Surprise Vacation Rentals

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Check prices for these dates

Tonight
Oct 27 - Oct 28
Tomorrow
Oct 28 - Oct 29
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Vacation Rentals in Surprise

Balcony
Micosta Leisure Inn
Micosta Leisure Inn
3.0 star property
9.2 out of 10, Wonderful, (127)
"A lovely, comfortable and cozy place to use as a base to explore New York and Massachusetts. The little kitchen is perfect for a nice meal and Steve or host is very helpful. I highly recommend this lovely place!"
United States
Georgine
The price is ￥18,036
￥20,200 total
includes taxes & fees
Nov 21 - Nov 22
Micosta Leisure Inn
Cabin | Terrace/patio
Windham NY Espace
Windham NY Espace
3.0 star property
10.0 out of 10, Exceptional, (1)
"The best "
United States
Miguel
Windham NY Espace
Exterior
Sioux Tipi on Chloe's Lake
Sioux Tipi on Chloe's Lake
9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
United States
Brandon
The price is ￥16,815
￥22,257 total
includes taxes & fees
Nov 2 - Nov 3
Sioux Tipi on Chloe's Lake
Exterior
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.2 out of 10, Very Good, (46)
"A quirky tiny cabin off the beaten path but in need of some upkeep, e.g. toilet not fully attached to the floor in the Tipi room, water has sulphur smell. We were only there for an overnight stay, and I sent a note once we were home, so hopefully the owners get a chance to fix things up! Pricey for its current condition."
United States
Eileen F.
The price is ￥19,108
￥24,825 total
includes taxes & fees
Oct 29 - Oct 30
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Outdoor dining
Rose Cottage
Rose Cottage
9.2 out of 10, Wonderful, (10)
"It's so peaceful there. It was lovely."
United States
Victoria I.
Rose Cottage
In-room dining
cozy retreat with modern amenties
cozy retreat with modern amenties
2.0 star property
The price is ￥33,255
￥47,380 total
includes taxes & fees
Oct 28 - Oct 29
cozy retreat with modern amenties
Exterior
A Spectacular 50 Mile View of the Hudson Valley in all seasons
A Spectacular 50 Mile View of the Hudson Valley in all seasons
9.8 out of 10, Exceptional, (92)
"Secluded yet conveniently located."
United States
Richard G.
A Spectacular 50 Mile View of the Hudson Valley in all seasons
Dining
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
8.2 out of 10, Very Good, (63)
"The home was nice and cozy. The owner was soo nice and soo responsive. Great place fo rent. "
United States
Gina S.
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
Fridge, microwave, oven, stovetop
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
9.4 out of 10, Exceptional, (13)
"Beautiful location in a well kept property! Highly recommend it."
United States
Robert
The price is ￥21,400
￥35,824 total
includes taxes & fees
Oct 28 - Oct 29
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Exterior
Modern Luxurious Cabin, Catskills - The Tiny Nook
Modern Luxurious Cabin, Catskills - The Tiny Nook
10.0 out of 10, Exceptional, (5)
"Great place. Exactly like the pictures. "
United States
robert a.
The price is ￥24,458
￥52,168 total
includes taxes & fees
Oct 28 - Oct 29
Modern Luxurious Cabin, Catskills - The Tiny Nook
Exterior
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
10.0 out of 10, Exceptional, (270)
"House was great. Plenty of beds, great kitchen and large table for all. Kitchen was well stocked. "
United States
Sarah A.
The price is ￥62,061
￥144,453 total
includes taxes & fees
Oct 29 - Oct 30
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Fridge, microwave, oven, stovetop
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
9.4 out of 10, Exceptional, (50)
"Comfortable stay with plenty of room and very close to Hunter Mountain for skiing. Views of the slopes from the hot tub were fantastic "
United States
Chris S.
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Smart TV, fireplace, stereo
Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!
Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!
10.0 out of 10, Exceptional, (59)
"This was a wonderful house and we had a great time."
United States
Lynn G.
Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!
Terrace/patio
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
10.0 out of 10, Exceptional, (5)
"Beautiful property, very accurately represented in listing photos. Very well stocked with every thing you need to host. Lots of fun activities to do in the home. Would definitely recommend"
United States
Andrea S.
The price is ￥54,265
￥62,354 total
includes taxes & fees
Nov 19 - Nov 20
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
Outdoor banquet area
Beautiful Estate! 1,500 OFF NOW w/ Early Booking on a week-long summer vacation!
Beautiful Estate! 1,500 OFF NOW w/ Early Booking on a week-long summer vacation!
9.6 out of 10, Exceptional, (93)
"What a lovely property. Laurie was so kind and helpful checking us in, and the house was so fun. Would absolutely stay here again. "
United States
Daniel R.
Beautiful Estate! 1,500 OFF NOW w/ Early Booking on a week-long summer vacation!
Exterior
LOCATION! LOCATION!LOCATION! Luxurious Ski In/Out Jet-Set Condo NEWLY RENOVATED
LOCATION! LOCATION!LOCATION! Luxurious Ski In/Out Jet-Set Condo NEWLY RENOVATED
10.0 out of 10, Exceptional, (10)
"We loved staying at this condo. The location was amazing for back and forth to the slopes it was so easy! The beds were so comfortable and the house was clean! Communication with the owner was excellent. We will definitely stay again! "
United States
Melissa B.
The price is ￥152,707
￥232,445 total
includes taxes & fees
Oct 28 - Oct 29
LOCATION! LOCATION!LOCATION! Luxurious Ski In/Out Jet-Set Condo NEWLY RENOVATED
Microwave, oven, stovetop, dishwasher
Charming Catskill getaway walking distance to Main St. Pet-friendly!
Charming Catskill getaway walking distance to Main St. Pet-friendly!
10.0 out of 10, Exceptional, (12)
"We had a great stay here! The check in process was super easy and Jiyon was very communicative. The house was super comfortable and conveniently located for a weekend of hiking. Would definitely stay here again!"
United States
Taylor M.
Charming Catskill getaway walking distance to Main St. Pet-friendly!
Exterior
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
9.8 out of 10, Exceptional, (32)
"Great location "
United States
steve p.
The price is ￥22,975
￥50,401 total
includes taxes & fees
Oct 28 - Oct 29
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Terrace/patio
Located in the heart of Hunter, w/ direct views of the slopes, walking...
Located in the heart of Hunter, w/ direct views of the slopes, walking...
9.8 out of 10, Exceptional, (23)
"Beautiful, spacious house. Plenty of space for our large group."
United States
Theresa
Located in the heart of Hunter, w/ direct views of the slopes, walking...
Microwave, oven, stovetop, dishwasher
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres
9.6 out of 10, Exceptional, (10)
"Plenty of bed space for a big group, 2 kitchens, hang out spaces, and nice outdoor area."
United States
Joe V.
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"Will return. This was my 2nd stay. Love this property"
craig 2-night trip
Posted 2 days ago
Hunter Lodge, a Bluebird by Lark

Find out more about Surprise

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Frequently asked questions

Can I find a vacation rental in Surprise?

Yes, there are vacation rentals near top local attractions in Surprise, or you can go with a more remote option if you're looking for relaxation.

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

Charming Catskill getaway walking distance to Main St. Pet-friendly!: This vacation home rental outside of Surprise offers a fireplace, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Surprise?

Explore the area and family-friendly sights such as Zoom Flume, or get out into nature at a spot like Sleepy Hollow Lake. Thomas Cole National Historic Site and Greene County Council on the Arts are a couple of places you'll find in the larger area.

What are vacation rentals like in Surprise?

Vacation rentals are privately owned accommodations you can stay in for a short or long stay in Surprise. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for small groups.