Holiday houses in Town of Guilford

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Top-rated holiday rentals in Town of Guilford

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

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Top Guest favourite
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, 384 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

ValueFamilyKitchen

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, 340 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.

ValueFamilyAccess

Top Guest favourite
The A-frame cabin is nestled among trees, featuring a wooden deck and wide glass doors that open to the interior. A private hot tub is positioned nearby, providing a relaxing outdoor space surrounded by nature.
Cabin in Damascus
4.98 out of 5 average rating, 255 reviews

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

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Top Guest favourite
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

ValueFamilyWalkability

Top Guest favourite
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.

FamilyLocationIndoor spaces

Top Guest favourite
Cabin in Walton
4.95 out of 5 average rating, 244 reviews

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.

FamilyLocationLong stay

Top Guest favourite
The riverfront cabin is set amidst tall trees, with warm exterior lighting illuminating its entrance. A wooden deck leads to the front door, while the surrounding landscape features serene greenery and gravel pathways, capturing the tranquil evening ambiance.
Cabin in Greene
4.94 out of 5 average rating, 142 reviews

"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.

ValueFamilyCheck-in

Guest favourite
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, 225 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.

FamilyValueSleep quality

Guest favourite
The exterior of the A-frame glamp is shown, surrounded by lush greenery and tall trees under a blue sky filled with gentle clouds. A large window reflects the natural scenery, enhancing the connection to nature. The interior view captures a distinctive moon-shaped light fixture suspended from the high ceiling, complementing the triangular architecture.
Place to stay in Oneonta
4.98 out of 5 average rating, 317 reviews

Creekside of the Moon A-frame Cabin

Creekside of the moon A-frame glamp. Float, fish and play in the Catskills. Glamp on the Charlotte Creek in a newly built modern tiny a-frame. Sleep under the full moon. A giant moon light hangs over the bed(s) with a stunning reflection in the window at night over the creekview. Perfect for a romantic getaway, fishing trip, or glamping spot in the Catskills. Close to Cooperstown, NY IG @aframe_moon

ValueFamilySolo travel

Top Guest favourite
Cabin in Margaretville
4.94 out of 5 average rating, 228 reviews

Cabin in the Sky • Restorative Catskills Escape

There's a moment — usually 20 minutes after you arrive — when the city finally lets go. Cabin in the Sky sits at 1,671 ft above the Catskills: a private deck, a wall of windows, and not a building, road, or car in sight. Just forest, mountains, and stillness that's hard to find within 2.5 hours of NYC. This cabin books out weeks in advance. If you're seeing it available, book it.

FamilyValueLong stay

Guest favourite
A charming outdoor area is illuminated by soft string lights, creating a cozy ambiance. A hot tub is positioned under a covered patio, while lush ferns hang from the beams. The exterior of the building showcases large windows reflecting the evening light.
Home in Norwich
4.9 out of 5 average rating, 113 reviews

The Cottage at Duryea Lane

Make some memories at this unique and family-friendly place. Come and enjoy this little secluded slice of heaven just a minute outside of the quant little city of Norwich, NY. Business stays, bachelorette parties. Come for a relaxing night or book it for days and invite family and friends. With all the amenities of home. This is truly a peaceful little oasis. Go home refreshed.

FamilyLocationOutdoor spaces

Top Guest favourite
The exterior of the cottage features a light-colored facade with a prominent wooden front door. A stone walkway leads through a well-maintained lawn to the entrance, complemented by a porch and large windows reflecting the natural surroundings.
Home in Andes
4.99 out of 5 average rating, 100 reviews

Andes Cottage

Explore the natural beauty of the Catskills and then retreat to the comfort of our home. There is an abundance of hiking, fishing, skiing, farmer’s markets, picturesque towns and excellent food nearby. Andes Cottage is 7 minute drive to Andes town, 36 mins to Plattekill and 25 mins to Belleayre ski mountains for the winter, and lakes in the summer.

FamilyLocationBackyard

Popular amenities for Town of Guilford holiday rentals