Surprise Holiday Rentals

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Holiday Rentals in Surprise

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (89)
"Great! Had everything you could need and a great view of you wanna sit outside! Very friendly and handsome kitty walking around!!! Thank you!"
The price is NZ$214
includes taxes & fees
26 Nov - 27 Nov
Micosta Leisure Inn

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

8.2 out of 10, Very good, (42)
"We had a great time at the cabin! It was the perfect escape from the city. The view was gorgeous, and the cabin had everything we needed. We also tried to use the canoe but the padlock is stuck, it might be rusted/need to be replaced. Otherwise everything was perfect!"
The price is NZ$249
includes taxes & fees
27 Nov - 28 Nov
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter

10.0 out of 10, Exceptional, (143)
"A Big House has enough rooms and beds. Had mostly everything needed, and owner able to answer questions and solve problem in time. the backyard and forest would be better view in spring or summber. "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (97)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court

Charming Cottage in Private Lake Community (Pet-Friendly!)

9.8 out of 10, Exceptional, (24)
"The White Bunny Cottage is a charming place. It is beautifully decorated and spotless! We enjoyed making dinner and using the tableware and baskets. Perfect for entertaining family. The country setting was perfect. Very quiet. Grocery and wine shop near by. Easy access to points of interest along the Hudson River. I would highly recommend the White Bunny Cottsge. "
Charming Cottage in Private Lake Community (Pet-Friendly!)

Rose Cottage

9.6 out of 10, Exceptional, (4)
"Overall was a great stay at the Rose Cottage! Loved the fireplace and the location was phenomenal! Great communication and there was a noise at night from what seemed to be a critter in the attic, which I communicated about with the owner- so that should be taken care of ! "
Rose Cottage

7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim

10.0 out of 10, Exceptional, (212)
"We had a fantastic stay in Valentyna's home. We had a large group of 16 at the home during labor day weekend. We found the house large, clean, updated and had plenty of space. The bedrooms are roomy, the living spaces are even larger than pictured, and the five different outdoor areas are fantastic. The house has every amenity you can ask for. Direct lake access is steps from the house and the house is close to Hunter for the winter months. We had a great time and would happily stay again. "
The price is NZ$1,281
includes taxes & fees
26 Nov - 27 Nov
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim

Charming Artist's Retreat

9.8 out of 10, Exceptional, (129)
"Escaped Long Island’s noise, traffic and overall stress . Listened to owls, watched birds soaring, kicked up leaves and gazed at the periwinkle colored mountains while perched on a bench. Felt safe enough knowing civilization was near enough, would have liked a landline phone just in case of an emergency "
Charming Artist's Retreat

LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend

9.6 out of 10, Exceptional, (45)
"We really enjoyed our stay in Hunter. The house met our needs well for a large family gathering. The hot tub and game room were excellent. Beutiful inside.It is close to shopping and hiking trails in the area. We did a lot of cooking and could have used larger cutting boards and baking/roasting pans. Be aware that the house is right on the main road into Hunter. The pinball machine was frustrating at times because the ball would get stuck.Overall it was a great stay."
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend

Beautiful House 1 Mile From Hunter Mountain

9.6 out of 10, Exceptional, (121)
"My family really enjoyed their stay at this house. The kids were super excited about the game room. The house is very clean and in a perfect location for the activities you want to do. They have everything you need to make your vacation as enjoyable as possible. Communication with the host was excellent, he was an accessible person. Highly recommended."
Beautiful House 1 Mile From Hunter Mountain

GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.

9.8 out of 10, Exceptional, (7)
"Our stay was really nice. The house was clean and had everything we needed. We loved being able to walk into town. "
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.

River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

9.8 out of 10, Exceptional, (12)
"We had a wonderful time in Catskill! The house was lots of fun and had tons of space for everyone. We reached out with some questions before our stay and never received a response, many of the outlets didn’t work and the house could have used an extra cleaning before we arrived but overall we had a great time. "
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (90)
"The house and its amenities were perfect for our group, and the host was easy to communicate. "
The price is NZ$1,185
includes taxes & fees
26 Nov - 27 Nov
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (122)
"Our family had a fantastic stay. The house was perfect for kids, with plenty of space and a lovely atmosphere."
Beautiful new house 3/4 mile from Hunter Mountain

Catskills Windham Hunter Mountain Cabin Getaway

9.0 out of 10, Wonderful, (25)
"Quiet stay in the mountains in the summer."
The price is NZ$1,249
includes taxes & fees
1 Dec - 2 Dec
Catskills Windham Hunter Mountain Cabin Getaway

Beautiful House 0,5 Mile From Hunter Mountain

9.8 out of 10, Exceptional, (196)
"Very accommodating host! Thanks for the stay. Definitely consider staying again! Lovely layout, airy, roomy. Host generous with paper goods etc. Thanks for a great vacation!"
Beautiful House 0,5 Mile From Hunter Mountain

THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (260)
"This place is the best! We’ll keep coming back. "
The price is NZ$1,430
includes taxes & fees
26 Nov - 27 Nov
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

NEW Modern Streamside Cabin near Hunter Mountain

10.0 out of 10, Exceptional, (27)
"We had a wonderful weekend stay. Our group consisted of 3 college friends meeting midway. The property is very attractive, very clean, and well supplied. Our hosts were very responsive, and quick to answer questions. Would definitely return!"
NEW Modern Streamside Cabin near Hunter Mountain

SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

9.8 out of 10, Exceptional, (19)
"Really love the mountains and fall leaves and lots to do and see in the area, unlike some resort towns. The accommodations were very nice, thank you! "
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths close to everything

10.0 out of 10, Exceptional, (39)
"Thank you for having us, the house was clean, well appointed and provided a great place for our friend group to get together for a weekend!"
Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths close to everything
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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Other types of properties in Surprise you may be interested in

Comfort Inn Glenmont - Albany South

2.5 star property
7.8 out of 10, Good, (891)
"Great spot and just 8 minutes to downtown Albany. I had a good night sleep 😴 enjoy"
The price is NZ$178
includes taxes & fees
22 Dec - 23 Dec
Comfort Inn Glenmont - Albany South

Hunter Lodge, a Bluebird by Lark

3.0 star property
9.2 out of 10, Wonderful, (529)
"Property smells amazing "
The price is NZ$340
includes taxes & fees
26 Nov - 27 Nov
Hunter Lodge, a Bluebird by Lark

Howard Johnson by Wyndham Saugerties

2.0 star property
7.4 out of 10, Good, (1010)
"why I return to HJ—easy access from interstate, restaurant next door, rooms are clean and surprisingly quiet."
The price is NZ$223
includes taxes & fees
26 Nov - 27 Nov
Howard Johnson by Wyndham Saugerties
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Can I find a holiday rental in Surprise?

Yes, there are holiday rentals close to the most popular sights in Surprise, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Surprise has to offer?

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter: This holiday home rental outside of Surprise is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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. Thomas Cole National Historic Site and Greene County Council on the Arts are a couple of places you'll find in the wider area.

What are holiday rentals like in Surprise?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Surprise. Holiday rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.