Surprise holiday rentals

We found 306 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Surprise that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the best amenities for hanging out with the people that matter most, which might include a garden and hot tub. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Surprise

Showing deals for:18 Dec - 25 Dec

Living area
Property grounds
Terrace/patio
Private kitchen
Exceptional
(29 reviews)

Secluded Catskills cabin on a private road.

Greenville

8% off
AU$2,121
for 7 nights, 1 cabin
AU$303 per night
includes taxes & fees
Secluded Catskills cabin on a private road.
Outdoor dining
Exterior detail
Kitchen
Interior
Exceptional
(71 reviews)

Beautiful Modern Swiss Cottage in Athens, NY

Athens

12% off
AU$3,868
for 7 nights, 1 home
AU$553 per night
includes taxes & fees
Beautiful Modern Swiss Cottage in Athens, NY
Dining room
Kitchen
Living room
Sleepy Hollow Lake
Exceptional
(5 reviews)

Spacious Lake Community House near Hudson

Coxsackie

9% off
AU$5,097
for 7 nights, 1 home
AU$728 per night
includes taxes & fees
Spacious Lake Community House near Hudson
Exterior detail
EVERYBODY’s Favorite The four seasons room!
Bird watch, sip your coffee or enjoy an evening cocktail.
The Island and Everything You’ll Need To Create Amazing Meals.
Exceptional
(26 reviews)

Private Catskills Getaway with Gorgeous Mountain View’s

Round Top

8% off
AU$6,108
for 7 nights, 1 home
AU$873 per night
includes taxes & fees
Private Catskills Getaway with Gorgeous Mountain View’s
Living area
Interior
Dining
Interior
Exceptional
(6 reviews)

OMG Modern Country House wrap around deck beautiful sunrise walk to zoom flume.

East Durham

8% off
AU$4,855
for 7 nights, 1 home
AU$694 per night
includes taxes & fees
OMG Modern Country House wrap around deck beautiful sunrise walk to zoom flume.
Private kitchen
Living area
Room
Property grounds
Exceptional
(18 reviews)

Cozy Waterfall Oasis + Firepit

East Durham

8% off
AU$2,997
for 7 nights, 1 home
AU$428 per night
includes taxes & fees
Cozy Waterfall Oasis + Firepit
Exterior
Private kitchen
Interior
view of cottage from the road and parking to the right
Exceptional
(109 reviews)

1930's 1 bedroom cottage updated with charm, pet friendly, near hiking trails

Catskill

8% off
AU$1,109
for 7 nights, 1 cottage
AU$158 per night
includes taxes & fees
1930's 1 bedroom cottage updated with charm, pet friendly, near hiking trails
Porch
Pool
Property grounds
Room
Exceptional
(11 reviews)

Catskill retreat, cozy and comfortable with wood fire and large yard!

Cairo

6% off
AU$3,612
for 7 nights, 1 home
AU$516 per night
includes taxes & fees
Catskill retreat, cozy and comfortable with wood fire and large yard!
Dining
Exterior
Private kitchen
Exterior
Wonderful
(7 reviews)

Elmhurst House/ Town-House - Gnd Floor - 3bd Catskill Mtn View

Leeds

8% off
AU$2,322
for 7 nights, 1 apartment
AU$332 per night
includes taxes & fees
Elmhurst House/ Town-House - Gnd Floor - 3bd Catskill Mtn View

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Surprise getaway

Learn about the unique charm of Surprise with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Surprise

Do you want to find things to do while you're in the area? Venture out of your holiday home and check out everything that makes Surprise a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Zoom Flume (9.1 mi / 14.6 km)
  • Kaaterskill Falls (13.8 mi / 22.3 km)
  • Windham Country Club (14.6 mi / 23.5 km)
  • Mountain Trails Cross Country Ski and Snowshoe Center (15.6 mi / 25.1 km)
  • Windham Mountain Resort (16 mi / 25.7 km)
  • Thunderhart Golf Course (2.7 mi / 4.3 km)

Exploring the natural features in Surprise

Whether you're looking for fun outdoor activities or just want to take in the scenery, Surprise is a great place to get out in nature. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Sleepy Hollow Lake (10 mi / 16.1 km)
  • Kaaterskill Falls (13.8 mi / 22.3 km)
  • Mountain Top Arboretum (13.9 mi / 22.3 km)
  • Art Omi International Arts Center - Fields Sculpture Park (15.4 mi / 24.8 km)
  • Kinderhook Lake (16.8 mi / 27 km)
  • Hudson River (21.3 mi / 34.3 km)

How to get to and around Surprise

Fly into Hudson, NY (HCC-Columbia County), the closest airport, located 14.3 mi (23 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Albany, NY (ALB-Albany Intl.), which is 26.5 mi (42.6 km) away.

Frequently asked questions

What is the best area to stay in Surprise when booking a holiday rental?
When considering a holiday rental in Surprise, New York, a popular area to stay is near the town centre, where you'll find a charming blend of local amenities and attractions. This area boasts a variety of properties, ranging from quaint cottages to more expansive homes, suiting different tastes and budgets.Staying in the town centre provides easy access to delightful spots such as the local parks, where you can enjoy leisurely walks or picnics, and the vibrant farmers' market that often showcases fresh produce and artisanal goods. Additionally, the nearby historical sites offer a glimpse into the region's rich heritage, making it an enriching experience for visitors.Another appealing neighbourhood is situated near the lakes, which not only offers stunning views but also activities like fishing and kayaking. This area tends to have a good selection of holiday rentals, allowing you to immerse yourself in the serene natural surroundings while still being close to local attractions.
When is the best time to visit Surprise for a holiday rental?
The best time to book a holiday rental in Surprise, New York, is during the peak season from October to December. This vibrant period is particularly popular in November, when visitors flock to enjoy the beautiful autumn foliage and partake in local events. With temperatures ranging from 5 to 15 degrees Celsius, the crisp air provides an invigorating backdrop for outdoor activities like hiking and exploring the charming downtown area.November is an ideal month to experience the community spirit, as various festivals and seasonal celebrations take place. It's a wonderful time for families and friends to gather and create lasting memories amidst the stunning fall colours.For those looking to save a bit on their holiday rental, January might be the best choice. While it marks the low season, it offers a quieter atmosphere for visitors who appreciate a more tranquil experience. This time allows for peaceful walks in the serene landscapes and a chance to enjoy the area's natural beauty without the summer crowds.Ultimately, your choice hinges on whether you prefer the lively ambience of the peak season in autumn or the calm serenity of winter.
Are all fees included in the Surprise holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Surprise holiday homes with parking?
Stayz offers a wide selection of holiday homes in Surprise with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Surprise holiday homes?
You can find great discounts on holiday homes in Surprise on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Surprise holiday home booking on Stayz?
To find Surprise holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Surprise?
A long-stay holiday home in Surprise is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Surprise holiday home?
Book your Surprise holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Surprise?
Prices for holiday homes in Surprise vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Surprise to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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