The best airstream rentals near Woodstock, New York

Although the world-rocking festival that took the town's name actually happened about an hour away in Bethel, the mountain town of Woodstock, New York has its own bohemian, counter-cultural spirit. Creativity and tolerance still thrive in this leafy, free-spirited town, which visitors can get a taste of by exploring its art galleries, music venues, and shops. Plus, with the Catskill Mountains on its doorstep, Woodstock offers plenty of adventures. Those wishing to set up camp nearby will find lots of options.

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Top-rated campgrounds

Although the world-rocking festival that took the town's name actually happened about an hour away in Bethel, the mountain town of Woodstock, New York has its own bohemian, counter-cultural spirit. Creativity and tolerance still thrive in this leafy, free-spirited town, which visitors can get a taste of by exploring its art galleries, music venues, and shops. Plus, with the Catskill Mountains on its doorstep, Woodstock offers plenty of adventures. Those wishing to set up camp nearby will find lots of options.

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Top-rated campgrounds

1. Upper Shire Campsites Hudson Valley

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34mi from Woodstock · 7 sites · Tents, RVs, Lodging · Hillsdale, NY

The Upper Shire Private Campsites in the Hudson Valley are on a gorgeous hill with a small pond surrounded by 22 acres of an old horse ranch. It is located in Columbia County near the Massachusetts and New York border. There are currently 5 unique camping areas located here. Each one is special due to its location on the hill. Check out our map and enjoy our spacious yet secluded campsites and our new off-grid double shower shack with hot and cold water on demand. This place has a relaxed atmosphere and is located near Catamount Ski Resort, Bash Bish Falls, Taconic State Park, Hudson NY, and Great Barrington, MA. If you plan on bringing a pet please be sure to add that fee to your booking under "extras" ($25) If you have additional guest(s) that would like to join you that fee is ($25 a night per person) and you will need to message us about how to arrange that. We have extra easy pop-up two-person tents available to rent ($15 for two nights) you can also find that option under "extras" along with bundles of firewood ($15)

2. The Woodstock Retreatment

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1.1mi from Woodstock · 1 site · Lodging · Woodstock, NY

Step into a little time machine into 1968, in a vintage Airstream trailer nestled in the heart of Woodstock, NY half a mile from town. The trailer sleeps 4, with 2 twin beds, and 1 small double bed (full size). We have two harmless mini-Australian shepherds, so visitors should be dog-friendly, and willing to meet them upon arrival (they hang out sometimes in very large fenced in area visible from where the trailer is, so familiarity helps). There is a shower in the trailer, but the “WC” with toilet is just outside in the little green shed pictured; it has a state-of-the-art electric composting toilet. (The trailer has a little chamber pot set up for those who get up during the night and don’t want to venture out). We also have a large heated swimming pool and a nearby outdoor shower, as well as a nice vegetable and flower garden, which visitors are welcome to harvest from. There is a backyard with a playground and trampoline as well, for people who have children. Small campfires are permitted, either in the area in front of the trailer or in the nearby garden area. We are located a half a mile from town, and there is a nice walk to get there that is scenic and quiet. Visitors are welcome to borrow our bikes – there is one adult size and three kid bikes in various sizes – as long as they are properly locked up with the locks provided. There is a ceramics studio on site that visitors are welcome to use, and a materials/firing fee would apply, and pieces can be mailed to the recipient once finished. We can work out the details of this separately. Finally, happy to offer plenty of advice and tips about the high points of the area, whether it be hiking spots, swimming spots, restaurants, music, venues, or anything else!

3. Monarch Mountain Retreat

23mi from Woodstock · 1 site · Lodging · New Paltz, NY

Views of the Gunks! Hiking trails nearby include Minnewaska State Park and Mohonk Mountain House. Close to Wildflower Resort and Gardiner Bakehouse. The setting is tranquil and peaceful. Stay in our renovated 1976, 28-ft Argosy with a fenced-in yard. Amenities include a fire pit, clawfoot tub, hot and cold water, and heating and AC in the trailer. Bring a good book and relax!

4. Creekside & Private Camp Owls Hoot

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26mi from Woodstock · 2 sites · Lodging · West Coxsackie, NY

Private farm with barns, outbuildings and historically registered farmhouses dating back to the early 1800’s & 1900’s all along Bronck Mill Rd, spanning 12 acres. Several private campsites in wooded lots along Climax Creek. Each site has a bonfire area which can be used unless there is a burn ban in place (we would advise). All sites have electric hookup and some have water hookup. Outdoor open fire camp / cooking equipment can be provided for fee. Outdoor wood fired sauna available as private rental. We offer 3 sites with vintage RVs available for rental: 1972 Airstream Globetrotter 1975 Argosy 1995 Sunline We host private events and parties on the main farm property.

Stories from the community

Greg

October 2025

Weekend Trip to The Woodstock Retreatment

I stayed in the 1968 time capsule in late fall while passing through the area. Katherine had a space heater setup upon arrival, which made the place feel cozy and inviting. Her personal design touches throughout made the space have loads of character. Great coffee and local books about the area to name a few. Katherine is very attentive to needs and knowledgeable about the area’s culinary scene and nature trails. The site location is close enough to walk to Woodstock. The composting toilet was very clean and low impact. I would highly recommend The Woodstock Retreat to anyone looking for a unique space to relax in a forested setting and to venture off from. Thank you Katherine for a space to hang my hat and for being a super Hip Host! The trailer is a Gem!

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Sindu

October 2025

Group trip

Weekend Trip to Upper Shire Campsites Hudson Valley

Our time at Tin Valley in Upper Shire Campground was so special. Joanna’s land was beautifully maintained and the campsite had everything we needed and more - a fire pit, hammocks, comfortable beds to lay in, even an electric kettle and french press! The outhouse was a very convenient location and warm showers was a huge plus - made the weekend a perfect glamping excursion. Location was lovely as well, just a short drive from fantastic hikes like Bash Bish Falls and Little Apple Cidery, where we had a great time at the Orchard Bar. This was my first adventure through HipCamp and Joanna made it an easy and perfect experience - thank you!

Peter

September 2025

Weekend Trip to Creekside & Private Camp Owls Hoot

We had a great time at the airstream! Kerri is a fantastic host with clear and quick communication. We were welcomed in and treated like family. The grounds are beautiful and there is plenty to do and see. The natural trails are beautiful and the pavilion with BBQ is top-notch. The airstream is tastefully restored and super cozy. We had a great night's sleep on the comfy bed after hanging around the fire pit. Plus, the brook right next to the site provides great, calming white noise. Overall this is an excellent stay that I highly recommend!

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Carolyn

August 2025

Weekend Trip to Upper Shire Campsites Hudson Valley

We had a fabulous weekend on and off the site. The site itself is beautiful and simple, with everything you could need. There were other campers but it felt totally private. The Airstream itself is so cute, and the bed was super comfortable. The shower is GREAT, plenty of hot water. We blew through our wood the first night (stargazing was spectacular) and Joanna delivered more for us the next morning. We did a ton of little activities nearby, guided by Joanna's helpful list. We'll definitely be back.

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logan

August 2025

Group trip

Weekend Trip to Upper Shire Campsites Hudson Valley

Nice campsite - cool camper - close enough to amenities but private enough as well. I would stay again

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Cara

August 2025

Weekend Trip to Creekside & Private Camp Owls Hoot

We absolutely loved our stay. Kerri is a great host and we were blown away by the accommodations and the beauty of the grounds!

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Miquela

August 2025

With kids

Weekend Trip to Upper Shire Campsites Hudson Valley

Beautiful, near all the right spots and exactly what we were looking for. Hope to go back!

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Juliana

July 2025

With kids

4 nights at Upper Shire Campsites Hudson Valley

A perfect getaway, nature, comfort, and genuine hospitality! We spent three incredible nights at this charming campground. The place is very private, well-kept, and incredibly peaceful. There's a beautiful lake with a little boat that adds a magical touch. We stayed in the Airstream trailer and in the new Black & Tan Cabin, which was beautifully designed, super cozy, and very comfortable. It was a unique and fun experience! Everything was clean, carefully organized, and made us feel right at home. One of the highlights was the outdoor shower a wonderful experience! The showers are new, with great water pressure and warm water, surrounded by nature. We loved swinging in the hammocks, gathering around the fire pit at night, and relaxing in the comfortable Adirondack chairs while gazing at the stars. Joanna and Barbara welcomed us warmly and gave us great local tips on what to do in town and the surrounding area, super helpful! It was a truly special stay from start to finish. We will definitely be back soon!

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marcella

July 2025

3 nights at Upper Shire Campsites Hudson Valley

Hosts are lovely and genuinely care about the visitors to this very special place. 5 great camp spots. Plenty of privacy. Very clean outdoor shower. We stayed in the retro Airstream which has comfortable sleeping inside. Enjoy the outside with a nice sunshield, table, chairs, fire pit and 2 hammocks. My bird app identified 11 different species of birds in just a few minutes one morning. Amazing. Loved it.

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Phoebe

April 2025

2 nights at Upper Shire Campsites Hudson Valley

Joanna’s sites are beautifully and thoughtfully laid out. The airstream was comfortable and fun to sleep in. Joanna was communicative and helpful. We saw turtles in the pond, a barred owl, lotsa birds and deer walked by too.

Happy farmer sitting in a truck in a grassy field

The best airstreams near Woodstock guide

Where to go

North of Town

The trailhead for Overlook Mountain begins around 10 minutes from Woodstock. The moderate loop takes about three hours and leads to several overlooks, including a fire tower with 360-degree views and a ruined 1930s hotel, which offer sweeping views of the Hudson Valley and Catskills.

South of Town

A 10-minute drive south of Woodstock, a gentle stroll along the Ashokan Reservoir’s two-mile-long, paved walkway offers stellar views of the Catskill Mountains and the chance to spot bald eagles and deer.

Sloan Gorge

Ten minutes northeast, Sloan Gorge Preserve offers an interpretive geology trail that leads past various Ice Age geologies, as well as creeks, quarries, and cliffs.

Haines Falls

A 30-minute drive north of Woodstock, Haines Falls is gateway to several sites of natural beauty, including the very popular, 231-foot Kaaterskill Falls, the state’s highest waterfall. The small hamlet itself is a pleasant place to visit for its handful of restaurants and antique stores, and just to the north, the Catskill Forest Preserve’s North-South Lake Campground offers access to hiking trails and swimming beaches.

When to go

With its promise of long, sunny days ideal for enjoying the trails, waterfalls, and great outdoors, summer is by far the most popular time of year to visit Woodstock and the surrounding area. However, the season can bring crowds and booked-up campsites, so try to make reservations far in advance. September and October can also get busy with visitors arriving to see fall foliage. Winters are relatively crowd-free and offer skiing and snowshoeing.