Relaxing Hot Tub Getaway

Relaxing Hot Tub Getaway

Relaxing Hot Tub Getaway
Antrim
9.6 out of 10, Exceptional, (15)
"The hot tub was great and the peace and quiet was very nice."
United States
Brian B.
$236 nightly
The price is $256
Jan 8 - Jan 9, 2026
Total with taxes and fees
Relaxing Hot Tub Getaway
Terrace/patio
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Rindge
10.0 out of 10, Exceptional, (22)
"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.
$335 nightly
The price is $363
Jan 5 - Jan 6, 2026
Total with taxes and fees
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Interior
Charming cabin in delightful Greenfield New Hampshire with WiFi access

Charming cabin in delightful Greenfield New Hampshire with WiFi access

Charming cabin in delightful Greenfield New Hampshire with WiFi access
Greenfield
9.8 out of 10, Exceptional, (9)
"Its was great clean, quite and comfortable. "
United States
John G.
$243 nightly
The price is $264
Dec 25 - Dec 26
Total with taxes and fees
Charming cabin in delightful Greenfield New Hampshire with WiFi access
Property grounds
Spacious & Historic 2-Bed – 5 Min Drive to High Mowing, 25 Min to Dublin School

Spacious & Historic 2-Bed – 5 Min Drive to High Mowing, 25 Min to Dublin School

Spacious & Historic 2-Bed – 5 Min Drive to High Mowing, 25 Min to Dublin School
2.0 star property
Wilton
10.0 out of 10, Exceptional, (2)
"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.
$343 nightly
The price is $372
Dec 25 - Dec 26
Total with taxes and fees
Spacious & Historic 2-Bed – 5 Min Drive to High Mowing, 25 Min to Dublin School
Fridge, microwave, oven, stovetop
Downtown Hot Tub Escape

Downtown Hot Tub Escape

Downtown Hot Tub Escape
Keene
9.6 out of 10, Exceptional, (21)
"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.
$275 nightly
The price is $298
Jan 7 - Jan 8, 2026
Total with taxes and fees
Downtown Hot Tub Escape
Interior
Private Hot Tub Suite

Private Hot Tub Suite

Private Hot Tub Suite
Antrim
9.0 out of 10, Wonderful, (10)
"Stayed 3 nights while visiting relatives. Teen loved the Xbox. Had everything we could possibly need. Would definitely stay again."
United States
Dena S.
$238 nightly
The price is $258
Dec 30 - Dec 31
Total with taxes and fees
Private Hot Tub Suite
Exterior detail
Peaceful Private Lake Waterfront 8 min to skiing kayaks and hiking!

Peaceful Private Lake Waterfront 8 min to skiing kayaks and hiking!

Peaceful Private Lake Waterfront 8 min to skiing kayaks and hiking!
2.0 star property
Bennington
$293 nightly
The price is $318
Jan 4 - Jan 5, 2026
Total with taxes and fees
Peaceful Private Lake Waterfront 8 min to skiing kayaks and hiking!
Exterior
Room 10 - Queen Room

Room 10 - Queen Room

Room 10 - Queen Room
Francestown
10.0 out of 10, Exceptional, (1)
"Easy access to skiing Crotched mountain, great breakfast and dinner! Lovely people!"
United States
j l.
$193 nightly
The price is $210
Dec 29 - Dec 30
Total with taxes and fees
Room 10 - Queen Room
Outdoor dining
River Room overlooking the waterfall

River Room overlooking the waterfall

River Room overlooking the waterfall
Wilton
10.0 out of 10, Exceptional, (3)
"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.
$261 nightly
The price is $283
Dec 28 - Dec 29
Total with taxes and fees
River Room overlooking the waterfall
Fridge, microwave, oven, stovetop
Feels Like Home - BBQ, Yard, Fire Pit

Feels Like Home - BBQ, Yard, Fire Pit

Feels Like Home - BBQ, Yard, Fire Pit
Fitchburg
$432 nightly
The price is $461
Dec 26 - Dec 27
Total with taxes and fees
Feels Like Home - BBQ, Yard, Fire Pit
Interior
16 ppl 2 hot tubs, game room, fire pit

16 ppl 2 hot tubs, game room, fire pit

16 ppl 2 hot tubs, game room, fire pit
Antrim
9.8 out of 10, Exceptional, (9)
"Clean, lots of space, helpful host, hot tub was also nice"
United States
Howard H.
$365 nightly
The price is $396
Jan 15 - Jan 16, 2026
Total with taxes and fees
16 ppl 2 hot tubs, game room, fire pit
TV, books
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Walpole
10.0 out of 10, Exceptional, (8)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
$259 nightly
The price is $281
Dec 28 - Dec 29
Total with taxes and fees
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Exterior
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Stoddard
10.0 out of 10, Exceptional, (1)
"Place was clean, cozy & very relaxing.. accommodating & communicative host provided us with necessary info for great week! Beautiful lake & landscape was great viewing during surprise snowstorm! Our Thanksgiving week was wonderful as we enjoyed lovely, quiet area in spacious 4 bdrm/2 bath home! Will definitely consider returning"
United States
Jeannie M.
$553 nightly
The price is $600
Dec 25 - Dec 26
Total with taxes and fees
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Outdoor dining
Charming Home Walk to Downtown!

Charming Home Walk to Downtown!

Charming Home Walk to Downtown!
Keene
10.0 out of 10, Exceptional, (2)
"Thanks to Bill and Angela. We had a wonderful few days staying in your clean, quiet, and very comfortable home. We often choose VRBOs for our travels, whether in the U.S. or abroad—Freiburg, Paris, Bangkok—and this has truly been one of the best experiences.The highlight: this home is the most well-equipped place we’ve ever stayed in—everything we could possibly need was provided, and more. Complete in every way!On top of that, the location is perfect—close to shopping, hiking, fishing, and even...
United States
Xilin J.
$571 nightly
The price is $620
Jan 5 - Jan 6, 2026
Total with taxes and fees
Charming Home Walk to Downtown!
Terrace/patio
Unique Cozy private 1-bedroom apartment in charming Temple

Unique Cozy private 1-bedroom apartment in charming Temple

Unique Cozy private 1-bedroom apartment in charming Temple
Temple
9.8 out of 10, Exceptional, (7)
"very clean, well decorated, comfortable and peaceful"
United States
Dan G.
$399 nightly
The price is $433
Dec 29 - Dec 30
Total with taxes and fees
Unique Cozy private 1-bedroom apartment in charming Temple
Exterior
Room 08 - King Room - Handicap accessible

Room 08 - King Room - Handicap accessible

Room 08 - King Room - Handicap accessible
Francestown
10.0 out of 10, Exceptional, (1)
"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.
$235 nightly
The price is $255
Dec 29 - Dec 30
Total with taxes and fees
Room 08 - King Room - Handicap accessible
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

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent
"Everything "
Karen 1-night trip
Posted 3 days ago
Great Wolf Lodge Boston / Fitchburg, MA

Find out more about Jaffrey

Everything you need to know about Jaffrey vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jaffrey vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jaffrey vacation 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 low season months. For more hustle and bustle, you may prefer to visit Jaffrey in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $264 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jaffrey rentals

At Expedia, we put the best Jaffrey vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Jaffrey?

Yes, you can find vacation rentals close to the most popular sights in Jaffrey, or you can choose a secluded option if you want a relaxing place to stay. Our travelers 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's the top vacation rental that Jaffrey has to offer?

Nestled on the edge of the woods near Mount Monadnock: This highly rated vacation home rental in Jaffrey is located in the mountains and has a patio, a private yard, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Jaffrey?

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

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, Jaffrey Civic Center and Shattuck Golf Course are other places worth a visit.

What’s a vacation rental in Jaffrey like?

Vacation rentals are private properties where you can stay for short or long periods in Jaffrey. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a small group gathering.