A rocky riverbed with steam rising from the rocks, surrounded by autumn-colored trees and a distant building.

Surry Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Surry vacation 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
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."
United States
Jeremy S.
The price is CA $269
CA $642 total
includes taxes & fees
Nov 9 - Nov 10
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
A modern kitchen with a wooden countertop, dark cabinets, and a large window.

2. 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 CA $289
CA $502 total
includes taxes & fees
Nov 9 - Nov 10
Modern Downtown Escape HotTub Fire Pit Games 12ppl
A garden with a wooden pergola, purple flowers, and a river view.

3. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (65 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 CA $207
CA $379 total
includes taxes & fees
Nov 9 - Nov 10
Family Friendly Hilltop House In Putney Vermont
A yurt interior with a bed, wooden lattice walls, and a door leading to an outdoor balcony.

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, (21 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
The price is CA $144
CA $228 total
includes taxes & fees
Nov 11 - Nov 12
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
A compact kitchen with wooden cabinets, a built-in microwave, and a refrigerator.

5. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"super cute tiny house! my partner and I had a wonderful time here. It's super close to downtown Brattleboro in a beautiful neighborhood"
United States
Anthony L.
The price is CA $103
CA $136 total
includes taxes & fees
Nov 30 - Dec 1
Cozy Vermont Tiny Home Get Away
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 CA $233
CA $396 total
includes taxes & fees
Nov 16 - Nov 17
Wellness Getaway with a Personal Sauna, and Private River Beach!
A red house with a covered porch and a chimney.

7. 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, (175 reviews)
"We had such a great time! Those is a well taken care of, clean, cozy property. We would absolutely visit again!!"
United States
Kathy H.
The price is CA $238
CA $513 total
includes taxes & fees
Nov 9 - Nov 10
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A modern living room with a wooden door, a sofa, a dining table with chairs, and a mounted TV.

8. 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)
"This was a perfect place to stay for my solo trip into town for a family wedding. The host was incredibly responsive and friendly and I'd recommend this place to anyone visiting the area!"
United States
David W.
The price is CA $294
CA $420 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Tiny House on Main Street. Fully Renovated.
A hot tub with a wooden deck and a hammock in a backyard.

9. 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 CA $251
CA $420 total
includes taxes & fees
Nov 9 - Nov 10
HotTub FirePit Games Huge Backyard Family Friendly
A house with a deck and a dock extending into a pond, surrounded by autumn foliage.

10. 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 CA $473
CA $846 total
includes taxes & fees
Nov 9 - Nov 10
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
A yurt with a deck, two Adirondack chairs, and a stone fire pit in a forest setting.

11. Yurt Oasis in the woods of Hinsdale, NH

Yurt Oasis in the woods of Hinsdale, NH
Hinsdale
9.6 out of 10, Exceptional, (13 reviews)
"Enjoyed my stay"
United States
Ian C.
The price is CA $130
CA $205 total
includes taxes & fees
Nov 9 - Nov 10
Yurt Oasis in the woods of Hinsdale, NH
A hot tub in a rustic interior with wooden beams, a staircase, and seating areas.

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

Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
Antrim
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!"
United States
Sarah H.
The price is CA $251
CA $420 total
includes taxes & fees
Nov 11 - Nov 12
Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

13. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Had a lot here to use and The place was very cute. It’s good if you have small kids they have a lot for that sort of thing. Very clean as well"
United States
sean c.
The price is CA $182
CA $554 total
includes taxes & fees
Nov 10 - Nov 11
Lakefront Family Fun Retreat
A lake surrounded by trees, with a wooden deck leading to a white railing.

14. "Pondlife" - Waterfront home in a peaceful, wooded setting.

"Pondlife" - Waterfront home in a peaceful, wooded setting.
Fitzwilliam
10.0 out of 10, Exceptional, (7 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..."
United States
Margaret
The price is CA $334
CA $395 total
includes taxes & fees
Nov 9 - Nov 10
"Pondlife" - Waterfront home in a peaceful, wooded setting.
A hot tub in a rustic interior with wooden beams, a staircase, and seating areas.

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

16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
Antrim
10.0 out of 10, Exceptional, (11 reviews)
"Great place to relax with a woody vibe. Excellent stay"
United States
Logan V.
The price is CA $566
CA $913 total
includes taxes & fees
Nov 11 - Nov 12
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
A red house with a stone pathway leading to it, surrounded by autumn foliage.

16. Cobb Meadow House: Cozy 5 Bedroom Retreat

Cobb Meadow House: Cozy 5 Bedroom Retreat
Dublin
10.0 out of 10, Exceptional, (27 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
The price is CA $589
CA $943 total
includes taxes & fees
Nov 9 - Nov 10
Cobb Meadow House: Cozy 5 Bedroom Retreat
Dining

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 CA $264
CA $529 total
includes taxes & fees
Nov 11 - Nov 12
Charming Chester Farmhouse near Near VT Slopes
A covered outdoor seating area with two chairs and a table, overlooking a snowy forest.

18. 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 kitchen with wooden cabinets, a central island, and a large window overlooking a snowy landscape.

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

Hiking Trails On-Site: Cozy Falls Brook Cabin
Dummerston
10.0 out of 10, Exceptional, (21 reviews)
"it is beautiful quiet location.. love the bridge and creek on the property."
United States
Krisann B.
Hiking Trails On-Site: Cozy Falls Brook 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.
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Top Surry Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

8/10 Good
"Overall a nice stay. What was disappointing was breakfast ends at 9am. Very disappointed when we came down to eat at 9:15 and it was roped off and over."
Michael 1-night trip
Posted 7 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel

Find out more about Surry

Everything you need to know about Surry vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Surry vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Surry vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Surry vacation rentals we have selected for you start as low as CA $136 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 vacation 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 vacation.

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 vacation rentals in Surry?

Yes, you can find vacation rentals close to popular attractions in Surry, or you can go with a secluded option if you want a relaxing place to stay.

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

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns: This vacation home rental near Surry is located on a river and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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 larger area, you’ll find Brentwood Golf Course and Alumni Field.

What’s a vacation rental in Surry like?

A vacation rental is a private property you can stay in for short or long periods in Surry. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips.