The Beaches Estates - 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 $258
         

10.0 (25 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Come and stay at our Catskill Hideaway! Freehold, NY From US $240
         

10.0 (22 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Catskills Winter Getaway w/Game Room From US $291
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Visit Chill House: 15 miles from Windham. Hot Tub & Ping Pong! From US $529
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
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 96+ Luxury Places to Stay in or Near Surprise
Sleeps 52 - The Carter Bridge Estate From US $3,149
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pond House at Carter Bridge Estate From US $1,351
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Field House at Carter Bridge Estate From US $1,302
         

New
House
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  • Pet Friendly
Great Lodge at Carter Bridge Estate From US $1,230
         

10.0 (2 Reviews)
House
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  • Pet Friendly
Lakeside Catskills Escape Soak, Sip & Stargaze From US $930
         

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

Top-Rated Vacation Rentals with a Pool in Surprise

Over 12+ Top-Rated Vacation Rentals with a Pool in or Near Surprise
Birch & Buck - Stunning Views near Hudson & Hunter From US $896
         

10.0 (1 Review)
House
  • Air Conditioner
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  • Pet Friendly
Rabbit Run at Carter Bridge Estate From US $799
         

10.0 (1 Review)
House
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  • Pet Friendly
The HideAway Tiny Cabin From US $225
         

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8.6 (12 Reviews)
House
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  • Pet Friendly
R&C Getaway From US $572
         

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New
House
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  • Pool

Pet-Friendly Vacation Rentals in Surprise

Over 49+ Pet-Friendly Vacation Rentals in or Near Surprise
Catskills Cabin on 100 Wooded Acres with Lake From US $365
         

10.0 (5 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Striped Bass Lodge at Carter Bridge Estate From US $457
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski From US $435
         

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

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Fox Hollow at Carter Bridge Estate From US $810
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Beaver Lodge at Carter Bridge Estate From US $442
         

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

Large Vacation Homes & Villas in Surprise

Over 20+ Large Vacation Homes & Villas in or Near Surprise
Nature`s Haven: Hot tub, ATV, hiking & fishing! From US $790
         

9.8 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
15 miles to Windham Mountain ! King Bed, Game Room, Out Door Patio From US $270
         

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8.9 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Peaceful mountain getaway From US $335
         

9.6 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
15 Miles from Windham Mountain Cozy Getaway Cottage: King bed/Game Room From US $327
         

Acorn Bungalow & Lodge - Luxury Cabin, Catskills From US $620
         

9.2 (5 Reviews)
House
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  • Parking
  • Pet Friendly
Beautiful log cabin home 9-13 From US $297
         

9.6 (49 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

Surprise Varoom and Airbnb Places to Stay Under $200

Over 12+ Surprise Varoom and Airbnb Places to Stay Under $200
Cozy Catskills Home w/Pond on 2 Acres! From US $143
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Cozy Catskills Home with Pond on 2 Acres! From US $173
         

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9.3 (9 Reviews)
House
  • Parking
  • Accessibility
  • Security/Safety
Rustic Glamping Cabin by creek in Hudson Valley From US $178
         

New
House
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  • Bedding/Linens
  • Wellness Facilities
Guest Cottage in Northern Catskills From US $123
         

Instantly Bookable Vacation Homes in Surprise

Over 26+ 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 $421
         

New
House
  • 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
Hot Tub, Fire Pit: Pet-Friendly Freehold Home! From US $364
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Designer Rtrt w/Hot Tub nr Sking From US $328
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About Surprise Vacation Rentals

With more than 105 Surprise vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Thebeachestates 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 Thebeachestates 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 1113.91 ft² on average, with prices averaging $485 a night.

Thebeachestates 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 74
Cabin Rentals 15
Holiday Apartments 7
Others 4
Cottages 3
Hotels with Suites 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Surprise

Pro Tip: Thebeachestates makes it easy to compare the best listings on Thebeachestates homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Thebeachestates 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