Photo by Stephen Leonardi

Holiday Homes in Jaffrey

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Featured Holiday Homes in Jaffrey

Charming Waterfront Log Cabin

9.6 out of 10, Exceptional, (37)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin

earthship forest exile

The price is AU$669
includes taxes & fees
3 Mar - 4 Mar
earthship forest exile

Spacious Estate With Mtn Views! Private Setting, Great Family Home!!

10.0 out of 10, Exceptional, (65)
"My husband, myself, 3 of my adult kids and 5 grandchildren under 7 stayed very comfortably. So many nice rooms. Although very updated had a very nostalgic feel. All of the living spaces were extra large and plenty of seating. The kitchen had everything that we needed and the yard was humongous. We were fortunate to get snow while we were there and the kids had never seen snow since we’re from Georgia. It was a wonderful stay. Thank you so much, Wayne. "
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!

Historic Home w/ Modern Updates on < 4 Acres

10.0 out of 10, Exceptional, (6)
"Stayed here with my brothers and cousins.. had a great time. Close proximity to Royalston Falls and a great hike through the forest "
Historic Home w/ Modern Updates on < 4 Acres

Waterfont log home nestled in the pines

10.0 out of 10, Exceptional, (52)
"Anther fantastic time at this beautiful location. Owner is always so geeat to work work "
Waterfont log home nestled in the pines

Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!

10.0 out of 10, Exceptional, (4)
"Easily walkable to the very lovely village of Westmoreland, but secluded and with a beautiful view, really quiet and user-friendly. Attentive property owners checked in with us to make sure everything was okay, which was kind and made us feel at home. A terrific porch that's warm in the sunshine even in winter, with great views of birds, sky and stars. "
Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!

Nestled on the edge of the woods near Mount Monadnock

9.4 out of 10, Exceptional, (6)
"House is comfortable and well stocked."
Nestled on the edge of the woods near Mount Monadnock

Modern Francestown Retreat on Scobie Pond!

10.0 out of 10, Exceptional, (5)
"Fairly new house on the pond. Little sand beach. Canoe, paddle board and kayaks (need new/more paddles). Spacious. Large, well appointed and supplied modern kitchen. Nice master suite. Only one bathroom on ground floor for 3 bedrooms. Plenty of bench seating on deck facing lake, but could use use some chairs with cushions. "
Modern Francestown Retreat on Scobie Pond!

VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac

10.0 out of 10, Exceptional, (6)
"Everything about this property was beautiful. The home itself being located right on the water was perfect for kayaking, fishing, evenings by the fire, relaxing and reconnecting. The house is gorgeous, comfortable, and had everything you might need/want. We enjoyed the game room - jenga and family air hockey tournaments. A lovely experience and we hope to return at some point. Thank you for sharing your beautiful home with us!"
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac

Relaxing Hot Tub Getaway

9.4 out of 10, Exceptional, (12)
"Very nice house that was clean and had very nice Activities like hot tub games etc Definitely would come back and stay again. Rebecca is a very good host "
The price is AU$448
includes taxes & fees
23 Feb - 24 Feb
Relaxing Hot Tub Getaway

Downtown Hot Tub Escape

9.4 out of 10, Exceptional, (10)
"Brought my parents and my Brother to this rental - It was a nice place."
The price is AU$572
includes taxes & fees
23 Feb - 24 Feb
Downtown Hot Tub Escape

Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place

10.0 out of 10, Exceptional, (2)
"Stunning property, we had the best time for our annual friendsgiving. The kids loved the backyard and the two kitchens was awesome! "
Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place

LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!

2.0 star property
9.0 out of 10, Wonderful, (7)
"Needed place to stay in Ashburnham large enough to sleep extended family traveling in for the holidays. Cabin was quaint, rustic and fit all of us. Overall good stay. "
LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!

Private Hot Tub Suite

10.0 out of 10, Exceptional, (7)
"Absolutely loved this property. The beds are huge and there's lots of space and you can adjust the AC to your liking. The only thing we didnt like was we felt the hottub wasnt very clean. "
The price is AU$448
includes taxes & fees
23 Feb - 24 Feb
Private Hot Tub Suite

Wachusett Mountain Getaway - Lake Adjacent Family Home!

9.8 out of 10, Exceptional, (86)
"My niece was getting married at the Colonial Hotel. This house was only a short drive away and a great place for a family to gather. "
Wachusett Mountain Getaway - Lake Adjacent Family Home!

Modern Waterfront Gem w/ Dock on Lake Monomonac

10.0 out of 10, Exceptional, (1)
""Our stay at the Lake Monomonac cottage was absolutely perfect! The home was impeccably clean, beautifully decorated, and had everything we needed for a comfortable stay. The location was ideal for us to visit family nearby. The host was incredibly responsive and accommodating. We will definitely book again!"
Modern Waterfront Gem w/ Dock on Lake Monomonac

16 ppl 2 hot tubs, game room, fire pit

9.8 out of 10, Exceptional, (6)
"Clean, lots of space, helpful host, hot tub was also nice"
The price is AU$866
includes taxes & fees
23 Feb - 24 Feb
16 ppl 2 hot tubs, game room, fire pit

Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!

Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

9.4 out of 10, Exceptional, (11)
"Nice private location on a woodsy lot. Cute 4 room, 2 bedroom, 1 bath, with the necessary amenities. Landlord very cooperative and prompt in responses. Would book again"
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

9.8 out of 10, Exceptional, (15)
"Very nice house and property! "
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
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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Other property types in Jaffrey

Amazing Mid-Century Modern Mountain Top Home on 160 Acres

10.0 out of 10, Exceptional, (43)
"We had a great stay, house is amazing."
Amazing Mid-Century Modern Mountain Top Home on 160 Acres

Beautiful Adirondack Cabin with Sauna on Lake Monomonac

2.0 star property
10.0 out of 10, Exceptional, (16)
"It was my second time staying at the Finnish House and I am already planning another trip. Jim is a fantastic host and the property is immaculate!"
The price is AU$467
includes taxes & fees
24 Feb - 25 Feb
Beautiful Adirondack Cabin with Sauna on Lake Monomonac

2 Mi to Boat Ramp: Log Cabin in New Hampshire

10.0 out of 10, Exceptional, (2)
"Well cared for home. Kids thought the cabin was amazing. Would love to come back in the summer to enjoy the area. "
2 Mi to Boat Ramp: Log Cabin in New Hampshire
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.