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Tannersville vacation rentals

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Top-rated vacation rentals in Tannersville

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

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Home in Woodstock

4.91 out of 5 average rating, 675 reviews

Dutch Touch Woodstock Cottage

The Dutch Touch captures the best Woodstock has to offer. Be in the Village and secluded at the same time! This Woodstock treasure is surrounded by gardens, with Monet-worthy views, peaceful mountains and swaying pines. It’s your cozy and peaceful home away from home, yet only a short, pretty walk to the very center of the village. Dutch Touch is the "brain-child" of artist, Manette van Hamel, an early Woodstock arts colony resident whose work is held in the permanent collection of the Met. The kind of place one would expect an artist to build: Perfect for a romantic get-a-way or solo retreat. Recline on your own deck beside a sparkling stream, soak up the sun, read a good book, or walk into town and visit the galleries and shops, or zip up the mountain for hikes, a visit to the Buddhist Monastery or a tour of the Byrdcliffe arts colony. Winter visitors will love the open fireplace, and the fresh winter scent of forest, hearth and home.

Home in Woodstock

4.94 out of 5 average rating, 308 reviews

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Townhouse in Hunter

4.86 out of 5 average rating, 137 reviews

Gorgeous Mountain View | Ski/Fast Wi-Fi/Wood Stove

Welcome to your amazing Catskills retreat in Hunter, NY! Marvel at the prime location with spectacular views situated only a 5 minute drive to Hunter Ski Mountain. Near hiking trails, waterfalls, antique shops and excellent restaurants. * 2 mins to Hunter North * 5 mins to Hunter base lodge * 13 mins to Windham * 15 mins to Colgate lake While at home enjoy views of the mountain on our deck - bask in the sun or grill a rack of ribs during the day or enjoy a glass of wine and stargaze at night.

Chalet in Tannersville

5 out of 5 average rating, 176 reviews

Catskill Chalet: Romantic Fall Escape w/Hot Tub

Camp Van Winkle is a place to relax, unwind & reclaim your sense of calm. Take time to connect with family and friends and discover the magic of the Legendary Catskills. In the summer, there's hiking, biking, boating & swimming. Winter brings skiing at Hunter & Windham, ice skating & cozy evenings by a warm fire. Take a soak in the Spa! Enjoy the quiet, the starry night sky & the fresh air all year round. Designed with love and care, we invite you to relax and stay awhile! Almost Home!!

Cabin in Tannersville

4.98 out of 5 average rating, 197 reviews

Cabin by the woods, Hunter Mountain & Kaaterskills

Our cozy little cottage is tucked away adjacent to the woods. This single floor 650sf apartment is a perfect place to unwind, build a bonfire, & enjoy the nature that surrounds you. Wake up in the morning to watch deer while enjoying your coffee on the porch. Main St. Tannersville is only an 8 min walk; with its nice selection of restaurants & shops. Hunter Mountain & Kaaterskill Falls are within a 10 min drive . Woodstock, Saugertise, Windham, Catskill & Kingston are within a 35 min drive.

Guest suite in Tannersville

4.85 out of 5 average rating, 105 reviews

La villa Catskills: 1 Bedroom Apt

Welcome to our home nestled in Catskill Park! We are 20 min to Windham Mnt, 10 min to Hunter Mnt, 5 min to Kaaterskill Falls, 3 min to North South Lake & plenty Catskill gems. Take in nature at our 2 acre property & enjoy the views of Upstate NY, all year round! Relax at a family-friendly stay or romantic getaway after a hike or day at the slopes. Grill with scenic mountain views from a private balcony or enjoy a toasty fire pit by the fountain lake, under the stars. #LaVillaCatskills on IG

Condo in Windham

4.88 out of 5 average rating, 165 reviews

Cozy Mountain hideaway Windham, Hunter

Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

Home in Hunter

4.99 out of 5 average rating, 106 reviews

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Chalet in Tannersville

4.92 out of 5 average rating, 239 reviews

Romantic Chalet~ Hot Tub ~ Near Hunter Mountain

The Catskills Hideaway is a place to step back in time, unwind with a cocktail by the fire, soak in the hot tub, read a book in one of the hanging chairs, toast marshmallows with friends, prepare a special meal in the kitchen, ski your heart out, hike one of the many local trails, visit the falls, enjoy the local restaurants- whatever you’re dreaming about for your Catskill escape- this is THE PLACE! Hunter Mountain 4.8 miles Windham Mountain 12.6 miles Kaaterskill Falls 4 miles

Tiny home in Lanesville

4.97 out of 5 average rating, 146 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 eat in the garden at Amy's Take Out, a veg-friendly gem just a 5-minute walk away.

Cabin in Tannersville

4.87 out of 5 average rating, 367 reviews

The Greenhouse - Ski House by Hunter

The Hunter Greenhouse is a place to slow down, indulge in personal nostalgia, drink a glass (or two) of wine, and let your mind disconnect and wander. A place designed for friends and family. For good food and good conversation. There's hiking in the summer, skiing in the winter, mountain fresh air and dark, starry nights. This is a house, and you can treat it as such. But if you let go, and give in to the energy of a space created with love, this will feel like home.

Guest suite in Woodstock

4.98 out of 5 average rating, 128 reviews

Woodstock retreat with hot tub and deck with view

Guest suite in home of long-time Woodstock artist and resident. Separate entrance off 2nd story deck with meadow and mountain views. Space has everything you need for a retreat away from it all – a meditation nook for 2, yoga mats to use inside or out on the deck, hot tub to soak cares away and relax after a day out and about in the beautiful Catskill mountains. Hot tub is in 3-acre backyard with privacy enclosure, so bathing suits are optional (we provide bathrobes.)

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Popular amenities for Tannersville vacation rentals

Laptop-friendly workspace

Stay near Tannersville's top sights

Last Chance Antiques & Cheese Café143 locals recommend

Mama's Boy Burgers136 locals recommend

Tops Friendly Market109 locals recommend

Pancho Villa's89 locals recommend

Jessie's Harvest House84 locals recommend

Maggie's Krooked Cafe65 locals recommend

Other great vacation rentals in Tannersville

Home in East Jewett

5 out of 5 average rating, 17 reviews

Mountainside Farmhouse: 2 BR w/ Loft on 4.3 Acres

Home in Tannersville

4.84 out of 5 average rating, 55 reviews

Hunter Mountain Hideaway | Great Views & Location

Home in Tannersville

5 out of 5 average rating, 39 reviews

Luxury Custom Home With Hot Tub Minutes From Town

Home in Tannersville

4.94 out of 5 average rating, 86 reviews

Cozy Catskills Cottage

Rental unit in Tannersville

4.94 out of 5 average rating, 31 reviews

Downtown with private creek views

Home in Hunter

4.99 out of 5 average rating, 85 reviews

Lux Modern Cabin at Hunter Mountain

Cabin in Tannersville

5 out of 5 average rating, 42 reviews

Catskills: Hot Tub~Fire Pit~mins to Hunter/Windham

Home in Hunter

4.98 out of 5 average rating, 65 reviews

Luxurious Seclusion in this Exclusive Mtn Home

Quick stats about vacation rentals in Tannersville

Total rentals
80 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Tannersville?
Yes! Work meets play with ease at over 30 vacation rentals in Tannersville featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Tannersville?
Four-legged friends are welcome in Tannersville. Choose from more than 30 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Tannersville?
Experience the best of Tannersville with our house rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cabin rentals in Tannersville have a bbq area?
Absolutely! We offer over 10 cabin rentals with a bbq area in Tannersville. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Tannersville have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Tannersville. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Tannersville have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Tannersville. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Tannersville?
Tannersville has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Tannersville?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 20 homes with self check-in, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

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