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Surry Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Surry holiday rentals

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

1. 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$841
includes taxes & fees
23 Sept - 24 Sept
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
A patio area with outdoor furniture, a small garden with purple flowers, and a white building in the background.

2. 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, (52 reviews)
"We had a very lovely stay. "
United States
mary c.
The price is NZ$1,069
includes taxes & fees
8 Oct - 9 Oct
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
A garden with purple flowers and a river in the background.

3. 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$456
includes taxes & fees
23 Sept - 24 Sept
Family Friendly Hilltop House In Putney Vermont
A two-story house with a front porch, a staircase, and a small garden area.

4. Central Large 2-bedrooms with office in Keene

Central Large 2-bedrooms with office in Keene
Keene
9.6 out of 10, Exceptional, (7 reviews)
"Friendly hosts and excellent location to walk to downtown."
United States
Joshua
The price is NZ$346
includes taxes & fees
4 Oct - 5 Oct
Central Large 2-bedrooms with office in Keene
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, (26 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
United States
cody s.
The price is NZ$642
includes taxes & fees
22 Oct - 23 Oct
Modern Downtown Escape HotTub Fire Pit Games 12ppl
A house with a deck and a dock extending into a pond, surrounded by autumn foliage.

6. 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$1,169
includes taxes & fees
25 Sept - 26 Sept
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
A sandy beach area with a volleyball net and a ladder, overlooking a calm lake with trees in the background.

7. HotTub FirePit Games Huge Backyard Family Friendly

HotTub FirePit Games Huge Backyard Family Friendly
Antrim
9.4 out of 10, Exceptional, (16 reviews)
"The hot tub was great and the peace and quiet was very nice."
United States
Brian B.
The price is NZ$536
includes taxes & fees
23 Sept - 24 Sept
HotTub FirePit Games Huge Backyard Family Friendly
A red house with a covered porch and a chimney.

8. 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$629
includes taxes & fees
23 Sept - 24 Sept
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

9. 2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
Fitzwilliam
10.0 out of 10, Exceptional, (1 review)
"This place was really beautifully appointed and thoughtfully stocked. Kitchen stock was great.Lots of coffees, teas, bottled water…all very thoughtful touches. Comfy beds. Beautiful little home. Pond was really nice. Convenient to Monandock. Really loved it. Lots of appreciation for the hosts."
United States
Len S.
The price is NZ$512
includes taxes & fees
23 Sept - 24 Sept
2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
A hot tub with a stone surround, wooden beams, and string lights.

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

Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
Antrim
9.6 out of 10, Exceptional, (10 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!"
United States
Sarah H.
The price is NZ$536
includes taxes & fees
24 Sept - 25 Sept
Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
A kitchen with a brick fireplace, wooden cabinets, a central island with stools, and a large window with plants.

11. Cobb Meadow House: Cozy 5 Bedroom Retreat

Cobb Meadow House: Cozy 5 Bedroom Retreat
Dublin
10.0 out of 10, Exceptional, (26 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
The price is NZ$1,239
includes taxes & fees
23 Sept - 24 Sept
Cobb Meadow House: Cozy 5 Bedroom Retreat
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

12. 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$719
includes taxes & fees
23 Sept - 24 Sept
Lakefront Family Fun Retreat
A rustic cabin with a covered porch, a small shed, and outdoor seating.

13. 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$275
includes taxes & fees
23 Sept - 24 Sept
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
A modern, compact cabin with large windows, a wooden exterior, and a small porch with outdoor seating.

14. 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$511
includes taxes & fees
20 Oct - 21 Oct
Wellness Getaway with a Personal Sauna, and Private River Beach!
A hot tub with a stone surround, wooden beams, and string lights.

15. 16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard

16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
Antrim
9.8 out of 10, Exceptional, (10 reviews)
"Great place to relax with a woody vibe. Excellent stay"
United States
Logan V.
The price is NZ$1,082
includes taxes & fees
24 Sept - 25 Sept
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
A lakeside park with picnic tables and a concrete walkway.

16. 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$142
includes taxes & fees
23 Sept - 24 Sept
2 private mountain RV pads for rent. Full hook ups

17. 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$741
includes taxes & fees
28 Sept - 29 Sept
Charming Chester Farmhouse near Near VT Slopes
A yurt with a deck, two Adirondack chairs, and a stone fire pit in a forest setting.

18. Yurt Oasis in the woods of Hinsdale, NH

Yurt Oasis in the woods of Hinsdale, NH
Hinsdale
9.4 out of 10, Exceptional, (10 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$262
includes taxes & fees
23 Sept - 24 Sept
Yurt Oasis in the woods of Hinsdale, NH
A covered outdoor seating area with two chairs and a table, overlooking a snowy forest.

19. Hiking Trails On-site: Cozy Falls Brook Cabin

Hiking Trails On-site: Cozy Falls Brook Cabin
3.0 star property
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"This is exactly how it’s described- perfect cozy spot- babbeling brook to keep you company while sitting on the porch - fire pit for cozy evenings and cabin inside is perfection- cozy cozy cozy!! Matt was the perfect host and readily available- hoping to return!! 15 mins from farmers markets, covered bridges, shops, food, drinks and entertainment ❤️"
United States
sarah
Hiking Trails On-site: Cozy Falls Brook Cabin
A modern living room with a wooden door, a sofa, a dining table with chairs, and a mounted TV.

20. 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.
Cozy Tiny House on Main Street. Fully Renovated.
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 Surry Hotel Reviews

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent
"Amazingly spacious room overlooking the river. The room was clean and the decor was wonderful. The bed was exceptionally comfortable. It was a lovely stay."
Carl E. 2-night trip
Posted 7 hours ago
Riverside Hotel, an Ascend Collection Hotel

Find out more about Surry

Everything you need to know about Surry holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Surry holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Surry holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Surry holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Surry. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Surry holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Surry holiday rentals we have selected for you start as low as NZ$275 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Surry rentals

At Expedia, we put the best Surry holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Surry rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Surry holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Surry. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Surry?

Yes, there are holiday rentals close to the most popular sights in Surry, or you can select a more secluded option if you're looking for a relaxing stay.

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

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns: This holiday home rental outside of Surry 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.

What’s there to see and do in Surry?

While exploring the area, visit family-friendly sights like Cheshire Children's Museum, or get outside and enjoy nature at Ashuelot River. In the wider area, you’ll find Brentwood Golf Course and Alumni Field.

What’s a holiday rental in Surry like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Surry. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips.