Vacation rentals in Blackhead Mountain

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Top-rated vacation rentals in Blackhead Mountain

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Guest favorite

Cabin in Catskill

4.95 out of 5 average rating, 149 reviews

Restorative Escape in the Woods with Sauna

Escape the city to this private cabin in the woods. Within a 30-minute drive, access skiing at Hunter Mountain, Windham Mountain, or numerous popular hiking trails in Catskill State Park. We are a short drive to scenic towns in the Catskills and Hudson Valley for shopping, restaurants, bars, antiquing, bookstores, vineyards, breweries, farm stands, and local markets. Or stay in and just relax on the property with all the amenities we offer. Perfect for a couples getaway or solo time to unwind.

May 14 – 21

G$34,538 GYD per night

Superhost

Cabin in Maplecrest

4.95 out of 5 average rating, 172 reviews

The Cabin - Ski House near Windham

The Cabin is set back, secluded, unbelievably cozy and wonderfully romantic. It's a place to reconnect and recharge, to listen to the river and hear the wind through the trees and indulge in slow lunches and long walks and truly marvel at the Catskills. 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.

Oct 9 – 16

G$90,802 GYD per night

Guest favorite

Cottage in Catskill

4.96 out of 5 average rating, 231 reviews

1930's Cottage unique charm near skiing

1 bedroom 1930's guest cottage with a full living room. Near 3 skiing areas. Window air conditioner brand new, ceiling fans in living room and bedroom. Separate windowed bedroom with new full size mattress. Full size gas stove, microwave, fridge, Keurig coffee maker, toaster and large tiled counter and sink. Full bath off bedroom with large clawfoot tub and shower combination and sink and brand new toilet. Wifi , flat screen Smart TV. Vintage cast iron fireplace with electric insert.

Jul 21 – 28

G$20,515 GYD per night

Guest favorite

Cabin in Tannersville

4.99 out of 5 average rating, 144 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.

Sep 30 – Oct 7

G$30,459 GYD per night

Guest favorite

Condo in Windham

4.89 out of 5 average rating, 131 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.

Jul 22 – 29

G$22,008 GYD per night

Guest favorite

Condo in Hunter

4.97 out of 5 average rating, 427 reviews

*Great Reviews* Hunter Mtn. Cozy/Clean/Close Condo

*Clean, cozy studio condo in the Village of Hunter featuring vintage decor. Short walk to the Ski Slopes, Snowtubing Park, Scenic Skyride, Dolan's Lake/Beach, Schoharie Creek, Fly Fishing, Hiking, Disc Golf, Stores, Eateries & Trailways Bus Stop. A Murphy bed w/ full size comfy Casper Mattress, a sectional couch, kitchen, microwave, electric wood stove, dinette, full bath, strong WiFi, Smart TV (no cable) w/Netflix, HBOGO, Pandora. No Pets/No Smoking or vaping in or on the property. Thanks

Jun 27 – Jul 4

G$17,915 GYD per night

Guest favorite

Guesthouse in Cairo

4.98 out of 5 average rating, 127 reviews

Tomte Cottage in the Catskills!

Stay in the heart of the Catskills! 2 Bedroom Cottage with private entrance. One bedroom has a queen bed the other a twin/full bunk bed, suited for up to 5 guests! Cottage has full kitchen and bath w/shower. Wi-Fi and a 50 inch smart tv. Located 18 minutes to Windham and 30 to Hunter for skiing or snowboarding. Whether you are looking for a quiet weekend retreat or family weekend skiing trip, hiking or just exploring, this is the place for you! Self check in for your convenience.

May 4 – 11

G$28,105 GYD per night

Guest favorite

Tiny home in Lexington

4.95 out of 5 average rating, 298 reviews

Diamond Notch - Mini A-frame, Spectacular Views

The Diamond Notch is a site-specific, passive-house level insulated, off-grid mini A-frame - locally designed & built by the architects in co-operation with Lexington Arts + Science (LA+S). Requires a 5 minute hike in. Bring hiking boots. Micro spikes or snow shoes provided if needed. Yes, there is a cozy propane fireplace inside which provides plenty of heat for cold winter nights. We provide bedding, limited cooking utensils and a fire pit. (no T mobile cell coverage)

Aug 11 – 18

G$21,505 GYD per night

Guest favorite

Cottage in Gilboa

4.93 out of 5 average rating, 199 reviews

Home Alone Mountain Retreat

The cottage is beautifully located in the small vacation community on the hill with a stunning mountain view from the wrap-around deck. Nature and sport enthusiasts will love the area. Take on the early morning stroll in the woods, wander around the historic villages, take a swim in the pond, enjoy the country roads on the mountain bike, and visit neighboring Windham and Hunter Mountain Resort. The kitchen is equipped with cooking essentials such as pots, pans, and utensils.

Oct 23 – 30

G$27,836 GYD per night

Guest favorite

Apartment in Freehold

5.0 out of 5 average rating, 220 reviews

Mountain View Retreat~Sunny Hill Golf / Skiing

Welcome to Sunny Hill Road ! We are located in a small community of private homes in an open space overlooking the mountains. This one bedroom unit has everything you need to enjoy your stay in the Catskills. Relax on the private deck or inside with amazing views from every window. The kitchen is fully equipped and ready to cook a full meal and then enjoy it in the dining room overlooking the mountains. It is quiet and restful here, amazingly beautiful in all four seasons!

Jul 12 – 19

G$38,229 GYD per night

Guest favorite

Condo in Hunter

4.98 out of 5 average rating, 535 reviews

Hunter Mtn Liftside Ski In/Out, Slopeside!

Fantastic location! Liftside! Beautifully renovated SLOPESIDE ski on/ski off condo . Spacious one bedroom condo with fully stocked kitchen, luxurious bathroom with jacuzzi tub, large bedroom with queen bed, and comfortable, cozy open concept living and dining room. Real wood burning fireplace. Private deck backs up to the ski slopes at Hunter Mountain! Seconds away from the Kaaterskill Flyer lift , main lodge, and bar. Avail for seasonal rental 11/15-4/15 $15000

Jun 13 – 20

G$20,917 GYD per night

Guest favorite

Cottage in Tannersville

4.9 out of 5 average rating, 207 reviews

Spruce House on Gooseberry Creek

Welcome to Spruce House, your open-air mountain getaway on a beautiful little stream, and walkable to the Village of Tannersville... truly the best of all the Catskills have to offer! Our local attractions include: Kaaterskill Falls, North South Lake State Park, Tannersville Village, Hunter Mountain, Wyndham Mountain, Roaring Kill Trail, Platte Clove Preserve, Colgate Lake Wild Forest Park, Mountain Top Arboretum, and so much more!

Sep 26 – Oct 3

G$30,422 GYD per night