
Holiday houses in Jaffrey
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Jaffrey
Guests agree: these stays are highly rated for location, cleanliness and more.

Laura's place re-done 2 bedrooms 2 bathrooms
This quaint 2 bedrooms newly redecorated / vintage style. Now has a king and a queen size bed, very comfortable. There are some cool 1950s pieces in the unit. Newly remodeled 1 bathroom. There are 2 bathrooms. Private entry/lockbox. washer and dryer. Jaffrey is at the base of Mount Monadnock, the most hiked mount climbed in North America. You can see the mountain as you walk downtown . There several beautiful historic homes in our area. There are several lakes to swim, kayak or fish.

"The Porch" Your cozy home away from home!
Welcome to The Porch! Ready for a mini vacation, or just a place to hang out, or work from? You are most welcome here! . This cozy cabin is very flexible and user friendly! It is private to only your group! The downstairs with all it offers, is for one or two person stays. The upstairs becomes available if you enter 3 or more people. This building is in the backyard of our home, as in photos on our Airbnb site, Other info is listed there also! Info book is in room! Welcome! (no pets)

Squantum Place
Relax with the whole family at this peaceful place to stay. This brand new townhome has enough beds to sleep 9. It is within walking distance to 344 acre Lake Contoocook, and close to trails and popular hikes. Mount Monadnock, one of the most hiked mountains in world, is only 10 minutes away. Modern comforts include WiFi, smart TV’s, designated work space, fully stocked kitchen and laundry. Primary bedroom and full bathroom on the main level. Enjoy the comforts of A/C throughout this home!

Cozy New England Getaway | Minutes to Monadnock
Where cozy wilderness intertwines, in the heart of nature. Your exclusive 3BR/3BA lodge sitting on secluded acres in Jaffrey, NH awaits you- complete with tranquil pond, two serene decks and two spacious living room areas to gather. 10 Minutes from Mount Monadnock, adventure by day and indulge in comfort by night. Chef's kitchen, wooded views and total privacy- the perfect blend of upscale escape and outdoor adventure! Let this private space help you restore, recharge and reconnect.

Lakefront 3BR Log Cabin w/ Dock & Fire Pit
Escape to our true log cabin on Lake Contoocook. Wake up to sparkling water views, step onto the private dock, and spend the day swimming, kayaking or fishing. Inside you’ll find soaring timber ceilings, a fully equipped kitchen, fast Wi-Fi and three comfy bedrooms that sleep eight. Lakefront deck for sunset drinks, fire pit & BBQ grill Board games & books for rainy days. Only 90 minutes from Boston yet a world away in the pines—perfect for families and friend getaways year-round.

Willow Falls Home ~Hot tub & Waterfront
Constructed waterfall views are just feet away from you! Not far from Boston, RI or CT, this newly designed home is located at a privately viewed pond, in New England, near Mt. Monadnock! Kick back, relax & listen to the water falling in a screened-in gazebo, or in the outdoor hot tub! Or view it all at the picture windows and enjoy the solitude at this picturesque retreat! Inside you'll find multiple lounging areas, luxurious beds, a fully stocked kitchen and a fun game room.

Relax with the View at the Farm at Woodbury Hill
Consider relaxing in our spacious upstairs apartment with a spectacular view of Mt. Monadnock. An open floor plan features a queen size bed and futon. A fully equipped kitchen will be stocked with 6 fresh farm eggs to enjoy as you like. Brew your own coffee or tea. All the needed linens and bathroom towels are supplied. Highspeed WiFi and Roku TV is available. You are welcome to walk the farm and enjoy the chickens or gardens. Or simply relax on your own private outside deck.

The Harrisville Ranch - Monadnock Region Getaway!
Located in the heart of the Monadnock Region and surrounded by forests and lakes the Harrisville Ranch is ready to host you! With 4 bedrooms it is great for groups & families visiting the area for hiking, weddings, or just a getaway to a quaint NH village. Mount Monadnock: 5-15 minutes depending on the hiking trail Dublin School: 5 minutes Aldworth Manor & Mayfield Farm Venues: 8 minutes Harrisville Center: 5 minutes Peterborough: 15 minutes Hancock: 15 minutes Keene: 20 minutes

Charming Waterfront Log Cabin
Escape the daily grind at this unique & tranquil getaway. At the end of a quiet road, this vintage log cabin sits on a 150-acre pond to explore at your pleasure. Inside, the space features 2 bedrooms & a spacious loft. Listen to the sounds of nature by the fire pit, watch the sunset from the porch, or watch Netflix on our fiberoptic Wi-Fi. However you slice it, you'll leave The Pond Camp relaxed, rejuvenated, & ready to tackle whatever comes your way.

The little house on Mirror Pond
Escape to our fully renovated tiny pond house on the serene Mirror Pond. Perfect for up to 4 guests, enjoy swimming, kayaking, or floating on tubes. Unwind by the fire pit, barbecue on the deck, or cozy up by the fireplace with board games on cooler days. With great WiFi, it’s also ideal for a peaceful work retreat. Whether you're here to relax, or get some work done, this tranquil hideaway offers the perfect blend of adventure and relaxation.

Enjoy your stay in an Antique Home in a Toy Museum
Stay on the second floor of a 1780 Colonial House in a very unique toy museum. Winchendon is a quaint bedroom community known as "Toy Town". Located close to hiking trails, skiing, and lakes. The home is located right downtown, close to restaurants, bike trails and the library. You have access to a kitchen, 1 full bath, and 2 half baths. All rooms are well appointed, and period decorated.

The Boathouse - A rustic and cozy lakeside cottage
Take it easy at this tranquil lakeside getaway. Enjoy over 100 feet of waterfront at the foothills of Mt. Monadnock. Rustic cottage on 1 acre of woods off a dirt road. 30’ of ‘L’ shape dock with 2 kayaks and 2 paddle boards. Outdoor fireplace, picnic table, and hammock trees provide for the ultimate in adventure and relaxation. Always hot and cold spring water, on demand!
Popular amenities for Jaffrey holiday rentals
Other great holiday rentals in Jaffrey

4 BR Monadnock View Luxury Chalet

Lucy's Lodge - Host lives onsite in secondary unit

Secluded home @ foot of Mt Monadnock Tesla Charger

Lakefront Escape•HOT TUB•Fishing •Swimming•Boats

The Shoreline

Cabin & Sauna on Lake Monomonac

Apartment in Historic Home

Brand New Outdoor Sauna and HotTub for Getaway
Destinations to explore
- New York Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Stratton Mountain
- Canobie Lake Park
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Snhu Arena
- Ragged Mountain Resort
- Bear Brook State Park
- Dcu Center
- Mount Monadnock
- Clark University
- University of Massachusetts Amherst
- Walden Pond
- Mount Sunapee Resort
- Mount Holyoke College
- The Montague Bookmill
- New Hampshire Motor Speedway
- Jamaica State Park
- Bridge of Flowers
- Worcester Polytechnic Institute
- Magic Wings Butterfly Conservatory and Gardens
- Crotched Mountain Ski and Ride





