Vacation rentals in Red Hook

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Top-rated vacation rentals in Red Hook

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

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Guest favorite

A spacious living area features a central brick fireplace surrounded by built-in bookshelves. Light-colored sofas are arranged around a glass coffee table on a patterned rug, with large windows providing natural light and views of the outdoors.

Home in Old Chatham

4.96 out of 5 average rating, 25 reviews

Post and Beam Hilltop Sanctuary

Enjoy the quiet countryside/mountain views from this breathtaking private hilltop getaway. Step into our stunning vaulted Post & Beam home with central fireplace, cozy loft and spacious open floor plan that features a full wall of windows/doors to the back wrap around deck that allows for an incredible indoor/outdoor living experience with friends and family. Take advantage of our fully stocked chefs kitchen, comfy beds complete with fresh linens/towels and each bedroom has its own full bath.

Top guest favorite

A spacious house showcases a modern design with large windows and a welcoming façade. A full deck with red chairs overlooks the surrounding landscape, while colorful autumn trees add warmth to the serene setting.

Home in Round Top

4.96 out of 5 average rating, 193 reviews

Escape in the Catskills w/hottub

Escape to the Catskills: Your Mountain Retreat No Cleaning Fee! Immerse yourself in the breathtaking beauty of the Catskills. Our cozy retreat offers the perfect blend of relaxation and adventure, whether you're seeking a romantic getaway, a peaceful remote work haven, or an exciting outdoor adventure. Unwind in the hot tub while enjoying stunning world-class panoramic views. Conveniently located near charming towns with unique shops, delectable dining options, and hidden antique treasures.

Guest favorite

A wooden chair is positioned on a spacious deck, offering a view of the serene lake and surrounding greenery. A kayak is visible on the grass nearby, with the calm water reflecting the lush landscape.

Home in Athens

4.93 out of 5 average rating, 117 reviews

Lake house, 700 ft waterfront - from every room

Panoramic views from the wrap-around deck offers privacy and 700 feet of lake frontage from this comfortable home. Enjoy the sunrise and sunsets views of the lake from EVERY room. Two kayaks, canoe, paddle board to be enjoyed from its private beach. The great room has full lake view, heated floors and two large decks. This home offers 4 bedrooms, 2 and 1/2 baths, a finished lower level that features game room with private deck, ping pong table, giant Jenga, home gym, and large 55in TV.

Guest favorite

A spacious wooden deck features a seating area with cozy chairs, a dining table, and an umbrella for shade. Potted plants adorn the space, and a grill is positioned nearby, creating an inviting area for outdoor gatherings.

Home in Woodstock

4.92 out of 5 average rating, 467 reviews

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

Completely Private w/ Exceptional, Expansive Mountain View, All-Seasons Hot Tub and Sauna. Billiards room, Fireplace, Woodstove, Screen Porch, 300 Vinyl records, Full Kitchen, bathtub and Bidet Surrounded by nature, but 2 miles from center of town. Hiking and creek swimming walking distance This property is for Love. La Dolce Vita. The Love of Friends and Family. The Love of Time. Fall in Love here, with the Land and with One-Another. *No checkins are avail Tgiving,Xmas Day, Easter Sunday

Guest favorite

A cozy living area features a plush sofa and a circular area rug with a nature-inspired design. A coffee table sits centrally, and large sliding doors provide access to the balcony. Natural light flows in, creating a relaxed atmosphere.

Condo in Windham

4.88 out of 5 average rating, 191 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.

Guest favorite

A scenic outdoor patio is highlighted, offering views of rolling hills and mountains under a clear blue sky. Sunlight bathes the green lawn, while several covered grills are positioned nearby. A glass table and chairs provide a comfortable area for relaxation amidst nature.

Townhouse in Hunter

4.91 out of 5 average rating, 78 reviews

Mountain View Catskill Escape-2 Mins to Slopes!

Enjoy the BEST LOCATION IN THE CATSKILLS with Scribner's Lodge right next door, Hunter Mountain 1 mile away, Tannersville a town over, Windham mountain 7 miles away, hiking, lakes, restaurants and breweries all around! Amazing 4 bedroom, 3 bathroom townhome with unbeatable views of Hunter Mountain. Stocked with all the essentials, multiple fireplaces, outdoor grill and a new patio! Bring your skis and snowshoes or rent skates for the winter and enjoy the shared outdoor pool in the summer.

Top guest favorite

A bright living area is showcased, featuring large windows that provide expansive mountain views. A comfortable sofa and elegant armchairs surround a wooden coffee table. A fireplace is positioned against the wall, while a round side table holds a simple floral arrangement.

Home in Windham

4.96 out of 5 average rating, 25 reviews

“Amazing Mtn & Ski Slope Views “

The highest breathtaking Mtn Views in Windham w ski slope and lake views. This amazing resort like atmosphere includes a 8 person hot tub w 5 acres of tranquility ,3 outdoor firepits , walking pathways through beautiful gardens with a ski lift chair and Adirondack chairs at fire pits also a Japanese style garden with serene lake & Mtn views as well as from every room in the home. Two fireplaces and a lg bar w game rm as well as 2 living rooms w tvs. A 4 min drive to town & 6 min to slopes.

Guest favorite

A well-lit bedroom features a black wooden bed with a plush blanket layered over crisp white linens. A small bedside table holds a lamp, and framed photos adorn the walls. A window with a blackout shade allows natural light while a wooden chair adds a touch of warmth.

Home in Sheffield

4.91 out of 5 average rating, 117 reviews

Wow! Best BERKSHIRE SnowHome #1 Private SuperClean

"238 Main" has two rentals. Only one rental is rented at a time. Rental #1 has 2 bedrooms, FULLY EQUIPPED KITCHEN and is SUPERCLEAN! (SEE THE 1 BEDROOM LISTING #2!) We are conveniently located between Butternut and Catamount ski stations. Fully renovated, large garden, private entrance, terrace and parking space. Queen size beds. High Speed WiFi. Bathroom has radiant floor heat, towel warmer, plush bathrobes, hairdryer and toiletries. We are in the heart of the Berkshires come visit!

Guest favorite

An outdoor deck is shown, featuring wooden flooring and a black railing. Lush green trees and a grassy area create a serene backdrop, while a clear blue sky is visible above. A white chair is positioned on the deck, inviting relaxation.

Condo in Hunter

4.9 out of 5 average rating, 89 reviews

Cozy Slope Side Retreat

Hunter Mountain Retreat nestled in the Trailside complex is steps from the slopes. During the ski season, you can walk through parking lot & ski down to get your lift ticket. The Kaatskill Mountain Club is on the opposite side of the trails where you can go for dinner or a drink at the bar. Activities include Zipline, Skyride, Disc Golf, Horseback Riding. Trailside is by far the best & most luxurious place to stay in Hunter. Our rates are very reasonable for the luxury & location.

Top guest favorite

A serene outdoor deck features a centrally placed Solo Stove surrounded by five wooden Adirondack chairs. The scene captures a tranquil sunset with soft pink and orange hues reflecting off distant mountains and lush greenery.

Chalet in Craryville

5 out of 5 average rating, 13 reviews

Lockwood Lodge Mountaintop

Welcome to our slice of paradise in the Hudson Valley! Enjoy a secluded hilltop home with beautiful mountain and valley views, surrounded by 18 acres of woods. The open floor plan is perfect for cooking or relaxing in front of the fire, and enjoy grilling and the pool when the weather is right. The location is minutes from Hillsdale, and a 15-20 minute drive from Hudson and Great Barrington, with amazing restaurants and activities for every season.

Superhost

Apartment in Saugerties

5 out of 5 average rating, 3 reviews

Esopus Creekfront I Hot Tub I Fire Pit I Kayaks

Welcome to Upstate Waterfronts! Looking for a restorative Upstate getaway? This Creekside gem has you covered. - HOT TUB! - 3 bedrooms/ 1 full bathroom - Fully equipped kitchen & high-end amenities - Private creek access - including kayaks/vests/paddles - Stunning creek views - including a water facing balcony - 3,000 Arcade games, 75'' Smart TV, endless board games - High-speed WiFi - Prime location - walkable to town/restaurants/shops/beach

Guest favorite

A tranquil swimming pool is visible under a clear blue sky dotted with white clouds. The surrounding mountains create a stunning backdrop, enhancing the serene atmosphere. Lush greenery lines the pool area, providing a refreshing natural element to the scene.

Condo in Hunter

5 out of 5 average rating, 12 reviews

Mountain View Townhome w/ Community Pool!

Mountain View has just been 100% stylishly remodeled! Advantageously located within minutes to the center of Hunter or Tannersville, so you can enjoy, Skiing, dining, shops, hiking, golf and more. The view from the condo association community pool is positively amazing! This quiet oasis is located on the grounds of Scribners Catskill Lodge where you can walk over and enjoy delicious food and craft made drink at the Prospect House.

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What guests are saying

Comfy Catskills Cottage 3bdr 3ba (near Phoenicia)

4.94 out of 5 average rating, 77 reviews2 months ago

Perfect getaway with the family (even the 2 teens didn’t complain!). Beautiful surroundings, easy to get to many things! We got there late Friday evening and had dinner 2 minutes down the road at the Emerson Inn restaurant. Back the house loved the pellet stove and coziness! The am meant bread alone (awesome bakery) 8 minute drive down the road. Spend some time exploring the area and found a brewery nearby. Easy to drive to Woodstock! Great house, great location would def go back. Only regret is we didn’t use the hot tub as we were too lazy to venture off the back deck.

Home in Mount Tremper

What guests are saying

Beautiful Cabin 10 mins from ski resort!

5 out of 5 average rating, 14 reviews1 month ago

We had a great 3 week stay! The cabin was comfortable, clean, cozy, welcoming, and well equipped! The perfect place for us to relax and enjoy the views! Giuseppina was very responsive and helpful with anything that came up! Highly recommend staying at Giuseppina’s Cabin!

Cabin in Prattsville

What guests are saying

Summer Escape Private Lake Tennis Court Views

4.96 out of 5 average rating, 98 reviews6 months ago

What an incredible stay! This property let us really enjoy the amazing fall colors. The lake and surrounding area were a so beautiful, enjoying the solitude and nature was such a great getaway. Couldn’t reccomend it more! We loved our games of tennis, and immensely enjoyed the paddleboard and raft. Rachel and Stacie were very responsive, gave great recommendations, and made us feel right at home!

Home in Hunter

What guests are saying

Serenity Estate: Farmhouse+Cottage w Pool & HotTub

5 out of 5 average rating, 6 reviews2 months ago

Fouz & Chris were excellent hosts with an amazing property. From the time our booking was confirmed they were in contact with us to insure we had as comfortable a stay as possible. Check-in was simple and flexible. The house was great, clean and well equipped. Highly recommend.

Chalet in Shandaken

What guests are saying

Luxury Home with Mountain Views

5 out of 5 average rating, 38 reviews1 month ago

The house is even more beautiful than the pictures. It is beautifully designed and extremely clean and comfortable. Kitchen is well equipped, beds are very comfortable, and the playroom for the toddlers was an amazing addition to the experience. Judy was very responsive and considerate of all of our needs. We would love to come back for another stay!

Home in New Paltz

What guests are saying

Charming & Private Catskill Chalet

4.95 out of 5 average rating, 94 reviews2 months ago

We had a wonderful stay at Tony & Ines’s place! The hosts were very responsive and helpful. The house itself was cozy with plenty of space for our group of 5. The surrounding area was beautiful and super convenient to local ski mountains. Will hopefully stay again!

Chalet in West Kill

What guests are saying

A-frame next to Hunter Mountain

5 out of 5 average rating, 27 reviews1 month ago

I stayed with a group of girlfriends at Chris’s amazing a-frame house and couldn’t be happier about our choice! The house was beautifully and tastefully furnished, bedrooms (and beds!) were lovely and comfortable, and common areas were stylish and cozily appointed. The fire place and hot tub were both a huge hit with our crew, as was the fully stocked kitchen with everything we needed and more. It wasn’t the right weather for a fire pit, but that was available too. Chris gave lots of great recommendations for local restaurants, etc, and house instructions were simple and clear. Would 100% recommend to someone traveling to Hunter Mt or surrounding area!

Cabin in Lanesville