
Holiday rentals in Jaffrey
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Top-rated holiday rentals in Jaffrey
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Boulder House - Extraordinary Luxury in the Woods!
From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

Cider House Cottage
Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

Detox Healing Sanctuary with Wood-Fired Sauna
Escape the city & take a break from hectic schedules & life's demands. We invite you to embrace life at a relaxed pace surrounded by nature on our 1810 farm. Enjoy the fire pit, walk the trails, forage for treasures & unwind in the wood fired sauna! Rest and reset your life & cultivate space for stillness & restoration. A new season, after 10 years of hosting we are selling this property so book while you still can. We have reduced the booking window to the next 30 days only so check in often.

Private Dublin apartment nestled in the woods
Nestled in the quiet woods just north of Mt. Monadnock our cozy one bedroom apartment invites the outdoors in with peeks of the mountain through the trees. Sit out on your private deck and enjoy the view or stroll around the yard and pick a few blueberries in season. We welcome hikers, nature lovers, those visiting friends or family or just wanting to enjoy the area's beautiful scenery and many artistic venues. I like to think of it as a peaceful sanctuary that we'd like to share with you.

"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)

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 with access to kayaks 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, paddle on the pond, 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 Carriage House in Historic Fitzwilliam
Welcome to the Carriage House! Former site of the popular Hannah Davis House Bed and Breakfast, this gorgeous space is ready for your visit! Beautiful wood beams throughout, a cozy loft bedroom, and a completely separate entrance for privacy. Short rides to Rhododendron State Park, Mount Monadnock, Gap Mountain, the Cheshire Rail Trail, Laurel Lake, and many more outdoor activities year round. Walking distance to the town common in a town where little has changed and history is preserved.

Vintage School Bus by Monadnock
Stay in a vintage School Bus tiny home tucked behind a rustic 19th century barn at the base of a picturesque grass covered hill! Practically in the shadow of Mount Monadnock, the country's most hiked mountain is just a ten minute drive away! Full amenities include running water, a hot outdoor shower, and a porta potty restroom that's professionally cleaned every week! Vintage decor and antique furniture from our very own antique shop make your bus-away-from-home a cozy and charming getaway!

Peaceful Mill with Waterfall - Home Away From Home
Immerse in tranquility at our serene mill retreat in Southern NH. This historic space, adorned with original timber, rustic brickwork, and lofty 11 ft ceilings, offers a spacious 2,650 sq ft sanctuary. Relax in the soaking tub, or savor the calming waterfall views from the deck. Conveniently near downtown, but distant enough for undisturbed peace. Welcome to your soothing retreat for rest and rejuvenation. A remote worker's dream office with high speed connectivity and dedicated workspace.

A true New England experience kitchenette. 1 queen
A true New England experience in a New England historic district. A queen bed, kitchenette and bath in this space on the 3rd floor. This is perfect for those who are hiking up Mount Monadnock. This is located on a New England village common with views of surrounding countryside and mountains. . We have WiFi, 1 space for parking. . Please park to the far right side. The steps go up to the second floor. A lockbox is on the left, 3 rd floor just inside on left.

The Outback of New Hampshire
Enjoy the peaceful countryside of New Hampshire. Your hosts, Ed and Rachel, are a retired couple who would love to have you enjoy a peaceful stay in a private section of their new retirement home. Even though the main home is occupied, you may never see the occupants during your stay. You have a private drive, a private parking space, a private entrance. The home owners use the front doors and very seldom go into the back yard so it's almost like you're there alone.

1850 Waterfall Mill-Loft Style Chic
IMMACULATE COUNTRY HOME W/ FAST WiFi in fresh air New Hampshire. Snuggled in on a quiet street, yet steps away from DOWNTOWN, two "Mini Whole Food" markets! State-of-the-art gourmet kitchen fleshed out with organic spices, wares for entertaining, and other luxuries such as a rReverse Osmosis drinking faucet. Stunning sunlit water views and soothing water sounds! Beautiful antique furnishings and marble finishes add to the unique beauty of this New England home.
Popular amenities for Jaffrey holiday rentals
Stay near Jaffrey's top sights
Other great holiday rentals in Jaffrey

Lucy's Lodge is your home away from home

The Crowcroft House

Fully Renovated Cottage

Quaint, Historic Tiny Home

Cozy Cottage Loft and Retreat

Cozy Studio at White Brook Farm

The little house on Mirror Pond

Waterfront Coopers' Barn
Frequently Asked Questions
Do house rentals in Jaffrey have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Jaffrey. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Jaffrey?
Jaffrey has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Jaffrey have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Jaffrey. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Jaffrey?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in house rentals in Jaffrey?
Experience the best of Jaffrey with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Jaffrey have free parking?
Absolutely! We offer over 10 house rentals with free parking in Jaffrey. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Jaffrey?
Yes! Work meets play with ease at over 10 vacation rentals in Jaffrey featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Jaffrey have wifi?
Absolutely! We offer over 10 house rentals with wifi in Jaffrey. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
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