Monadnock Region Vacation Homes

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Monadnock Region holiday homes

A modern kitchen with a wooden countertop, dark cabinets, and a large window.

1. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Keene

cody s.

HK$2,810 total

includes taxes & fees

9 Nov - 10 Nov

A lake surrounded by trees, with a wooden deck leading to a white railing.

2. 2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

Fitzwilliam

Margaret

HK$2,209 total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with granite countertops, stainless steel appliances, and a central island.

3. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Keene

Jeremy S.

HK$3,593 total

includes taxes & fees

5 Nov - 6 Nov

A red house with a stone pathway leading to it, surrounded by autumn foliage.

4. Cobb Meadow House: Cozy 5 Bedroom Retreat

Dublin

Veronique S.

HK$5,380 total

includes taxes & fees

8 Nov - 9 Nov

A conservatory with a view of a lake surrounded by trees. Inside, there are two sofas facing the glass walls.

5. Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking

Bennington

Marcin W.

HK$2,858 total

includes taxes & fees

18 Nov - 19 Nov

A garden with a wooden pergola, purple flowers, and a river view.

6. Family Friendly Hilltop House In Putney Vermont

Putney

Susan G.

HK$2,034 total

includes taxes & fees

5 Nov - 6 Nov

A hot tub in a rustic interior with wooden beams, a staircase, and seating areas.

7. Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl

Antrim

Sarah H.

HK$2,334 total

includes taxes & fees

11 Nov - 12 Nov

A hot tub with a wooden deck and a hammock in a backyard.

8. HotTub FirePit Games Huge Backyard Family Friendly

Antrim

Brian B.

HK$2,334 total

includes taxes & fees

8 Nov - 9 Nov

A compact kitchen with wooden cabinets, a built-in microwave, and a refrigerator.

9. Cozy Vermont Tiny Home Get Away

Brattleboro

Anthony L.

HK$761 total

includes taxes & fees

30 Nov - 1 Dec

A staircase with a wooden handrail and white steps, leading to a landing with a wooden table and a clock.

10. Enjoy your stay in an antique home in an antique toy museum!

Winchendon

Katja Z.

HK$2,903 total

includes taxes & fees

5 Nov - 6 Nov

11. 16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard

Antrim

Logan V.

HK$4,888 total

includes taxes & fees

18 Nov - 19 Nov

A house with a deck and a dock extending into a pond, surrounded by autumn foliage.

12. Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

Stoddard

Mary P.

HK$4,704 total

includes taxes & fees

5 Nov - 6 Nov

A hot tub with a view of an outdoor area with trees and a wooden structure.

13. Family Friendly, Hot Tub, King Beds Just Renovated

Hillsborough

HK$2,546 total

includes taxes & fees

5 Nov - 6 Nov

A cozy living room with a large flat-screen TV, a wooden cabinet, a round coffee table, and a potted plant.

14. Lovely 2nd Floor Apartment

Greenfield

heather

HK$1,867 total

includes taxes & fees

5 Nov - 6 Nov

A modern interior with large windows, a wooden ceiling, and a cozy seating area.

15. Stunning Glass House nestled in the Vermont wilderness!

Guilford

Chris O.

HK$3,332 total

includes taxes & fees

18 Nov - 19 Nov

A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

16. Lakefront Family Fun Retreat

Newport

sean c.

HK$3,172 total

includes taxes & fees

15 Nov - 16 Nov

A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

17. Long Trail House 368 condo in Stratton Village, walk to the lifts

Stratton

HK$2,058 total

includes taxes & fees

5 Nov - 6 Nov

A deck with two wicker chairs and a string of lights against a backdrop of trees and a sunset.

18. The Eagles Wing at The CHM - Private Apartment

Dover

Ava M.

HK$993 total

includes taxes & fees

13 Nov - 14 Nov

A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

19. Private room with En-suite bathroom Marigold Room

Shelburne Falls

HK$1,551 total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

20. SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!

Newbury

COLLEEN K.

HK$8,403 total

includes taxes & fees

11 Nov - 12 Nov

View all properties

Find holiday rentals that suit your style

Aparthotels

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Monadnock Region Hotel Reviews

The Putney Inn

10/10 Excellent

"Quiet, clean, safe area. Good breakfast- fruit, yogurt, waffles plus all the usual cereal, toast etc."

Tru by Hilton Manchester Downtown

8/10 Good

"For the most part everything was nice. Plenty of things to do around me and I was able to just keep to myself. Only real issue I came across was one of the morning associates was very rude to me when I went downstairs for breakfast. I guess there was a need to wear shoes policy to be in the lobby which I genuinely had no idea. But when she told me about it, she said it in front of other guests which made me feel a little embarrassed. All in all I would visit again."

Best Western Plus Executive Court Inn & Conference Center

8/10 Good

"The bathroom did not have enough counter space and towels were too thin. The bed was very comfortable and the complimentary breakfast had a wide variety of items. The coffee station available 24 hours was much appreciated. The decor of the hotel could use some updating."

Find out more about Monadnock Region