Vacation rentals in Jaffrey

Find and book unique accommodation on Airbnb

Top-rated accommodation in Jaffrey

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Apartment in Dublin

4.96 out of 5 average rating, 177 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.

31 Aug – 7 Sep

$211 NZD per night
Guest favourite

Guest suite in Fitzwilliam

4.96 out of 5 average rating, 283 reviews

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.

22–29 Dec

$175 NZD per night
Guest favourite

Guest suite in Ashburnham

4.99 out of 5 average rating, 401 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!

11–18 Nov

$196 NZD per night

Popular amenities for Jaffrey accommodation

Stay near Jaffrey's top sights

Mount Monadnock138 locals recommend
Kimball Farm Jaffrey23 locals recommend
Lab 'N Lager3 locals recommend
Monadnock State Park Headquarters7 locals recommend
Mt. Monadnock Site3 locals recommend
Sunflowers Cafe & Catering9 locals recommend

Other great accommodation in Jaffrey

Guest favourite

Apartment in Winchester

4.93 out of 5 average rating, 159 reviews

Downtown Loft above Winery and Distillery

4–11 Jun

$182 NZD per night
Guest favourite

Cottage in Petersham

4.99 out of 5 average rating, 146 reviews

Cider House Cottage

6–13 Nov

$269 NZD per night
Guest favourite

Guest suite in Deering

5.0 out of 5 average rating, 222 reviews

Elegant Lodging in the Woods ~Privacy & Comfort!

8–15 Dec

$163 NZD per night
Guest favourite

Guest suite in Milford

5.0 out of 5 average rating, 126 reviews

Spacious Souhegan Getaway

25 Jun – 2 Jul

$208 NZD per night
Guest favourite

Cottage in Jaffrey

5.0 out of 5 average rating, 17 reviews

The Boathouse - A rustic and cozy lakeside cottage

15–22 May

$455 NZD per night
Guest favourite

Guest suite in Jaffrey

4.93 out of 5 average rating, 94 reviews

A true New England experience kitchenette. 1 queen

18–25 Oct

$191 NZD per night
Guest favourite

Apartment in Jaffrey

4.93 out of 5 average rating, 60 reviews

Apartment in Historic Home

11–18 Apr

$228 NZD per night
Guest favourite

Guest suite in Jaffrey

5.0 out of 5 average rating, 33 reviews

Relax with the View at the Farm at Woodbury Hill

3–10 Oct

$293 NZD per night
Guest favourite

Villa in Jaffrey

4.93 out of 5 average rating, 27 reviews

Willow Falls Villa *Hot tub!

13–20 Nov

$785 NZD per night
Guest favourite

Tiny home in Jaffrey

4.88 out of 5 average rating, 16 reviews

Vintage School Bus by Monadnock

30 May – 6 Jun

$139 NZD per night
Guest favourite

Apartment in Peterborough

5.0 out of 5 average rating, 19 reviews

Studio Apt with Full Kitchen

2–9 May

$222 NZD per night
Guest favourite

Apartment in New Ipswich

4.92 out of 5 average rating, 59 reviews

Quiet country apartment in farmland setting.

26 Sep – 3 Oct

$173 NZD per night

Quick stats about holiday rentals in Jaffrey

Total rentals

20 properties

Wi-Fi availability

20 properties include access to Wi-Fi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1K reviews

Nightly prices starting at

$117 NZD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. New Hampshire
  4. Cheshire County
  5. Jaffrey