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Search Chalets in Surprise from CA $240

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Surprise chalets

A wooden deck with wicker chairs and a table, a wooden cabin, and a neatly trimmed hedge.

1. Jessie's Harvest House

Jessie's Harvest House
Tannersville
8.8 out of 10, Excellent, (5 reviews)
"cute little spot! very nice place to stay"
United States
David R.
The price is CA $163
CA $275 total
includes taxes & fees
Oct 1 - Oct 2
Jessie's Harvest House
A log cabin with a porch, a staircase, and a garage.

2. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.4 out of 10, Exceptional, (31 reviews)
"Everything was fantastic.We would recommend the place to everyone."
United States
Mary C.
The price is CA $180
CA $303 total
includes taxes & fees
Sep 8 - Sep 9
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
A picnic setup with a wine glass, bottle, cheese, tomatoes, and grapes on a wooden table with a view of a grassy field and hills.

3. Relaxing Mountain Hideaway - Hot Tub & Outdoors

Relaxing Mountain Hideaway - Hot Tub & Outdoors
Hensonville
10.0 out of 10, Exceptional, (3 reviews)
"Great house and great host! Very convenient location particularly to Windham Mountain. "
United States
Kyrill A.
The price is CA $330
CA $1,115 total
includes taxes & fees
Sep 7 - Sep 8
Relaxing Mountain Hideaway - Hot Tub & Outdoors
A wooden deck with wicker chairs and a table, a wooden cabin, and a neatly trimmed hedge.

4. Jessie's Harvest House

Jessie's Harvest House
Tannersville
The price is CA $163
CA $275 total
includes taxes & fees
Oct 1 - Oct 2
Jessie's Harvest House
A multi-story building with "NY LOTTERY" signage, featuring a modern architectural design with a mix of brick and glass facades.

5. cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
The price is CA $241
CA $364 total
includes taxes & fees
Sep 19 - Sep 20
cozy retreat with modern amenties
A snowy landscape with a wooden deck and a house in the background.

6. Beautiful Windham Chalet 2 minutes to Town and the Mountain

Beautiful Windham Chalet 2 minutes to Town and the Mountain
Windham
10.0 out of 10, Exceptional, (3 reviews)
"Very easy to check in and check out. Very excellent instructions and welcoming atmosphere. "
United States
John K.
The price is CA $558
CA $931 total
includes taxes & fees
Sep 14 - Sep 15
Beautiful Windham Chalet 2 minutes to Town and the Mountain
A wooden deck with wicker chairs and a table, a wooden cabin, and a neatly trimmed hedge.

7. Jessie's Harvest House

Jessie's Harvest House
Tannersville
The price is CA $163
CA $275 total
includes taxes & fees
Oct 1 - Oct 2
Jessie's Harvest House
An outdoor dining area with a grill, wooden table, wicker chairs, and a stone wall backdrop.

8. Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit

Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
Windham
10.0 out of 10, Exceptional, (9 reviews)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
United States
Michael L.
The price is CA $1,353
CA $2,607 total
includes taxes & fees
Sep 7 - Sep 8
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
A wooden deck with wicker chairs and a table, a wooden cabin, and a neatly trimmed hedge.

9. Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.0 out of 10, Wonderful, (8 reviews)
"Everything's done online and great food within mins from the stay. Very accommodating and pet friendly! Super easy to communicate and fast response no matter the time! "
United States
Jennie D.
The price is CA $130
CA $240 total
includes taxes & fees
Sep 14 - Sep 15
Jessie's Harvest House Suite
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 Surprise Hotel Reviews

Hotel Vienna

Hotel Vienna

8/10 Good
"Clean , comfortable , did not use amenities bc we arrived too late . They had an indoors pool , a couple of places where you could make and sit by the fire and a corn hall . Breakfast was ok . Cereals, variety of coffees or tea . Various croissants and yougurt !"
Roxana 1-night trip
Posted 12 hours ago
Hotel Vienna

Find out more about Surprise

Surprise Chalets information

Number of reviews
59
Accommodation
42 Chalets
Lowest Price
CA $240
Highest Price
CA $2,607

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