Vacation rentals in Town of Guilford

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Top-rated vacation rentals in Town of Guilford

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A charming cottage is framed by vibrant pink rhododendron blooms, creating a striking entrance. A pathway of circular stepping stones leads from the grassy area to the front door, surrounded by lush greenery.
Tiny home in Oxford
4.96 out of 5 average rating, 385 reviews

⭐Wildflower Country Cottage

🏡 Cozy cottage in the countryside. Gardens galore to explore! 🏘 Less than 5 minutes from town 🎟 Many local attractions including: 🦒 Animal Adventure 🏎 Northeast Classic Car Museum 🥾 State Parks, and hiking trails 🚶‍♂️Enjoy an afternoon in the gazebo or take a stroll around any of the many garden paths. 📕 See our guidebook for our favorite local attractions and eateries. ℹ️ Please check out our other listing: Lakeside Reflections https://airbnb.com/h/lakesidereflections

Superhost
A tiny cabin with a unique Japanese-inspired design is nestled among tall trees, accompanied by a gravel pathway and a small fire pit. The cabin's natural wood exterior blends with the forest surroundings, creating a serene atmosphere beside a flowing brook.
Cabin in Downsville
4.87 out of 5 average rating, 343 reviews

Tiny glamping cabin with mineral spring hot tub

This off grid, alternative powered site is located towards the front of a large twelve acre estate, alongside a flowing brook. Elevated over a natural spring that flows year round, the Japanese inspired aesthetics of this private, tiny cabin sits perched atop a deck among the wooded trees overlooking the waterway the mineral spring feeds, but not before filling the in-ground, cedar lined, two person, bubbling hot tub heated with a wood burning stove. One of two glamping sites on the 12 acres.

Top guest favorite
A modern kitchen features sleek white cabinetry and stainless-steel appliances, including a large refrigerator. A spacious island with three red stools offers ample preparation space, while natural light streams in through a nearby window and the glass-paned door.
Home in Guilford
5 out of 5 average rating, 26 reviews

Deer Valley Retreat

Secluded upstate New York location, with absolutely beautiful views. Overlooking Deer Valley and plenty of wildlife. Situated in rural Guilford, ten minutes from Interstate 88. Less than an hours drive to Cooperstown, Oneonta, Norwich, Sherburne, Greene, Hamilton or Sidney. Large covered and open patio where you can not see any lights other than the stars. All new spacious open design with in floor heat and all new furnishings and appliances. Queen & 2 pull out sofas Washer and dryer.

Top guest favorite
Cabin in Otego
5 out of 5 average rating, 40 reviews

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.

Top guest favorite
A modern kitchen features dark cabinetry and a spacious central island topped with polished granite. A vase with delicate flowers sits on the island, complementing the stainless steel appliances and wood accents. Under-cabinet lighting enhances the workspace, providing a bright and functional area.
Apartment in Oxford
4.98 out of 5 average rating, 653 reviews

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

Top guest favorite
A charming cabin is positioned on a grassy knoll, showcasing a wraparound porch with wicker chairs and decorative elements. The structure features a combination of stone and wood materials, with a sloped roof and large windows allowing for natural light.
Cottage in Oxford
5 out of 5 average rating, 404 reviews

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.

Top guest favorite
Home in Deposit
5 out of 5 average rating, 121 reviews

Couples Escape-Sauna-Cold Plunge-HotTub-eBikes

Enjoy a serene escape at the Scandi Farmhouse! Relax in the Finnish sauna, take a plunge in an antique cold tub. Snuggle by the bedroom gas fireplace. Melt away stress in the Hot Tub. Cruise a country road on an eBike. Enjoy a roaring campfire in the Solo Stove. Paddle on a nearby lake. Unwind to the sound of the tumbling brook and enjoy the wildlife. Spin vintage vinyl on the turntable, or strum an Ovation guitar. Enjoy a well equipped kitchen with a Sous Vide & quality cookware.

Top guest favorite
A screened-in porch features a wooden floor and ample natural light, surrounded by trees. Two chairs, one made of plastic and the other woven, sit beside a small table. Sunlight casts gentle shadows, creating a serene outdoor retreat.
Home in Mount Upton
5 out of 5 average rating, 84 reviews

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.

Top guest favorite
Cabin in Hancock
5 out of 5 average rating, 53 reviews

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.

Guest favorite
A rustic cabin is nestled among lush trees, featuring a metal roof and warm, inviting windows. Soft lighting from the windows enhances the natural surroundings, while a stone walkway leads to the entrance, blending harmoniously with the forest landscape.
Place to stay in Downsville
4.88 out of 5 average rating, 230 reviews

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.

Guest favorite
Cabin in Edmeston
4.95 out of 5 average rating, 39 reviews

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.

Top guest favorite
Farm stay in Plymouth
4.96 out of 5 average rating, 180 reviews

Horse Farm Getaway

Experience unforgettable views of the quiet valley below while horses graze just outside your door. Enjoy watching deer, foxes and wood chucks pass by. You'll love the modern farmhouse feel that creates a cozy and comfortable atmosphere. Climate controlled in all rooms. For the horse lover on vacation boarding is available.

Popular amenities for Town of Guilford vacation rentals