A white building with a central dome and columns, surrounded by lush green trees.

Walpole Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Walpole holiday rentals

A patio area with outdoor furniture, a small garden with purple flowers, and a white building in the background.

1. Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Walpole
10.0 out of 10, Exceptional, (53 reviews)
"We had a very lovely stay. "
United States
mary c.
The price is HK$2,161
HK$4,567 total
includes taxes & fees
8 Oct - 9 Oct
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
A garden with a wooden pergola, purple flowers, and a river view.

2. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (64 reviews)
"The house was all we expected. Very comfortable and ready for us when we arrived. It’s a bit out of the way, at the end of a private road, but quiet and secluded. Our host was attentive without being intrusive. She clearly wanted to make sure our stay met our expectations and was pleasant. All in all, a delightful way to visit Vermont!"
United States
Susan G.
The price is HK$1,045
HK$2,067 total
includes taxes & fees
20 Oct - 21 Oct
Family Friendly Hilltop House In Putney Vermont
A red house with a covered porch and a chimney.

3. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (172 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
The price is HK$1,334
HK$2,909 total
includes taxes & fees
12 Oct - 13 Oct
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A modern kitchen with granite countertops, stainless steel appliances, and a central island.

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

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Keene
10.0 out of 10, Exceptional, (4 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."
United States
Jeremy S.
The price is HK$1,515
HK$3,772 total
includes taxes & fees
2 Nov - 3 Nov
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
A modern kitchen with a wooden countertop, dark cabinets, and a large window.

5. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (27 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
United States
cody s.
The price is HK$1,797
HK$3,159 total
includes taxes & fees
22 Oct - 23 Oct
Modern Downtown Escape HotTub Fire Pit Games 12ppl
A modern, compact cabin with large windows, a wooden exterior, and a small porch with outdoor seating.

6. Wellness Getaway with a Personal Sauna, and Private River Beach!

Wellness Getaway with a Personal Sauna, and Private River Beach!
Newfane
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
The price is HK$1,256
HK$2,232 total
includes taxes & fees
3 Nov - 4 Nov
Wellness Getaway with a Personal Sauna, and Private River Beach!
A two-story house with a deck, surrounded by dense forest.

7. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Chester
10.0 out of 10, Exceptional, (5 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is HK$4,231
HK$7,929 total
includes taxes & fees
5 Oct - 6 Oct
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

8. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
The price is HK$942
HK$3,219 total
includes taxes & fees
3 Nov - 4 Nov
Lakefront Family Fun Retreat
Dining

9. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"Beautiful classic farmhouse in lovely neighbourhood."
United States
Kimberly B.
The price is HK$1,640
HK$3,287 total
includes taxes & fees
25 Oct - 26 Oct
Charming Chester Farmhouse near Near VT Slopes
A rustic cabin with a covered porch, a small shed, and outdoor seating.

10. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Hinsdale
10.0 out of 10, Exceptional, (19 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
The price is HK$706
HK$1,235 total
includes taxes & fees
5 Oct - 6 Oct
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
A house with a deck and a dock extending into a pond, surrounded by autumn foliage.

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

Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Stoddard
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!"
United States
Mary P.
The price is HK$2,649
HK$4,951 total
includes taxes & fees
6 Oct - 7 Oct
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
A spacious living area with hardwood flooring, a staircase, a black entertainment unit, a door, and a window with blinds.

12. Explore the upper valley from this spacious Claremont Home

Explore the upper valley from this spacious Claremont Home
Claremont
The price is HK$2,354
HK$2,886 total
includes taxes & fees
5 Oct - 6 Oct
Explore the upper valley from this spacious Claremont Home
A cabin with a sloped roof, surrounded by snow-covered trees, and illuminated by string lights.

13. Cozy A-Frame Cabin with Hot Tub & Sauna near Stratton Mountain, Vermont

Cozy A-Frame Cabin with Hot Tub & Sauna near Stratton Mountain, Vermont
Jamaica
The price is HK$6,855
HK$8,854 total
includes taxes & fees
3 Nov - 4 Nov
Cozy A-Frame Cabin with Hot Tub & Sauna near Stratton Mountain, Vermont
Exterior

14. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Andover
10.0 out of 10, Exceptional, (1 review)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
The price is HK$2,197
HK$5,555 total
includes taxes & fees
5 Oct - 6 Oct
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A bedroom with a skylight, a bed with floral bedding, a bedside table, and a nightstand.

15. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
The price is HK$565
HK$816 total
includes taxes & fees
30 Oct - 31 Oct
Cozy Vermont Tiny Home Get Away
A spacious living area with a gray sofa, a coffee table, and a kitchen area with a bar counter and stools.

16. Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!

Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
Londonderry
10.0 out of 10, Exceptional, (11 reviews)
"Great location, well-designed house, and a beautiful view."
United States
Marcel P.
The price is HK$3,531
HK$7,094 total
includes taxes & fees
2 Nov - 3 Nov
Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
A wooden cabin with a balcony, surrounded by trees.

17. Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
Newport
9.6 out of 10, Exceptional, (27 reviews)
"Amazing weekend stay with our pup! Looking forward to staying here in the summer! "
United States
Naydene G.
The price is HK$1,766
HK$3,363 total
includes taxes & fees
12 Oct - 13 Oct
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
A wooden house with a porch lit by string lights, surrounded by snow.

18. Chalet Mount Snow/Stratton Skiing/hiking

Chalet Mount Snow/Stratton Skiing/hiking
East Dover
10.0 out of 10, Exceptional, (16 reviews)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is HK$891
HK$3,426 total
includes taxes & fees
7 Oct - 8 Oct
Chalet Mount Snow/Stratton Skiing/hiking
A spacious living room with a high ceiling, wooden beams, a large sofa, a dining table, and a view of the outdoors through large windows.

19. Vermont A-Frame | Sleeps10, Hot Tub, Sauna, EV, AC

Vermont A-Frame | Sleeps10, Hot Tub, Sauna, EV, AC
Jamaica
10.0 out of 10, Exceptional, (3 reviews)
"Great peaceful stay. Hosts were always in communication with us. Close to Stratton. Hot tube & sauna were a great top off to a day of skiing. "
United States
fran g.
The price is HK$2,546
HK$7,833 total
includes taxes & fees
13 Oct - 14 Oct
Vermont A-Frame | Sleeps10, Hot Tub, Sauna, EV, AC
A modern living room with a sectional sofa, a wooden coffee table, and a large window with blinds.

20. Brook Road Cabin

Brook Road Cabin
3.5 star property
Goshen
7.4 out of 10, Good, (10 reviews)
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"
United States
Jill
The price is HK$1,441
HK$2,347 total
includes taxes & fees
5 Oct - 6 Oct
Brook Road Cabin
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Walpole Hotel Reviews

Colonial Motel

Colonial Motel

10/10 Excellent
"clean room"
Biplob 1-night trip
Posted 10 hours ago
Colonial Motel

Find out more about Walpole

Search for holiday rentals in Walpole on Expedia! You can easily find your home rentals, villas, holiday apartments in Walpole using one of the methods below:

  • View our selection of featured holiday rentals in Walpole
  • Use the map to find apartments and other holiday homes in the Walpole neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Walpole while they last

Look no further and take a look at our great range of rental properties in Walpole!

Frequently asked questions

Can I find a holiday rental in Walpole?

Yes, there are holiday rentals in Walpole close to Walpole Artisans Cooperative, or you can select a more secluded option if you're looking for a relaxing stay. Walpole is known for its shopping and golf courses. Make sure you have time to check out the restaurants and art during your trip.

What are some of the best holiday rentals that Walpole has to offer?

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns: This holiday home rental outside of Walpole is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Walpole?

Choose from 4 Expedia holiday rentals in Walpole for a memorable holiday.

What’s there to see and do in Walpole?

Connecticut River and North Walpole Village Park are a couple of scenic spots to enjoy the outdoors, whereas Walpole Artisans Cooperative is one of the cultural attractions. Walpole Farmers Market and Bridge Memorial Library are other places to visit while you're in town.

What’s a holiday rental in Walpole like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Walpole. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.