Surprise Vacation Rentals

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Check prices for these dates

In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30

Vacation Rentals in Surprise

Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
9.4 out of 10, Exceptional, (71)
"Really beautiful place to enjoy nature with family!!"
The price is ￥19,098
￥26,224 total
includes taxes & fees
Sep 9 - Sep 10
Postcard Cabins Eastern Catskills
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (117)
"Great stay!"
The price is ￥19,238
￥21,548 total
includes taxes & fees
Sep 8 - Sep 9
Micosta Leisure Inn
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exterior

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

8.2 out of 10, Very Good, (46)
"Perfect place to reconnect with natural world and yourself"
The price is ￥18,506
￥24,043 total
includes taxes & fees
Sep 7 - Sep 8
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
A Spectacular 50 Mile View of the Hudson Valley in all seasons
Exterior

A Spectacular 50 Mile View of the Hudson Valley in all seasons

9.8 out of 10, Exceptional, (92)
"Had an absolutely fantastic time. Beautiful property and the owners are incredibly kind and welcoming "
A Spectacular 50 Mile View of the Hudson Valley in all seasons
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Exterior

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

9.8 out of 10, Exceptional, (27)
"Great location "
The price is ￥22,252
￥47,056 total
includes taxes & fees
Sep 18 - Sep 19
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
Dining

PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals

8.4 out of 10, Very Good, (62)
"The home was nice and cozy. The owner was soo nice and soo responsive. Great place fo rent. "
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
Jessie's Harvest House
Bar (on property)

Jessie's Harvest House

10.0 out of 10, Exceptional, (1)
"For the location it is located it is a great place to stay. The rooms were clean and the beds and sheets were great. There is a restaurant on property so need to go far for something to eat. If I am ever in the area again I would definitely stay again. "
The price is ￥15,989
￥28,348 total
includes taxes & fees
Sep 7 - Sep 8
Jessie's Harvest House
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Exterior

THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (270)
"BE"
The price is ￥53,298
￥131,593 total
includes taxes & fees
Sep 8 - Sep 9
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Sioux Tipi on Chloe's Lake
Exterior

Sioux Tipi on Chloe's Lake

9.6 out of 10, Exceptional, (5)
"This was such a cool experience Id love to go back! "
The price is ￥16,286
￥21,557 total
includes taxes & fees
Sep 8 - Sep 9
Sioux Tipi on Chloe's Lake
cozy retreat with modern amenties
In-room dining

cozy retreat with modern amenties

2.0 star property
The price is ￥32,300
￥46,018 total
includes taxes & fees
Sep 6 - Sep 7
cozy retreat with modern amenties
Charming Yacht on Catskill Creek
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Charming Yacht on Catskill Creek

9.8 out of 10, Exceptional, (8)
"Melisa, the owner, couldn't have made more pleasant and been more available. Without be intrusive. Can only add " if your looking for a different experience. This is it" "
The price is ￥19,321
￥33,019 total
includes taxes & fees
Sep 11 - Sep 12
Charming Yacht on Catskill Creek
Beautiful new house 3/4 mile from Hunter Mountain
Exterior

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (133)
"Great location! Perfect size house for a large family. Had a great time!"
Beautiful new house 3/4 mile from Hunter Mountain
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Fridge, microwave, oven, stovetop

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 "
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Peaceful River Retreat with Fireplace & Panoramic Views
Fridge, microwave, oven, stovetop

Peaceful River Retreat with Fireplace & Panoramic Views

10.0 out of 10, Exceptional, (14)
"Very nice location, beautiful views of the Hudson river . Modern house, clean and good amenities. Owner was responsive to any question we had. We really enjoyed our stay, would highly recommend. "
Peaceful River Retreat with Fireplace & Panoramic Views
Rose Cottage
Outdoor dining

Rose Cottage

9.0 out of 10, Wonderful, (7)
"It's so peaceful there. It was lovely."
Rose Cottage
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres
Microwave, oven, stovetop, dishwasher

9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres

9.6 out of 10, Exceptional, (9)
"Amazing home, fantastic host. Beautiful decor, comfortable beds and great amenities. Host was very friendly and responsive. Couldn't have asked for a better vacation. "
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres
<br>Escape to our incredibly private home on 30 acres!
Fridge, microwave, oven, stovetop

<br>Escape to our incredibly private home on 30 acres!

10.0 out of 10, Exceptional, (141)
"If you’re looking for a quiet, hidden retreat with endless things to do, this is your spot! Such a gem tucked away into the woods. "
<br>Escape to our incredibly private home on 30 acres!
The Lakeshore House
Property grounds

The Lakeshore House

10.0 out of 10, Exceptional, (1)
"Excellent stay!"
The price is ￥71,804
￥118,724 total
includes taxes & fees
Sep 7 - Sep 8
The Lakeshore House
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Fridge, microwave, oven, stovetop

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

10.0 out of 10, Exceptional, (11)
"Beautiful location in a well kept property! Highly recommend it."
The price is ￥18,506
￥31,819 total
includes taxes & fees
Sep 14 - Sep 15
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Private Yacht on Catskill Creek
Property grounds

Private Yacht on Catskill Creek

9.8 out of 10, Exceptional, (26)
"We had a wonderful time on the boat. Melissa and AJ were wonderful hosts, very responsive. The boat tour was a highlight of a great, very relaxing weekend."
The price is ￥21,985
￥36,216 total
includes taxes & fees
Sep 7 - Sep 8
Private Yacht on Catskill Creek
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

Find out more about Surprise

Find out more about Surprise

Search for holiday rentals in Surprise on Expedia! You can easily find your home rentals, villas, holiday apartments in Surprise using one of the methods below:

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Look no further and take a look at our great range of rental properties in Surprise!

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?

Beautiful new house 3/4 mile from Hunter Mountain : This vacation home rental outside of Surprise is located on the waterfront and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 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 garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.