Vacation rentals in Jaffrey

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Top-rated vacation rentals in Jaffrey

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Guest favorite

Cottage in Petersham

4.99 out of 5 average rating, 150 reviews

Cider House Cottage

Antique guest cottage on a country 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.

Oct 27 – Nov 3

G$29,000 GYD per night

Guest favorite

Apartment in Dublin

4.96 out of 5 average rating, 182 reviews

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.

Oct 3 – 10

G$22,739 GYD per night

Guest favorite

Guest suite in Ashburnham

4.99 out of 5 average rating, 404 reviews

The Ginger Bed King Suite

Come for the lovely country setting, the winter beauty, amenities, neighborhood, convenience, privacy, spaciousness, and the comfortable bed. Close to many wonderful hiking/biking paths, rail trails, Wachusett ski area, Jewel Hill, Lake Wampanoag, Kirby area. WI-FI, TV ( Hulu and Netflix), refrigerator, microwave, coffee/tea maker, reading lights, table area, continental breakfast, parking... Good for couples, solo and business travelers. (Key pad for Covid safe entry) Everyone is welcome!

Mar 5 – 12

G$22,187 GYD per night

Guest favorite

Guesthouse in Wilton

4.95 out of 5 average rating, 572 reviews

Cottage beside a waterfall

Our 1840’s renovated grist mill is located in the beautiful Monadnock Region. The house and cottage are situated on twelve acres and includes gardens, an orchard, berry bushes, grape vines, beehives, a dog, and a tremendous waterfall. We are close to many of nature’s gems including Mount Monadnock, Pack Monadnock, the Heald Tract hiking trails, skiing, snowshoeing and swimming. Also the acclaimed MacDowell Arts Center, Andy’s Summer Playhouse, Andres Institute of Art and the Waldorf Schools.

Oct 29 – Nov 5

G$31,540 GYD per night

Superhost

Guesthouse in Fitzwilliam

4.86 out of 5 average rating, 332 reviews

Tranquil Guest House with Sauna & Hiking

Are you seeking to escape the city & take a break from hectic schedules & demands? We invite you to embrace life at a relaxed pace surrounded by nature, offering an opportunity to reset your life & cultivate space for stillness & healing. Enjoy the fire pit, walk the trails, forage for treasures & unwind in the wood fired sauna! We've created a place for you to unwind & restore your soul, & detox & recharge your body. For the full retreat ask about day pass to Covey House Healing Center.

Feb 7 – 14

G$30,294 GYD per night

Guest favorite

Guesthouse in New Ipswich

4.94 out of 5 average rating, 296 reviews

"The Porch" Your cozy home away from home!

Welcome to The Porch! Ready for a mini vacation, or just a place to hang out at, 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 rentals. 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!

Feb 26 – Mar 5

G$17,660 GYD per night

Guest favorite

Guesthouse in Westminster

4.98 out of 5 average rating, 291 reviews

Guest House - 4 miles from Wachusett Mt.

Enjoy your stay in this cozy, newly renovated semi-attached in-law unit. It is located close to Route 2, walking distance to the town center, only 4 miles from Mt. Wachusett in a quiet neighborhood. It has 2 parking spaces and a private entrance. This unique space has everything to make you feel at home – including WiFi and Netflix. The kitchen is equipped with a Keurig Coffee Maker, Mini Fridge, and a Microwave. Queen-size bed, fresh towels, body wash are also provided.

Jun 20 – 27

G$28,686 GYD per night

Guest favorite

Loft in Peterborough

4.96 out of 5 average rating, 268 reviews

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.

May 5 – 12

G$28,338 GYD per night

Guest favorite

Guest suite in Peterborough

4.99 out of 5 average rating, 119 reviews

Meadow View

Explore our sunlit sanctuary in a 275-year-old farmhouse. Our 'in-law' suite is a cozy retreat. Adjacent to Casalis State Park, enjoy scenic trails for biking, hiking at all seasons. Immerse in Peterborough's charm yoga studios, coffee shops and restaurants. Meadow View offers a 750 sq ft private suite with a king-size bed, clawfoot bathtub, and a mini kitchen. Your comfort is our priority. Experience the perfect blend of historic charm and comfort.

Sep 25 – Oct 2

G$23,571 GYD per night

Guest favorite

Guest suite in Fitzwilliam

4.98 out of 5 average rating, 125 reviews

The Great Room in Historic Fitzwilliam

Come relax in the great room! Large space with full bathroom, beautiful picture windows, spacious closet, and use of deck included. Deck includes a cozy fire pit table, gas grill, and a nice view of the beaver pond, great for bird watching! Please don't hesitate to reach out if you are traveling with children and/or pets, we are often able to accommodate on a case by case basis. Please note stairs are required for entry via the deck entrance.

Dec 13 – 20

G$19,345 GYD per night

Guest favorite

Cabin in Fitzwilliam

4.83 out of 5 average rating, 109 reviews

Cozy Log Cabin Mountain Views

Come get away from it all and reconnect with nature at The Adventure Cabin. This 1950's log cabin has been fully updated including a new kitchen, bathroom, pellet stove and modern style without losing its cozy charm. Enjoy sweeping views of Mount Monadnock with no visible neighbors while sitting around the fire pit until the stars fill the sky. Be warned, you might not want to leave.

Nov 14 – 21

G$41,375 GYD per night

Guest favorite

Apartment in Jaffrey

4.95 out of 5 average rating, 120 reviews

OVERVIEW

Large, bright 2 BR apartment in private rural setting with full kitchen & bath. Mt. Monadnock, Shattuck Golf Course, Franklin Pierce University, Rails to Trails, Gilmore Pond, Peterborough’s Depot Square (restaurants, shops, boutiques, pubs, theatre, bookstore, etc.), Monadnock Community Hospital, and Jaffrey Civic Center are just some activity options only minutes from here!

Dec 13 – 20

G$24,010 GYD per night