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Our top choices for Greenfield vacation homes
1. Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and HikingBennington
10.0 out of 10, Exceptional, (16 reviews)
"Very cozy house Perfect for all family trip Very clean "
Marcin W.
The price is CA $268
CA $524 total
includes taxes & fees
Nov 18 - Nov 19
2. Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
Rustic & Renovated Hot Tub/Game Room Sleeps 8pplAntrim
9.0 out of 10, Wonderful, (11 reviews)
"Host was communicative and helpful with some specific questions we had. The apartment was in a cute older house, nicely updated and set up for guests. Everything was nicely labeled to be easy to find. The hot tub was great as well!"
Sarah H.
The price is CA $253
CA $423 total
includes taxes & fees
Nov 15 - Nov 16
3. HotTub FirePit Games Huge Backyard Family Friendly
HotTub FirePit Games Huge Backyard Family FriendlyAntrim
9.4 out of 10, Exceptional, (16 reviews)
"The hot tub was great and the peace and quiet was very nice."
Brian B.
The price is CA $253
CA $423 total
includes taxes & fees
Nov 11 - Nov 12
4. 16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyardAntrim
10.0 out of 10, Exceptional, (12 reviews)
"Great place to relax with a woody vibe. Excellent stay"
Logan V.
The price is CA $571
CA $915 total
includes taxes & fees
Nov 12 - Nov 13
5. Family Friendly, Hot Tub, King Beds Just Renovated
Family Friendly, Hot Tub, King Beds Just RenovatedHillsborough
The price is CA $291
CA $460 total
includes taxes & fees
Nov 11 - Nov 12
6. Cobb Meadow House: Cozy 5 Bedroom Retreat
Cobb Meadow House: Cozy 5 Bedroom RetreatDublin
10.0 out of 10, Exceptional, (27 reviews)
"Good place to stay during a wedding week"
Veronique S.
The price is CA $593
CA $977 total
includes taxes & fees
Nov 11 - Nov 12
7. Heated Winter Stay • 3BR Home • Free Parking • Near Hospitals • 6
Heated Winter Stay • 3BR Home • Free Parking • Near Hospitals • 6Manchester
10.0 out of 10, Exceptional, (1 review)
The price is CA $191
CA $392 total
includes taxes & fees
Nov 11 - Nov 12
8. "Pondlife" - Waterfront home in a peaceful, wooded setting.
"Pondlife" - Waterfront home in a peaceful, wooded setting.Fitzwilliam
10.0 out of 10, Exceptional, (8 reviews)
"Pondlife was clean, calm, cozy, and peaceful...exactly what we wanted...fall foliage was gorgeous....rail trail hiking adjacent to the property and plenty of mountain hiking nearby. If you want to be immersed in nature's beauty, this is perfect..."
Margaret
The price is CA $337
CA $398 total
includes taxes & fees
Nov 11 - Nov 12
9. Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Lakeside Escape - 4BR/2BA Retreat 2hrs from BostonStoddard
10.0 out of 10, Exceptional, (6 reviews)
"Everything was perfect for our weekend stay. Host responded immediately to our questions. House had all the amenities for an enjoyable time!"
Mary P.
The price is CA $477
CA $853 total
includes taxes & fees
Nov 11 - Nov 12
10. Enchanting, romantic and fun river getaway
Enchanting, romantic and fun river getawayNorth End
10.0 out of 10, Exceptional, (36 reviews)
"Beautiful home, relaxing location, great amenities."
Dan W.
The price is CA $316
CA $507 total
includes taxes & fees
Nov 12 - Nov 13
11. Modern Downtown Escape HotTub Fire Pit Games 12ppl
Modern Downtown Escape HotTub Fire Pit Games 12pplKeene
9.4 out of 10, Exceptional, (28 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
cody s.
The price is CA $291
CA $506 total
includes taxes & fees
Nov 15 - Nov 16
12. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!Keene
9.8 out of 10, Exceptional, (6 reviews)
"Communication with the host was easy and the house was great. I would definitely book this home again if/when I come back to Keene."
Jeremy S.
The price is CA $271
CA $646 total
includes taxes & fees
Nov 12 - Nov 13
13. Marvelous 3-bedroom townhome with Heated floor Manchester
Marvelous 3-bedroom townhome with Heated floor ManchesterHighlands
9.2 out of 10, Wonderful, (9 reviews)
"Location was close to stores and easy access to the highway. Everything was new and clean. Beds were very comfortable.Would be a great location for families coming for college graduation. Would stay here again "
Kimberly D.
The price is CA $277
CA $471 total
includes taxes & fees
Nov 12 - Nov 13
14. Enjoy your stay in an antique home in an antique toy museum!
Enjoy your stay in an antique home in an antique toy museum!Winchendon
9.4 out of 10, Exceptional, (10 reviews)
"An outstanding property filled with history, beautiful furniture and highly recommended"
Eileen L.
The price is CA $459
CA $522 total
includes taxes & fees
Nov 11 - Nov 12
15. Family Oasis
Family OasisKalivas Union
10.0 out of 10, Exceptional, (3 reviews)
"Very clean interior."
Douglas
The price is CA $418
CA $1,181 total
includes taxes & fees
Nov 11 - Nov 12
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.
Learn more about Greenfield
Hikers find solace on the trails around Otter Lake and Greenfield State Park's peaceful swimming beaches. Join locals at the town common for summer concerts or explore nearby Crotched Mountain for panoramic views of the Monadnock region.
Photo by Geek Goddess
Open Photo by Geek Goddess
Top reviews in Greenfield
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Riverhouse by Weekender (Formerly Jack Daniels Inn)Peterborough
10/10 Excellent
Cute little place to spend few days if you don't mind the lack of pool, gym, bar, spa, etc. The only miss here was that the booking says that there is breakfast provided, but it's actually just a snack bar in the lobby.
Marco
