Surprise Vacation Rentals
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Vacation Rentals in Surprise
Maplewood Manor, 8BR w/ Hot Tub, Gym, Fire Pit, Near Hunter/Windham Skiing
Jewett NY
With a stay at this vacation home in Hunter, you'll be within a 15-minute drive of Hunter Mountain and Windham Mountain Resort.
Hot Tub
Kitchen
Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths Sauna great location
Lanesville NY
With a stay at this vacation home in Hunter, you'll be on the waterfront, within a 5-minute drive of Hunter Mountain and Catskill State Park.
Kitchen
Pet friendly
Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!
Windham NY
With a stay at this vacation home in Windham, you'll be in the mountains, within a 10-minute drive of Windham Mountain Resort and Windham Country Club.
Kitchen
Washer
Your peaceful, private retreat, escape with friends & family! Incredible views!
Oak Hill NY
With a stay at this vacation home in Medusa, you'll be in the mountains, and 25.6 mi (41.2 km) from Hunter Mountain and 16.3 mi (26.3 km) from Windham Mountain Resort.
Hot Tub
Kitchen
StarryPinesCottage w Salt Hot Tub & Cedar Sauna Mins to Slopes
Catskill NY
Located in Palenville, this vacation home is a 1-minute drive from Catskill State Park and 5 minutes from Vinnie's Farm Market.
Hot Tub
Kitchen
Heart of Hunter Village; across MT!FaLL Special3rd nt half OFF!”wknd stay
Hunter NY
When you stay at this vacation home in Hunter, you'll be in the mountains, within a 15-minute walk of Hunter Mountain and Catskill State Park.
Hot Tub
Kitchen
Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill NY
$307 nightly
The price is $332 total per night
$332 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Located in Catskill, this vacation home is in a rural location, within a 10-minute drive of Cairo Town Hall and Angelo Canna Town Park.
Kitchen
Free WiFi
Charming Catskill getaway walking distance to Main St. Pet-friendly!
Catskill NY
With a stay at this vacation home in Catskill, you'll be a 5-minute walk from Thomas Cole National Historic Site and 7 minutes by foot from Greene County Council on the Arts.
Kitchen
Washer
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham NY
$220 nightly
The price is $238 total per night
$238 total
Dec 14 - Dec 15
Total with taxes and fees
With a stay at this vacation home, you'll be centrally located in Windham, within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
Kitchen
Free WiFi
Ski Mountain Chalet w/ Hot tub, Fireplace, Game Room -Windham Mountain
Hensonville NY
With a stay at this vacation home in Windham, you'll be within a 15-minute drive of Hunter Mountain and Windham Mountain Resort.
Hot Tub
Kitchen
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.
Surprise Vacation Rentals essential information
Accommodation | 567 Vacation Rentals |
|---|---|
Lowest Price | $238 |
Highest Price | $332 |
Popular accommodation | Maplewood Manor, 8BR w/ Hot Tub, Gym, Fire Pit, Near Hunter/Windham Skiing, Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths Sauna great location, Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!, Your peaceful, private retreat, escape with friends & family! Incredible views!, StarryPinesCottage w Salt Hot Tub & Cedar Sauna Mins to Slopes, Heart of Hunter Village; across MT!FaLL Special3rd nt half OFF!”wknd stay, Modern Luxurious Cabin, Catskills - The Tiny Nook, Charming Catskill getaway walking distance to Main St. Pet-friendly!, TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores, Ski Mountain Chalet w/ Hot tub, Fireplace, Game Room -Windham Mountain, Big 3 Bedroom house exactly 1 mile from the base lodge, Leeds Get Away |