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Top Holiday Rentals in Surry

Bright, Large, Spacious Family Home

8.8 out of 10, Excellent, (3)
"Beautiful property. The house is big and casual comfy and the rooms were large enough for all of us to spread out without feeling cramped. The biggest hit was the gorgeous pool, which the kids lived in the whole time. The yard is large and open - and great for playing cornhole, croquet and any other yard games, and there is a firepit for a nice "social fire" for roasting marshmallows and making s'mores! . "
Bright, Large, Spacious Family Home

Peaceful Mountain View Retreat

10.0 out of 10, Exceptional, (11)
"Perfect ski getaway. We loved Crotched Mountain and the peaceful retreat when we returned back to the property. "
Peaceful Mountain View Retreat

Cozy Updated Log Cabin with Mountain Views close to Monadnock

9.4 out of 10, Exceptional, (25)
"Very nice, clean, and great area. We enjoyed it very much!"
Cozy Updated Log Cabin with Mountain Views close to Monadnock

Downtown Hot Tub Escape

9.6 out of 10, Exceptional, (16)
"Property was easy to locate. The rooms were perfect! Hot tub was fantastic! "
The price is £358
includes taxes & fees
25 Aug - 26 Aug
Downtown Hot Tub Escape

Charming Chester Farmhouse – peaceful and close to everything!

9.6 out of 10, Exceptional, (12)
"Great location. Beautiful house. All the amenties. We came up for a ski trip and it was perfect. "
The price is £322
includes taxes & fees
12 Aug - 13 Aug
Charming Chester Farmhouse – peaceful and close to everything!

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

10.0 out of 10, Exceptional, (5)
"Besides it being a *bit* cold, our stay was great! Very close to Brattleboro and a bunch of other walkable towns. Great hiking areas. The yurt was so cute and had pretty much every cooking supply you could need. Will be back again in warmer weather! :)"
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

10.0 out of 10, Exceptional, (53)
"Would recommend if anyone wants a quiet, peaceful getaway."
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

Charming 1-bedroom hotel in peaceful Newfane with AC, WiFi

10.0 out of 10, Exceptional, (1)
"This was the definition of a New England inn!! Super cute and the staff were fantastic! They were so helpful! I would definitely stay here again!! "
The price is £195
includes taxes & fees
12 Aug - 13 Aug
Charming 1-bedroom hotel in peaceful Newfane with AC, WiFi

16 ppl 2 hot tubs, game room, fire pit

9.8 out of 10, Exceptional, (8)
"Clean, lots of space, helpful host, hot tub was also nice"
The price is £480
includes taxes & fees
12 Aug - 13 Aug
16 ppl 2 hot tubs, game room, fire pit

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

10.0 out of 10, Exceptional, (13)
"What an absolutely charming place!! It was so lovely staying here. This place is exactly what we wanted... a little weekend escape not too far from home, nestled in the woods. Absolutely beautiful. The hosts were so kind, too!"
The price is £165
includes taxes & fees
9 Sept - 10 Sept
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

10.0 out of 10, Exceptional, (13)
"We very much enjoyed our stay in this historic, architecturally significant home. We would definitely stay here again."
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (160)
"Thank you for a peaceful weekend away in a charming cottage!"
The price is £278
includes taxes & fees
19 Aug - 20 Aug
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Waterfront Log Cabin

9.4 out of 10, Exceptional, (40)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin

Family Friendly Hilltop House In Putney Vermont

9.4 out of 10, Exceptional, (56)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
The price is £218
includes taxes & fees
18 Aug - 19 Aug
Family Friendly Hilltop House In Putney Vermont

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"The folks are SUPER and made me feel very welome"
The price is £182
includes taxes & fees
3 Sept - 4 Sept
Wellness Getaway with a Personal Sauna, and Private River Beach!

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

10.0 out of 10, Exceptional, (54)
"We had so much fun between swimming and having a fire . The place is beautiful and private and yet not to far from everything."
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Pet-friendly Farmhouse, near hiking!

10.0 out of 10, Exceptional, (1)
"We had an absolutely amazing time at Ranny Brook Farm. Despite being right on a main road, the property feels like your own secluded little world — perfect for relaxing and unwinding. Our boys, Maverick and Moose (Gordon Setters), were in absolute heaven running free in the huge 1-acre yard. They ran hard and crashed harder every night!The humans loved the cozy fire pit, relaxing hot tub, fantastic kitchen, and the double living rooms that gave us plenty of space. My husband turned into...
Pet-friendly Farmhouse, near hiking!

Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

9.8 out of 10, Exceptional, (17)
"Very clean, well equipped and thoughtfuly supplied. An extra bonus were the great assortment of books, games, movies, and puzzles available. A great deal of experience and generosity went into choices made, and it was much appreciated. "
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

Spacious 7-bedroom cabin in charming Grafton with fitness room, sauna & hot tub

10.0 out of 10, Exceptional, (2)
"A perfect getaway for a large group of friends getting together for a reunion. Beautiful property and location, and fantastic amenities. Would absolutely recommend and stay again!"
Spacious 7-bedroom cabin in charming Grafton with fitness room, sauna & hot tub

Beautiful, private log cabin with huge, relaxing screened porch

10.0 out of 10, Exceptional, (39)
"The cabin was perfect for me and my extended family. It was clean comfortable and had everything we needed for a great stay."
Beautiful, private log cabin with huge, relaxing screened porch
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

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?

Downtown Hot Tub Escape: This holiday home rental outside of Surry offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

What’s there to see and do in Surry?

While exploring the area, visit family-friendly sights like Friendly Farm, or get outside and enjoy nature at Ashuelot River. In the wider area, you’ll find Brentwood Golf Course and Walpole Mountain View Winery.

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.