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Walpole Holiday Rentals

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Our top choices for Walpole holiday rentals

1. 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 NZ$453
includes taxes & fees
20 Oct - 21 Oct
Family Friendly Hilltop House In Putney Vermont

2. 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 NZ$644
includes taxes & fees
9 Nov - 10 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

3. 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 NZ$840
includes taxes & fees
13 Oct - 14 Oct
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

4. 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 NZ$300
includes taxes & fees
1 Nov - 2 Nov
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

5. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
The price is NZ$185
includes taxes & fees
1 Nov - 2 Nov
Cozy Vermont Tiny Home Get Away

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 NZ$493
includes taxes & fees
9 Nov - 10 Nov
Wellness Getaway with a Personal Sauna, and Private River Beach!

7. 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 NZ$688
includes taxes & fees
13 Oct - 14 Oct
Modern Downtown Escape HotTub Fire Pit Games 12ppl

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 NZ$740
includes taxes & fees
3 Nov - 4 Nov
Lakefront Family Fun Retreat

9. Yurt Oasis in the woods of Hinsdale, NH

Yurt Oasis in the woods of Hinsdale, NH
Hinsdale
9.6 out of 10, Exceptional, (12 reviews)
"What an amazing Yurt. The location was so peaceful. The yurt and outhouse was super clean. Hosts were friendly and helpful. I would stay again if in the area."
United States
Troy H.
The price is NZ$268
includes taxes & fees
13 Oct - 14 Oct
Yurt Oasis in the woods of Hinsdale, NH

10. 2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups
Winchester
The price is NZ$145
includes taxes & fees
11 Oct - 12 Oct
2 private mountain RV pads for rent. Full hook ups

11. 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 NZ$750
includes taxes & fees
12 Oct - 13 Oct
Charming Chester Farmhouse near Near VT Slopes

12. 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 NZ$1,093
includes taxes & fees
12 Oct - 13 Oct
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

13. 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 NZ$1,744
includes taxes & fees
11 Oct - 12 Oct
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

14. 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 NZ$751
includes taxes & fees
12 Oct - 13 Oct
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

15. Brook Road Cabin

Brook Road Cabin
Goshen
9.6 out of 10, Exceptional, (18 reviews)
"Would go back!"
United States
Elizabeth C.
The price is NZ$556
includes taxes & fees
20 Oct - 21 Oct
Brook Road Cabin

16. Brook Road Condo

Brook Road Condo
3.0 star property
Goshen
8.8 out of 10, Excellent, (3 reviews)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
United States
Margaret
The price is NZ$533
includes taxes & fees
19 Oct - 20 Oct
Brook Road Condo

17. 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 NZ$1,221
includes taxes & fees
10 Nov - 11 Nov
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

18. Explore the upper valley from this spacious Claremont Home

Explore the upper valley from this spacious Claremont Home
Claremont
The price is NZ$649
includes taxes & fees
24 Oct - 25 Oct
Explore the upper valley from this spacious Claremont Home

19. Cozy Tiny House on Main Street. Fully Renovated.

Cozy Tiny House on Main Street. Fully Renovated.
Dublin
10.0 out of 10, Exceptional, (5 reviews)
"Very nice well kept and a great location to Monadnock Hospital."
United States
Melissa M.
The price is NZ$568
includes taxes & fees
3 Nov - 4 Nov
Cozy Tiny House on Main Street. Fully Renovated.

20. 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 NZ$2,023
includes taxes & fees
3 Nov - 4 Nov
Cozy A-Frame Cabin with Hot Tub & Sauna near Stratton Mountain, Vermont
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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Top Walpole Hotel Reviews

Find out more about Walpole

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Walpole holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Walpole. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Walpole. Seeing all the best attractions is bound to make you fall in love with Walpole. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Walpole short-term rentals, that won’t be hard to do.

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.