Surprise Vacation Rentals

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Vacation Rentals in Surprise

Postcard Cabins Eastern Catskills

2.0 star property
9.4 out of 10, Exceptional, (51)
"Nice stays 👌 "
The price is CA $232
CA $303 total
includes taxes & fees
Aug 8 - Aug 9
Postcard Cabins Eastern Catskills

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (112)
"Beautiful grounds with the most gracious of hosts. Lovely accommodations! Will stop there again!"
The price is CA $179
CA $193 total
includes taxes & fees
Aug 10 - Aug 11
Micosta Leisure Inn

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

8.2 out of 10, Very good, (43)
"Perfect place to reconnect with natural world and yourself"
The price is CA $172
CA $223 total
includes taxes & fees
Aug 13 - Aug 14
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

cozy retreat with modern amenties

2.0 star property
cozy retreat with modern amenties

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 CA $151
CA $200 total
includes taxes & fees
Aug 18 - Aug 19
Sioux Tipi on Chloe's Lake

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!

Heaven Can't Wait, On Beautiful Kinderhook Lake!!

9.8 out of 10, Exceptional, (84)
"Home our mother's 83rd birthday party cookout at the lake house with a few family members and it was a great day. Everyone loved the house. We enjoyed the stay"
Heaven Can't Wait, On Beautiful Kinderhook Lake!!

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

8.4 out of 10, Very good, (61)
"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

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

9.8 out of 10, Exceptional, (89)
"This was exactly what we needed for a quick getaway after Christmas. Myra & Jerry were fantastic hosts, and the accommodations were cozy. We'd definitely come back. Thanks Myra & Jerry!"
A Spectacular 50 Mile View of the Hudson Valley in all seasons

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

10.0 out of 10, Exceptional, (9)
"Perfect, cozy place to stay for a ski weekend!"
The price is CA $172
CA $297 total
includes taxes & fees
Aug 11 - Aug 12
1 Mile From Ski Slope and Festivals - 125 Nightly Fee

6BR/7bath Luxury home Hot Tub in Hunter Catskills

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay on a weekend trip with family. 6bed rooms and 7 bathrooms. Clean rooms and amenities. Hot Tub and BBQ grill a plus."
6BR/7bath Luxury home Hot Tub in Hunter Catskills

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

9.0 out of 10, Wonderful, (48)
"Great for in town stays"
The price is CA $161
CA $283 total
includes taxes & fees
Aug 13 - Aug 14
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Walk to Ski Lift! Charming Hunter A-Frame

10.0 out of 10, Exceptional, (16)
"Great host. "
Walk to Ski Lift! Charming Hunter A-Frame

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

9.8 out of 10, Exceptional, (27)
"Great location "
The price is CA $211
CA $458 total
includes taxes & fees
Aug 10 - Aug 11
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Private Yacht on Catskill Creek

9.6 out of 10, Exceptional, (23)
"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 CA $204
CA $338 total
includes taxes & fees
Aug 13 - Aug 14
Private Yacht on Catskill Creek

2 bedroom town house with game room

5.8 out of 10, (16)
"Property was easy to get to. Located right off the thruway. House was clean and located close to plenty of shopping options. There was also fast food restaurants located within walking distance. "
2 bedroom town house with game room

Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach

10.0 out of 10, Exceptional, (165)
"We had a fabulous time staying at the property. The game room and karaoke setup was amazing. Enjoyed cooking pizza and the outdoor kitchen. Will definitely look to book again."
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach

Rose Cottage

9.6 out of 10, Exceptional, (5)
"It's so peaceful there. It was lovely."
Rose Cottage

A'Neils Windham Ski Lodge & Family Retreat

10.0 out of 10, Exceptional, (28)
"A wonderful space for a family reunion ski get away. Enough personal space for each while also offering great shared space for warm gatherings and meals. Host was very accommodating and easily available. We would definitely stay again!"
A'Neils Windham Ski Lodge & Family Retreat

Modern Luxurious Cabin, Catskills - The Tiny Nook

10.0 out of 10, Exceptional, (5)
"The Tiny Nook is as cute and charming as the listing suggests, and came well equipped for a short getaway. It was easy to find, quiet, and felt secluded, even as the leaves were falling. The hosts were also very responsive and had some great recommendations of nearby places to visit. "
The price is CA $220
CA $469 total
includes taxes & fees
Aug 13 - Aug 14
Modern Luxurious Cabin, Catskills - The Tiny Nook
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

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?

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores: This vacation home rental outside of Surprise is located in the city center and offers a balcony, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Irish Cultural Center. Sleepy Hollow Lake and Thomas Cole National Historic Site 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.