Vacation rentals in Surprise

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Top-rated vacation rentals in Surprise

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Guest favorite

Cabin in Freehold

4.93 out of 5 average rating, 250 reviews

Tiny Home A-Frame with Hot Tub & Creek

Just a little over 2 hours from NYC, the Cozy A-Frame is a 400 sq foot, eco-friendly, creekside cabin set in the Northern Catskills of New York. Our brand new home has been thoughtfully designed to include many indulging comforts while secluded in nature. Take in the calm of the woods from the hot tub or while roasting s'mores at the fire pit. Or turn up the music on the vintage stereo and watch the snow fall. An ideal getaway for those seeking a romantic escape or a change of pace to WFH.

Top guest favorite

A black chicken sits comfortably in a nesting box with an egg resting in front of it. The nesting area is lined with straw, contributing to a natural farm setting.

Apartment in Coxsackie

4.97 out of 5 average rating, 149 reviews

Susie's Climax Creations

Susie's Climax Creations Farm is where you can experience a stay on a farm. The charming farm house is roughly 200 years old, located 2.5 hours from NYC, 25 minutes from the Hudson train station. If you want to stay somewhere safe from Covid-19 exposure this is the place! Susie's Climax Creations is on a quiet dead end street. The apartment has a private entrance and completely self contained. If you would like to see more of the farm animals check out my site located at Kliese140.

Top guest favorite

A welcoming entrance features a wooden deck adorned with a decorative sun motif. Potted flowers add color, while two chairs provide a relaxing spot. The deep blue exterior of the house contrasts nicely with the bright yellow door, creating a charming entryway.

Home in Catskill

4.99 out of 5 average rating, 187 reviews

Athens, NY House - 1 Bedroom "Want to Get Away"?

Athens, NY Entire House - 1 bedroom Quiet Country setting Summertime is a great time to escape to upstate NY. Guests have called it "a very cozy cottage in the woods". It is set back off the road and a great place to get away and unwind. 10 minutes from Exit 21 on the NYS Thruway and is an easy drive to several towns on the Hudson River. They are known for their restaurants, local shops and quaint downtowns. Area features outdoor activities: hiking trails, skiing and kayaking.

Top guest favorite

The bathroom features a circular glass shower enclosure and modern fixtures. A toilet and a small waste bin are positioned beside the shower. Dark curtains frame a window, allowing natural light while maintaining privacy. A soft rug lies on the tiled floor below.

Guesthouse in Cairo

4.98 out of 5 average rating, 180 reviews

Tomte Cottage in the Catskills!

Stay in the heart of the Catskills! 2 Bedroom Cottage with private entrance. One bedroom has a queen bed the other a twin/full bunk bed, suited for up to 5 guests! Cottage has full kitchen and bath w/shower. Wi-Fi and a 50 inch smart tv. Located 18 minutes to Windham and 30 to Hunter for skiing or snowboarding. Whether you are looking for a quiet weekend retreat or family weekend skiing trip, hiking or just exploring, this is the place for you! Self check in for your convenience.

Guest favorite

Cottage in Greenville

4.91 out of 5 average rating, 226 reviews

Historic farmhouse escape on 14 scenic acres

Enjoy the tranquility of King Hill Cottage, nestled in the Hudson Valley's rolling farmland just east of the Catskills. A quiet place in the country for nature lovers, friends & family seeking a peaceful sanctuary to gather and unwind. The farmhouse rests under the shade of giant maple trees, overlooking a private valley alive with an array of colorful birds and wildlife. Explore hiking, golfing, skiing, creek swims, apple picking, and strolling local Hudson Valley river towns.

Top guest favorite

A circle of wooden Adirondack chairs surrounds a fire pit, situated on a sandy area near the riverbank. Lush greenery and trees frame the space, while a modern two-story house can be seen in the background, blending with the natural landscape.

Apartment in Coxsackie

5 out of 5 average rating, 119 reviews

Hudson River Beach House

Explore all the activities the Hudson Valley has to offer and then relax in a room full of windows overlooking the Hudson River. Make a meal in the full kitchen or hang out by the beach, build a fire, play lawn games, read a book or float in the river. For you early risers, the sunrises are spectacular. This 1860 river house is 1/2 mile from the charming Village of Coxsackie NY and a central location to many great destinations such as Hudson, Woodstock, Athens, and Catskill.

Guest favorite

Apartment in Earlton

4.93 out of 5 average rating, 296 reviews

Sweet Farm Stay

Come stay in a fully-outfitted barn apartment with views that look out over the pony paddock and the sheep pasture! For an extra fee we also offer… ** FARM CAMP** perfect for kids & families. 2 hours of farm chores, pony-riding, crafts every morning that you are here. ** CRAFT RETREATS** All-inclusive weekend with up to 7 guests. Wool / wood / kitchen craft. Work on the farm, MAKE stuff, and enjoy the outdoors. DM for more info. Find us on ig — honeyhollowfarmstay!

Top guest favorite

A modern kitchen features a large solid wood island with three stools arranged around it. Pendant lights hang above, illuminating an open space filled with indoor plants. A stainless-steel microwave and other appliances are visible, along with a connection to a cozy living area.

Apartment in Freehold

5 out of 5 average rating, 307 reviews

Mountain View Retreat~Sunny Hill Golf / Skiing

Welcome to Sunny Hill Road ! We are located in a small community of private homes in an open space overlooking the mountains. This one bedroom unit has everything you need to enjoy your stay in the Catskills. Relax on the private deck or inside with amazing views from every window. The kitchen is fully equipped and ready to cook a full meal and then enjoy it in the dining room overlooking the mountains. It is quiet and restful here, amazingly beautiful in all four seasons!

Top guest favorite

A modern cottage interior features large glass doors offering a view of the river and surrounding greenery. Outdoor seating is visible on a deck, with a dining table and chairs framed by the natural landscape. Sunlight filters through the trees, illuminating the space.

Bungalow in Cairo

4.99 out of 5 average rating, 444 reviews

Riverfront-swim & float the river-20 min to Hudson

Modern Scandinavia-style riverfront bungalow on 8 acres. Sit on your deck with twinkle lights for coffee/dinner filled w sounds & views of a rushing river; walk across the river into your own private swimming spot! Perfect for a nature retreat, hiking, swimming, fishing (stocked every April), skiing, work w mountain views or write that novel you have always wanted to finish. 2 hrs from the George Washington Bridge. Level 2 EV charger. Hate has no home here-all are welcome.

Guest favorite

Farm stay in Coeymans Hollow

4.86 out of 5 average rating, 664 reviews

Magic Forest Farm's Mountain View Suite

Our 225 acre farm is predominantly forested, with miles of hiking trails and incredible views. Nestled in the foothills of the Catskills near Albany, we are the last home on a dead end road and have multiple secluded rentals. We are a homestead devoted to the principles of organic farming and self reliance. We grow much of our own food and forge many types of wild mushrooms. You will be sure to enjoy friendly animals around the farm and a private fenced Koi pond.

Guest favorite

The charming chalet-style A-Frame is surrounded by trees, featuring a triangular roof and wooden exterior. Warm lights illuminate the front entrance, highlighting the symmetrical windows. A pathway leads to the door, set against a tranquil outdoor setting with a gravel surface.

Cabin in Cairo

4.94 out of 5 average rating, 128 reviews

Cozy Catskill A-Frame on 4-Acres

30mins +/- to premier skiing/snowboarding at Hunter and Windham Mountains! Escape to our charming chalet-style A-Frame, nestled between the Catskills and Hudson Valley in the hamlet of Cairo, NY, minutes away from I-87. Perfect for friends, couples, or families, this cozy retreat offers easy access to Catskills hiking, quaint upstate towns, or a perfect staycation. Unwind on the expansive deck, gather around the fire pit, or cozy up inside this unique cabin.

Guest favorite

Home in Greenville

4.87 out of 5 average rating, 244 reviews

Beautiful Fall cabin, North Catskills/Greenville

The house is located in the Catskills, Greenville, NY, (Green County). I built my home in 2013 at the end of a private road surrounded by 11 acres. The house is fully furnished with all the amenities. It has a beautiful view of the Catskill mountains from a huge front deck where you can sit and relax, unwind and/or have an outdoor cookout. It is complete with a covered outdoor picnic table and lawn chairs for sunbathing or just simply relaxing.