Surprise Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Surprise vacation rentals

1 bedroom, in-room safe, desk, laptop workspace

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (221 reviews)
"Everything was great we can’t wait to return !"
United States
Diana
$199 nightly
The price is $215
May 19 - May 20
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

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

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.0 out of 10, Very Good, (47 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
$145 nightly
The price is $162
May 17 - May 18
Total with taxes and fees
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exterior

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

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Catskill
9.6 out of 10, Exceptional, (39 reviews)
"The house was beautiful, clean, and filled with helpful amenities! "
United States
John C.
$315 nightly
The price is $353
May 14 - May 15
Total with taxes and fees
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Smart TV, video games, offices

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.8 out of 10, Exceptional, (16 reviews)
"The home was extremely clean and nicely appointed. Beds were very comfortable and kitchen was nicely equipped."
United States
Nancy B.
$249 nightly
The price is $270
May 18 - May 19
Total with taxes and fees
Peaceful Cabin w/ Fire Pit & Creek Access
Property grounds

All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (55 reviews)
"Loved the place and would love to come back. "
United States
Georgine
$118 nightly
The price is $132
May 14 - May 15
Total with taxes and fees
All comforts of home
Dining

Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.4 out of 10, Exceptional, (6 reviews)
"Great place to get away. "
United States
Joshua
$249 nightly
The price is $279
May 19 - May 20
Total with taxes and fees
Cozy Cabin-Catskills secluded Mountain retreat
Interior

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.6 out of 10, Exceptional, (15 reviews)
"Host was super welcoming - the pace was gorgeous and had everything we could possibly need! Fabulous stay overall"
United States
Athena P.
$298 nightly
The price is $322
May 19 - May 20
Total with taxes and fees
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Property grounds

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (32 reviews)
"The location was just what we were looking for, the cabin was cozy and clean, and the host was so helpful and welcoming!"
United States
Olivia C.
$126 nightly
The price is $141
May 17 - May 18
Total with taxes and fees
All the comforts of home
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (31 reviews)
"Lovely place almost magical ....the perfect get away . . So well kept."
United States
Nivia
$345 nightly
The price is $372
May 14 - May 15
Total with taxes and fees
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Outdoor dining

Cozy Cabin in Catskills

Cozy Cabin in Catskills
Greenville
10.0 out of 10, Exceptional, (2 reviews)
"A stunning location with the sweetest hosts. I loved being there, it was so hard to leave."
United States
Anna W.
$179 nightly
The price is $193
May 14 - May 15
Total with taxes and fees
Cozy Cabin in Catskills
Pool

Cabin on Mtn, Seasonal Pool Access w Panoramic View! Hike, Golf, Swim, Recharge

Cabin on Mtn, Seasonal Pool Access w Panoramic View! Hike, Golf, Swim, Recharge
Hunter Highlands
10.0 out of 10, Exceptional, (12 reviews)
"We couldn't ask for a better location for snowboarding at Hunter. Nice apartment. We'd definitely go back next time."
United States
Rui
Cabin on Mtn, Seasonal Pool Access w Panoramic View! Hike, Golf, Swim, Recharge
4 bedrooms, iron/ironing board, travel crib, free WiFi

Relaxing Mountain Hideaway - Hot Tub & Outdoors

Relaxing Mountain Hideaway - Hot Tub & Outdoors
Hensonville
10.0 out of 10, Exceptional, (3 reviews)
"Great house and great host! Very convenient location particularly to Windham Mountain. "
United States
Kyrill A.
$541 nightly
The price is $585
May 19 - May 20
Total with taxes and fees
Relaxing Mountain Hideaway - Hot Tub & Outdoors
TV

Charles Cottage Near Warren St New Renovation

Charles Cottage Near Warren St New Renovation
Hudson
$455 nightly
The price is $510
May 14 - May 15
Total with taxes and fees
Charles Cottage Near Warren St New Renovation
Exterior

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (144 reviews)
"Such a beautiful spot and such a welcoming host. The room was comfortable, clean and had everything needed for a perfect stay. We wished we could stay longer. We will be back."
United States
Jeannette
$133 nightly
The price is $150
May 14 - May 15
Total with taxes and fees
Micosta Leisure Inn
Bar (on property)

Jessie's Harvest House

Jessie's Harvest House
Tannersville
$189 nightly
The price is $200
May 14 - May 15
Total with taxes and fees
Jessie's Harvest House
Outdoor dining

Charming Cottage in the Heart of Catskill & Pet Friendly

Charming Cottage in the Heart of Catskill & Pet Friendly
Catskill
10.0 out of 10, Exceptional, (24 reviews)
"Great communication, house was cozy and clean. "
United States
Seth A.
$318 nightly
The price is $356
May 19 - May 20
Total with taxes and fees
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior

Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill
10.0 out of 10, Exceptional, (11 reviews)
"We had an excellent experience. The place was wonderful. A real place to disconnect from everything. We Highly recommend it."
United States
Saul
$316 nightly
The price is $341
May 18 - May 19
Total with taxes and fees
Modern Luxurious Cabin, Catskills - The Tiny Nook
Outdoor dining

Private Yacht on Catskill Creek

Private Yacht on Catskill Creek
Catskill
9.8 out of 10, Exceptional, (28 reviews)
"Host was very responsive and ensured a fun stay for us."
United States
Yannie C.
$250 nightly
The price is $279
May 14 - May 15
Total with taxes and fees
Private Yacht on Catskill Creek
Property grounds

Secluded Catskills cabin on a private road.

Secluded Catskills cabin on a private road.
Greenville
10.0 out of 10, Exceptional, (25 reviews)
"Great spot to relax, super clean, good communication. "
United States
Philip S.
$272 nightly
The price is $294
May 21 - May 22
Total with taxes and fees
Secluded Catskills cabin on a private road.
Exterior

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (44 reviews)
"Perfect stay cozy and convenient "
United States
Ahmad O.
$122 nightly
The price is $132
May 14 - May 15
Total with taxes and fees
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
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

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"Breakfast was great. Parking lot was perfect with enough spot near all doors."
Sabrina 1-night trip
Posted 3 hours ago
Comfort Inn & Suites East Greenbush - Albany

Find out more about Surprise

Everything you need to know about Surprise vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Surprise vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Surprise vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Surprise vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Surprise. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Surprise in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $132 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Surprise rentals

At Expedia, we put the best Surprise vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Surprise rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Surprise vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Surprise. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Private Getaway 10 Mins From Hunter & Windham Mountain: This vacation home rental outside of Surprise is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Sleepy Hollow Lake. Thunderhart Golf Course and Irish Cultural Center 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.