Mount Snow Vermont Rentals - Vacation Rentals in Surprise

Secluded Catskills cabin on a private road. From US $191
         

10.0 (19 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Secluded Catskills cabin on a private road. From US $198
         

10.0 (25 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Come and stay at our Catskill Hideaway! Freehold, NY From US $213
         

10.0 (22 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Catskills Winter Getaway w/Game Room From US $313
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Catskills Retreat with Private Pool, Hot Tub, Fire Pit, Pond, near Hudson From US $665
         

Want to Get Away From it All?! From US $169
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Surprise

Over 107+ Luxury Places to Stay in or Near Surprise
Carter Bridge Estate - Sleeps 52 From US $4,757
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Birch & Buck - Stunning Views near Hudson & Hunter From US $1,288
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Lakeside Catskills Escape Soak, Sip & Stargaze From US $1,099
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Surprise

Over 15+ Top-Rated Vacation Rentals with a Pool in or Near Surprise
Rabbit Run at Carter Bridge Estate From US $490
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Villa Marie From US $140
         

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9.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The HideAway Tiny Cabin From US $225
         

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8.6 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Surprise

Over 59+ Pet-Friendly Vacation Rentals in or Near Surprise
Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski From US $548
         

10.0 (6 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Catskills Cabin on 100 Wooded Acres with Lake From US $342
         

10.0 (5 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Pond House at Carter Bridge Estate From US $837
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Great Lodge at Carter Bridge Estate From US $831
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Fox Hollow at Carter Bridge Estate From US $490
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Cabin in Catskills From US $189
         

10.0 (2 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Surprise on PetFriendly.io

Large Vacation Homes & Villas in Surprise

Over 23+ Large Vacation Homes & Villas in or Near Surprise
Peaceful mountain getaway From US $382
         

9.6 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
15 miles to Windham Mountain ! King Bed, Game Room, OutDoor Patio From US $270
         

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7.9 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
King size bedroom/Outdoor fire pit, Game Room. Cozy getaway cottage From US $344
         

9.4 (20 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Acorn Bungalow & Lodge - Luxury Cabin, Catskills From US $759
         

9.2 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Catskills Lakehouse, Windham Ski, Hot tub, Firepit From US $890
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Field House at Carter Bridge Estate From US $881
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Surprise Vacation Rentals and Airbnb Places to Stay Under $200

Over 14+ Surprise Vacation Rentals and Airbnb Places to Stay Under $200
Cozy Catskills Home w/Pond on 2 Acres! From US $159
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Cozy Catskills Home w/Pond on 2 Acres! From US $178
         

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9.7 (13 Reviews)
House
  • Parking
  • Security/Safety
  • Guest Services
Guest Cottage in Northern Catskills From US $144
         

Instantly Bookable Vacation Homes in Surprise

Over 30+ Instantly Bookable Vacation Homes in or Near Surprise
Cozy cabin in the Mountains. nAC. Dog Friendly From US $229
         

10.0 (1 Review)
Cabin
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Acorn Lodge - Luxury Cabin, Catskills From US $573
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Quiet mornings by the river From US $441
         

New
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Sorry,but this cabin is no longer available to rent From US $216
         

8.2 (11 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Security/Safety
Striped Bass Lodge at Carter Bridge Estate From US $457
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Homestead at Carter Bridge Estate From US $447
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About Surprise Vacation Rentals

With more than 116 Surprise vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Mountsnowvermontrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Surprise.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Mountsnowvermontrentals Surprise, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Surprise. Places to stay near Surprise are 1122.19 ft² on average, with prices averaging US $504 a night.

Mountsnowvermontrentals makes it easy and safe to find and compare vacation rentals in Surprise with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Surprise

Type Count
Vacation Homes 81
Cabin Rentals 17
Holiday Apartments 7
Cottages 4
Others 4
Hotels 2
Villas 1

Use these Quick Filters to Find a Vacation Rental in Surprise

Pro Tip: Mountsnowvermontrentals makes it easy to compare the best listings on Mountsnowvermontrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Mountsnowvermontrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Surprise.

Weather in Surprise

View the weather forecast for Surprise before booking your Surprise Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Surprise Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Surprise?
How many vacation rentals are available in Surprise?

Currently, the total number of properties listed in 2026 is over 116 in the Surprise area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Surprise.