Vacation rentals in Town of Guilford

"Peaceful Up-State GETAWAY on 66acres"

A beautiful home with an artistic flair situated on 66 acres just 2 miles outside of the town of Bainbridge, NY. The interior offers beautifully decorated hand-painted wood floors, a bright and roomy kitchen and bathroom plus two comfortable bedrooms. The living room is big and spacious with views of rolling hills, a private pond, and farm fields. The proximity to the Finger Lake trails, Catskills and Ithaca, makes this location desirable for hikers, winter sports fans, and nature lovers alike!

✨Lakeside Reflections

🚣‍♂️ Lakeside Reflections is a year-round lakeside cottage in the quiet upstate NY countryside with pristine views of Lake Gerry. 🌻 Come enjoy a peaceful nook of historic Oxford complete with gardens, decks, docks, boats, and modern amenities. ♨️ Grill out on the lakefront deck, or fish directly off the deck! 🛶 Jump in the lake, or take a kayak, paddle boat, or walk around the lake. 🔥 Have a campfire (BYO wood) 🎟️ Enjoy one of the many local attractions (see our Airbnb guidebook for ideas)

Hemlock Hideaway – Luxury Cabin - Relax & Getaway

Escape to Hemlock Hideaway: a secluded Upstate NY cabin where modern design meets 180 acres of untamed wilderness. This cozy cabin features an expansive, glass-walled living space designed to immerse you in nature. From morning wildlife sightings overlooking the beaver dam to afternoon paddles on the water and hikes across 180 pristine acres, adventure is right at your doorstep. End your night stargazing by the fire in total privacy. It’s the ultimate escape to relax, reconnect, and recharge.

Breezy Meadow

My place is close to Oxford and Norwich NY .You’ll love my place because of Country living at its finest pond,stream, 20 acres,nature trails spectacular views from every window. Brand new beautiful custom kitchen with stainless steal appliance. Spa like bathroom. The price is based on double occupancy any additional guest will be charged $40 per guest per night Dog fee is $30 per dog maximum 2 dogs. Second sleeping space has no door w/2 twin beds bathroom is in between the 2 sleeping rooms

Beaver Palace Studios and Estates relaxing getaway

Your total getaway from the city and/or hectic life. We offer a very private and personal space for you to unwind and relax Everything on the property is handmade/built by owners. The grounds are very private. There is an abundance of wildlife and 50+ acres of private grounds to explore. Both owners are artists and world travelers. This stay is casual, relaxing and a real get away from it all. Hosts just down the lane for any assistance. Please book accurately # of people and # of pets.

The Mill House: An Enchanting Stream-Side Retreat

Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

"Wilma" - Riverfront Cabin

This recently improved riverfront cabin, has a style all its own. Open entertainment space extends on to the 40 ft long deck. The many windows and doors allow nature in, complementing the locally sourced live edge countertops in the kitchen. Beautiful views are seen of the lush landscaping, river and distant mountain, from every room. The kitchen offers all ammenities, such as a dishwasher, large french door style refrigerator, and a ton of storage along with ample countertops.

Tamson House

Tamson House is a beautiful, environmentally low-impact house set on 22 wooded acres in the rural town of Guilford in upstate New York. It features a large, open floor plan, many windows offering lots of natural light and views of the surrounding woods from every room. A screened in porch and a large back deck allow you to enjoy the outdoors from the house in comfort. At the same time the house is designed for the person who wants to settle in for a quiet day with a favorite book.

Lakefront A-Frame | Hot Tub, Sauna, Fire Pit

Escape to Hancock A-Frame, a romantic lakefront hideaway tucked into the woods of Hancock, New York. Designed for couples, this serene retreat offers direct lake access just steps from the back deck—perfect for swimming, paddleboarding, or launching the canoe right into the water. Relax on the deck with a hot tub, lakeside sauna, grill, and intimate outdoor dining overlooking the lake. Very cozy and surrounded by nature, it’s a perfect year-round escape for two.

City of Norwich lovely upstairs dream on Elm St.

Enjoy easy access to everything from this perfectly located home base. This second floor unit is a private place that is spotlessly clean and steps away from all the downtown amenities choose our place. We take care of many details to make our guests feel so welcome. The private driveway leads to a designated parking area. Newly renovated, this place is the perfect lodging for working people who appreciate a good night's sleep in a very nice environment.

Half Moon: Fairytale Catskills Retreat

Enjoy nature in style at this fairytale in the forest. This idyllic escape combines whimsical structures, curated gathering spaces and a private wooded hillside surrounded by hiking trails and quaint towns. Disclaimer: This is a rustic cabin. Heating is from a wood-burning stove, there is no AC. The bath house is a separate structure from the cabin, up a hillside with stone steps. Cooking is via charcoal grills, small outdoor kitchenette or fire.

Pondside Chalet · Loft Soaking Tub · Sauna+Hot Tub

Welcome to the Oasis Skylight nestled on 10 acres of land in natural surroundings. A stylish retreat that blends luxury and nature with vaulted ceilings, sleek black-and- natural wood design, and panoramic windows. Enjoy a fully stocked chef’s kitchen, cozy custom nooks, and a lofted soaking tub. Outside, unwind in the hot tub sauna and spa or by the beautiful pond, all surrounded by serene mountain views.