Vacation rentals in Chichester

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Top-rated vacation rentals in Chichester

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Top guest favorite
The guesthouse exterior features warm wooden siding and a sloped roof. A sliding glass door offers access to the interior. A patio area includes a picnic table, a white lounge chair, and a grill, set amongst landscaped stone and gravel pathways.
Tiny home in Phoenicia
4.96 out of 5 average rating, 225 reviews

Phoenicia Wild Garden Guesthouse--near everything!

Charming light-filled guesthouse at edge of a wild forest--but close to town! Walk to prime hiking and fishing. 2 min. to town restaurants, shops, other fun activities. NYC bus is walking distance. 20 minutes to major ski areas and Woodstock! All new custom full bath. Cozy king size loft bed sleeps 2 adults. Full size bed on main level, with memory foam comfort! Wi-Fi, Wi-Fi calling, Verizon cell service; landline phone. Fire pit, propane grill, well water. Gorgeous garden, brook, must see!

Top guest favorite
Home in Phoenicia
4.99 out of 5 average rating, 117 reviews

Modern dreamy Hudson Valley home w/ backyard rink

Gorgeously renovated 3-bedroom home in the heart of the Catskills. Enjoy your own private firepit and outdoor dining, cook and recharge in the light-filled kitchen, feel pampered in the spa-like bathroom with a heated floor - all within 5 minutes of the Phoenicia Diner & Railway Explorers. Nestled in the mountains, this home is the perfect for unwinding & offers green amenities including an EV charger and new eco heating and cooling system. Large windows bring light & views to this dreamy home.

Guest favorite
A living area features a comfortable sectional sofa adorned with cushions and a low wooden coffee table. Natural light fills the space through two windows, while a floor lamp provides additional illumination. The interior is accented by warm, earthy tones and wooden flooring.
Apartment in Stone Ridge
4.91 out of 5 average rating, 569 reviews

Romantic Apartment in Historic Stone Ridge

Relax in this cozy apartment in our beautiful colonial house in the middle of historical Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original art. Full kitchen is equipped with everything you need to prepare a great meal. It is perfect for all seasons and located within walking distance to restaurants, coffee shops, yoga studios, groceries. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

Top guest favorite
A cozy living area features a stone fireplace as its focal point, with a wood-burning stove and a mid-century cabinet. Colorful textiles cover the floor, and a mix of seating options, including a green chair and a couch, invite relaxation. Light streams through the two windows.
Home in Phoenicia
4.98 out of 5 average rating, 328 reviews

Stony Clove Cottage - sleeps 6, *maximum 4 adults*

Welcome! Stony Clove Cottage sleeps a maximum 4 adults and 2 children. There are 2 queen beds and a bunkbed for children only. Located in the beautiful Catskill Mountains just 2 hours 15 mins. from NYC. Two great ski mountains, Hunter and Belleayre, are each 15 minutes away. Close to amazing hiking trails. Listen to the sound of the Stony Clove Creek and enjoy being in nature, while just 1 mile from Phoenicia's Main Street. Beautiful in all seasons! Shandaken STR License # 2023-STR-AO-059

Top guest favorite
A small dining area is seen with a round wooden table and a patterned chair. A large window offers a view of the outdoors with trees and a rustic shed visible beyond. A piece of artwork is displayed on the wall, enhancing the cozy atmosphere.
Guest suite in West Shokan
4.95 out of 5 average rating, 204 reviews

Stylish and Cozy Mountain Retreat

Private entrance into a stylish, cozy upstairs studio in artist's mid-century home near The Ashokan Reservoir. The Catskills are the destination for hiking, art, skiing, swimming or checking out the local food scene and breweries - all within minutes. Guests have the second floor to the home with no shared spaces with host. Outdoor seating with grill, barn with bocci and other yard games. King size bed, day bed with plush bedding. Spacious new bathroom with tiled shower and skylight.

Top guest favorite
A stone patio is surrounded by vibrant flowers and greenery, featuring a wooden table with four chairs. The cottage's large window provides a view of the inviting outdoor space, where additional potted plants add a touch of color and natural beauty.
Cottage in Chichester
4.99 out of 5 average rating, 619 reviews

Garden Cottage In The Catskills

This quaint, relaxing cottage sits among Flowering Gardens in spring & summer, incredible Fall Foliage in autumn, & a Wonderland in Winter. Enjoy a peaceful cozy & private space with nature at your doorstep, an outdoor fire pit, stargazing, & your own stone patio at the edge of the woods. We love to share our garden, come pick your own! We are in the heart of The Catskill Mountains, 2 miles from the vibrant town of Phoenicia, in the hamlet of Chichester near the Stony Clove Creek.

Guest favorite
A cozy living area is highlighted by wooden walls and multiple windows allowing natural light. A stone fireplace is framed by greenery and festive decor. A dining table with chairs is positioned centrally, complemented by a textured area rug that adds warmth to the space.
Cabin in Chichester
4.98 out of 5 average rating, 257 reviews

Cozy Creekside Cabin in the Catskills

A cozy classic cabin located 5 mins from Phoenicia and 15 mins from Hunter Mountain. Close to shops, restaurants, bars, and mountain activities like hiking, yoga, skiing, or floating down the Esopus Creek in an intertube. It's close enough to amenities so you won't feel isolated but far enough to enjoy the pristine quiet of the mountains. Located on a 3/4 acre lot next to Stony Clove Creek, the cabin offers everything needed for a true escape from the city. *not suitable for children.

Top guest favorite
A cozy living area features wooden paneling and a cathedral ceiling. A fireplace is centrally located, surrounded by comfortable seating including a chair and a sectional. Natural light floods in from large windows, illuminating a colorful area rug on the hardwood floor.
Cabin in Chichester
4.96 out of 5 average rating, 182 reviews

Phoenicia-area Classic Cabin on Country Lane

Our secluded classic cabin on 1.5 acres will restore, relax, & energize. Seasonal activities include skiing, hiking, antiquing, and/or just enjoying peaceful nature. 16 min to Hunter Mt, 24 min to Belleayre, 8 min. to Phoenicia, 25 to Woodstock. Kick back beneath the cathedral ceiling, gaze on woodland views by a crackling fire, burrow into bed & enjoy deep, restful sleep. Perfect for singles, couples, or families looking to connect with Nature but still be able to connect to Netflix.

Top guest favorite
A spacious spa bathroom features a large soaker tub positioned beneath a window that offers mountain views. Natural light fills the area, highlighting reclaimed barn wood elements around the tub and a sink area adorned with art and personal touches.
Loft in Phoenicia
4.91 out of 5 average rating, 611 reviews

Sky loft w/steam room/giant tub/skiing nearby

Enjoy glorious mountain views from our spacious, private spa loft just 3 minutes to the Phoenicia Diner, Woodstock Brewing and Rail Explorers. Belleayre and Hunter Mountains are a short drive away . Stunning spa bathroom with giant soaker tub, walk in steam room and radiant heated floors . Every inch is custom designed with reclaimed barn wood and wide pine plank floors. Stroll to restaurants and stores on Phoenicia's Main Street. Hike the mountains from our back yard .

Guest favorite
The cottage exterior is illuminated in the evening, highlighting its wooden facade and glass double French doors. A small deck features a table with two chairs and candles, surrounded by greenery, creating a welcoming outdoor space.
Cabin in Phoenicia
4.97 out of 5 average rating, 669 reviews

Cozy Catskills Cottage on the Esopus Creek

Our beautiful cottage has cozy charm and modern amenities. Located on the Esopus Creek, near the town of Phoenicia. Enjoy the restaurants and shops nearby, or cuddle up near a warm fire after hitting the slopes. Relax to the sound of the river after a day of hiking or tubing. One queen bed and one lush futon make this a couples or family get away. Surround yourself with the peace and quiet of nature any time of year. The Catskills are calling.. License # 2022-STR-015

Top guest favorite
Cabin in Chichester
4.99 out of 5 average rating, 282 reviews

Catskill Mtn Streamside Getaway

Escape to this intimate one-bedroom Catskill cabin, nestled in a private yard with a trout stream at your doorstep. Just minutes from the charming town of Phoenicia, this retreat offers incredible hiking trails, three nearby ski resorts, and direct trout fishing access. Relax on the back porch with breathtaking views of snow-capped mountains, or cozy up by the fireplace after a day of exploring. Perfect for couples or solo adventurers seeking peace and serenity.”

Top guest favorite
Tiny home in Lanesville
4.97 out of 5 average rating, 184 reviews

Diamond Notch Trails Tiny Cabin

12 minutes to Hunter Mountain Ski Resort, 25 min to Windham. 9 min to Phoenicia and 30 min to Woodstock which all have year-round activities and wonderful food options. Nestled in the heart of the Catskills on a street that dead-ends into the Diamond Notch Falls trailhead, the location is gorgeous and centrally located. Take a morning walk to see the neighboring horses at Diamond Notch Trails or in Summer evenings enjoy a frog concert by the equestrian pond.

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