Vacation rentals in Surprise

Sweet Farm Stay

For an extra fee we also offer… ** FARM CAMP** Apr-Dec. Perfect for kids & families. 2 hours of farm chores, pony-riding, crafts every morning. Extra fee: $100/day. ** CRAFT RETREATS** All meals included. Wool/wood/kitchen craft. Work on the farm, MAKE stuff, and enjoy the outdoors. Extra fee: $250/person, min 5 people. **WRITING RETREATS** All meals included. A weekend of intensive writing + a break from internet. Extra fee: $250/person, min 5 people. Find us on ig—honeyhollowfarmstay!

The Earlton - Spacious home w/ fireplace & firepit

Enjoy your time away in a spacious & peaceful new home in the Catskills of upstate New York. Relax & cozy up to the indoor fireplace or have fun with outdoor fire-pit with seating & dining area, great for BBQ & s’mores! Location is central to many historic sites, outdoor activities, tourist attractions & destinations. Nearby attractions include, skiing, hiking & ATV/biking trails, canoeing, boating, local organic farms, antiques & shopping. Forget your worries in this spacious & serene space.

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.

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!

Contemporary Cabin in Catskill Mountains

Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Paws & Pines | Fully Fenced Yard+Dog Park+Hot Tub

Welcome to Paws & Pines 🐾🌲 — a dog-focused Catskills getaway made for the whole pack! With a fully fenced yard + private dog park, your pups can run, sniff & zoom off-leash while you relax. Discover the Ball Library 🎾, agility fun & Happy Tails Boutique 🐶🛍️, while the humans enjoy the hot tub + arcade game room. Tucked away in the Catskills and thoughtfully designed with dogs in mind. Because the best getaways are the ones your dog gets to enjoy, too. 🐾

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.

Birch & Buck - Stunning Views near Hudson & Hunter

Birch & Buck is a stunning escape in the heart of the Catskills, located 2.5 hours from NYC. Set on 13 private acres with unmatched views of the Catskills, surrounded by woodlands, the lodge has 4 bedrooms and 4 en-suite luxe baths. Amenities include a heated swimming pool, wood burning stove, firepit, and access to the best hiking and dining in the region. Windham and Hudson (25 mins), Hunter (30 mins), and Catskill (10 mins) are easily accesible.

Lake House close to Skiing & Indoor Hot Tub

Sleepy Hollow is a small community with lots to offer inside . This home offers so much entertainment you won't even have to leave the driveway . From a pool table, and video games to outside on a luxurious lawn overlooking this private lake. Sit down have a fire , cookout and watch the sun go down. Hunter and Windham mountain are both approx 40 minutes. Hudson is a skip away at 20-25 minutes putting you right on Main Street where all the action is.

Beautiful Summer 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.

The Catskill Equestrian Cabin

Decompress in this beautiful, calm, serene new cabin build nestled in the mountains on a peaceful, private five acre lot, bordering an equestrian center. Walk less than two minutes to see the horses during your stay. The cabin is less than 15 minutes to Windham mountain for winter skiing and under 20 minutes to the popular town of Catskill. This cabin has all the amenities you need for a wonderful stay. We hope to host you soon!

Pineview Lodge – Big Living Room + Built-in Bar

Spacious 4BR Catskills getaway near Catskill, Hudson & Hunter Mountain. Oversized living room with 75" TV, comfy seating, and built-in bar—perfect for group trips, family stays, and entertaining. Fully equipped kitchen, dining area, 2 full bathrooms, and recent renovations throughout. New listing from experienced Airbnb hosts with hundreds of 5-star reviews—book with confidence and enjoy a relaxing, memorable retreat.