Vacation rentals in Clarksville

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Top-rated vacation rentals in Clarksville

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

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Top guest favorite
A tiny home features a private hot tub on the deck, illuminated by soft LED lights. The structure is surrounded by natural wood paneling, with doors leading into the cozy interior, where warm light spills out, creating an inviting ambiance.
Tiny home in Chatham
4.99 out of 5 average rating, 371 reviews

Boutique TINY home+private HOT TUB-walk to Main St

Sept. SPECIAL(Mon-Thurs): Includes Prosecco, s’mores kit, firepit supplies. Blush is a romantic boutique tiny home getaway in Chatham, NY—just 2.5 hrs from NYC. Enjoy a private hot tub, firepit, dreamy loft lounge, plush queen bed, full kitchen & curated luxe design throughout. Tucked into a peaceful private oasis, yet only a 2-min walk to Main St. restaurants, brewery, shops & theater. Perfect for couples seeking a unique Hudson Valley getaway near hiking, galleries, great dining. @artparkhomes

Top guest favorite
A single-story house with a red exterior rests on a raised deck, surrounded by lush green trees and blue skies. A small black dog is visible in the foreground, while the deck features multiple sliding glass doors and simple outdoor furniture.
Cottage in East Berne
4.98 out of 5 average rating, 154 reviews

Alamo del Norte! Cozy house in the woods.

Relax in this peaceful setting, surrounded by nature yet close to Albany. Hike, hunt, fish, snowmobile, canoe, or swim in one of the many local state parks or preserves, then enjoy drinks and dinner at the local brewery or restaurants! Maple on the Lake 3.8mi Helderberg MT Brewery 2.7mi Shell Inn 6.4mi Cole Hill State Forest 2mi Thacher Park 9mi Partridge Run WMA 11.5mi Hyuck Preserve 9mi Thompsons Lake 6.3mi Howe Caverns 26mi Downtown Albany only 30min away, feel free to ask me any questions!

Top guest favorite
A modern cottage is positioned amidst vibrant fall foliage. The exterior features a dark green facade with a black metal roof. A gravel pathway leads to a seating area with wooden chairs, surrounded by colorful leaves, creating a serene outdoor space.
Cabin in Middleburgh
4.94 out of 5 average rating, 107 reviews

Catskill Mountain Cabin: Valley Views/16 Skylights

Experience total serenity in this chic, solar-powered cabin. Nestled on a wooded hillside with stunning Catskill Mountain views, our tiny house features 16 skylights for world-class stargazing. You will have a cozy, perfect getaway to forget your busy life and reconnect with beautiful nature. Prime Location for Adventure: Skiing: 25 mins to Windham Mountain Hiking: 7 mins to Huyck Preserve; near 200 acres of state parks Culture: <30 mins to trendy Hudson & Catskill Shopping & restaurants

Top guest favorite
An A-frame cabin is nestled within a forested area, featuring a striking black exterior and a sloping roof with wooden accents. Tall grasses and shrubs surround the entrance, creating a natural backdrop. A gravel path leads to the cabin, framed by lush greenery.
Cabin in Saugerties
4.97 out of 5 average rating, 167 reviews

Luxury A-Frame Cabin in the Woods with Sauna

🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

Top guest favorite
The cabin features a charming exterior with a blue-gray wooden facade and a bright red door. Large windows provide natural light to the space. Two red Adirondack chairs are positioned on the stone patio, inviting guests to relax in the natural surroundings.
Cabin in Climax
4.95 out of 5 average rating, 83 reviews

Catskills Cabin on 100 Wooded Acres, Private Lake

Relax and refresh in this unique, newly renovated cabin on 100 wooded acres! Located minutes from the town of Coxsackie, the Hudson River and the Catskill Mountains, this historic cabin blends rustic charm and access to nature with comfort and convenience. High-speed WiFi and a fully stocked kitchen make this a perfect remote work destination. Ready to explore? Hike 3+ miles of on-site trails, swim or canoe in the lake, tour nearby breweries, orchards and antique stores or kayak the Hudson!

Guest favorite
Tiny home in Selkirk
4.83 out of 5 average rating, 66 reviews

Sunset-Facing Tiny Home + Hot Tub

Relax 25min from Albany in a sunset-facing, hand-built tiny home, with a slightly rustic feel and a year-round hot tub. LGBTQ & BIPOC-friendly. Little touches that count: Robes, suncreeen, heat pack, satin pillow case options, 🩴 🧵 📚 ✂️ 🫧 📝 ☂️ 📍Great location for: Hikers, climbers, readers & writers, or a road trip stop. 🕐 Extensions of check in/out times may be available for a fee. 🌞 Day use options are available. 🔎 READ ENTIRE DESCRIPTION BEFORE BOOKING

Top guest favorite
A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.
Cabin in Round Top
4.99 out of 5 average rating, 176 reviews

Contemporary Cabin in Catskill Mountains

Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Top guest favorite
A charming red cottage is framed by lush greenery, with vibrant plants surrounding the entrance. A gravel driveway leads up to the home, inviting guests to explore the surrounding natural beauty. The structure features multiple windows, allowing light to brighten the interior.
Barn in Stuyvesant
5 out of 5 average rating, 136 reviews

Pond Side R & R

Our home is a close drive from Hudson, Kinderhook or Chatham, NY and a ten minute walk to the Hudson River and a boat launch. Enjoy miles of country roads for walking and biking and our nine acres through meadows and woods on mowed paths. Guests have access to an Adirondack style cottage overlooking a pond. Close to numerous restaurants, galleries, antique shops and cultural activities. This property is good for couples, a group of friends and families.

Top guest favorite
An aerial view captures the serene expanse of the Hudson River, with gently rolling hills and trees framing the water's edge. The property is positioned near the shore, showcasing a mix of gravel and grassy areas leading to the river, inviting a sense of tranquility.
Cabin in Catskill
4.99 out of 5 average rating, 193 reviews

Riverside Retreat on the Hudson - Modern Cottage

Welcome to the Riverside Retreat on the Hudson, a modern renovated cottage located directly on the Hudson River! Enjoy the beautiful panoramic views from the comfort of the house or in the Adirondack chairs on the patio. Secluded and serene, yet minutes away from downtown Catskill (5 minutes) and Hudson (15 minutes). Hunter and Windham are 30 minutes away for hiking and skiing! We are so excited to share this very special place with you!

Top guest favorite
A spacious living area features a large green sectional sofa, complemented by decorative cushions. A flat-screen TV is mounted above a stone fireplace. Large windows provide natural light and views of the surrounding forest, while a coffee table is positioned in front of the seating arrangement.
Cabin in Cairo
5 out of 5 average rating, 100 reviews

The Catskill Equestrian Cabin

Decompress in this beautiful, calm, serene new cabin build nestled in the mountains on a peaceful, private five acre lot, bordering an equestrian center. Walk less than two minutes to see the horses during your stay. The cabin is less than 15 minutes to Windham mountain for winter skiing and under 20 minutes to the popular town of Catskill. This cabin has all the amenities you need for a wonderful stay. We hope to host you soon!

Top guest favorite
An open living area features tall ceilings with wooden beams, enhancing the spacious feel. A large television is mounted on the wall, and two comfortable armchairs are positioned nearby. A kitchen bar with stools and a trash can are visible, creating a functional and inviting space.
Home in Berne
4.98 out of 5 average rating, 104 reviews

A cozy 3 Bedroom Lake House in the Helderberg's.

Relax with the whole family at this peaceful place to stay. Enjoy summer months fishing and kayaking. A great destination for leaf peeping during the Fall season. Winter months can be experienced ice fishing and ice skating right from the backyard. Lake Underdunk is located on New York State snowmobile trail system. Only minutes away from over one thousand acres of State recreational land for hiking and hunting.

Top guest favorite
An open-concept living area is viewed from above, showcasing natural wood beams and high vaulted ceilings. The space is furnished with a green sofa and a wooden coffee table, complemented by large windows that provide panoramic views of the surrounding landscape.
Home in Schoharie
4.96 out of 5 average rating, 113 reviews

Mountainside Retreat Upstate New York

Retreat to this 3 bedroom 2.5 bath home that spreads out across 5 acres. The natural exposed warm wood beams with high vaulted ceilings finished with lustrous metals will give you all the feels. Take in all of natures beauty with the homes oversized windows that overlook the valley and mountains or step out back on the expansive deck and take in some of the most stunning sunsets/views in central New York.

Popular amenities for Clarksville vacation rentals