
Holiday rentals with outdoor seating in Woodstock
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Top-rated rentals with outdoor seating in Woodstock
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Popular amenities for outdoor seating rentals in Woodstock
House rentals with outdoor seating

Retro-Chic Cabin in Woodstock - Sauna
Had a beautiful couple of days in the wooded retreat. So peaceful. Loved the yoga room. Everything was so relaxing. Loved that there were instructions for everything so was easy to use the pellet stove and fire pit! The roof deck was great for star gazing. Five stars for sure.

The Tinker Street Retreat
What a joy. Better than the photos. Having all of the musical instruments was so fun, and so was watching a movie on the projector. Beds were comfortable. Nice kitchen. A pleasure to watch the birds outside the window, as well as deer and a woodchuck. If you're 6'2" and a little bit clumsy like me, you might want to use the downstairs bedroom. The ceilings are a bit low for tall people upstairs. The book collection is wonderful. Lots of other thoughtful touches like a flashlight for being out at walking night and tick spray. We had a wonderful time staying here.

Grandma's Place an Easy Walk to Woodstock
We loved staying at Grandmas place. It’s such a lovely home and the back yard is so beautiful. It’s very close to town and we walked everywhere. The kitchen is fully stocked, there is a fire pit out back, and the beds are comfy. Grandma does live there and stays on the adjoining right side of the house but we still felt it was quite private and fully had the space to ourselves during our stay. We would stay again and Woodstock is filled with fun things to do and great places to eat.

Sweeping mountain views in Woodstock, NY
We will highly recommend John and Kelly’s place in Woodstock as a destination for a family getaway. The house has the best of both worlds - it offers exceptional privacy and amazing view along with convenient proximity to the Woodstock town center. The interior gives one a rustic country feel with a record player and huge record collection setting the mood. The house also boasts a great collection of DVDs. John and Kelly provided great sightseeing and food recommendations. The communication was always prompt and courteous. We enjoyed our stay.

Modern House with Mountain View @Getawind
Loved the place. Beautiful setting and the house was well stocked with everything we needed. Highly recommend for an escape from civilization.

In Town+Peaceful Yard+Backyard Brook+Pets Welcome
We loved our weekend at Brookside Barn! We were thrilled to find this pet-friendly availability for a last-minute getaway. Clean and cozy, peaceful inside and out, walking distance to the village, bookshelf and board games for rainy days (which we had), easy check-in/check-out process and clear instructions!

Mt. Wonder - Hot tub, sauna, wonderful view
Wonderful views and lots of space to explore your surroundings. We enjoyed the eco-friendly hot tub the most!

Woodstock Romantic Mountain Studio w/ Pool
We loved this cute studio cabin at the end of a quiet lane in the woods. The host was accommodating and left a welcome basket with tea & muffins for our arrival. The whole unit was clean and well maintained with basic equipment for cooking. We enjoyed sitting on the veranda watching the wildlife. Convenient location for Woodstock for coffee and food, & Ashokan reservoir for walking and cycling. There were a few potholes on the access road to the property which deer use to drink from (☺️). We loved that the cabin was bug free and did not have any trace of bug spray! (We get very bad reactions to that stuff). Thank you for hosting & being respive. Recommend for a weekend 👍🏼
Apartment rentals with outdoor seating

The Ivy on the Stone
Katherine's place was perfect for our stay in Kingston. Amazing location and very charming. Highly recommend.

Mountain View Retreat~Sunny Hill Golf / Skiing
This is a great home. The decor is inviting, the kitchen is spacious, and the backyard has a great view. Really enjoyed the peace and quiet too.

Hudson River Beach House
Love Janet, love her property, love the atmosphere……….PERFECT in every way! Any need……Janet was doll! Will be back!

Cozy Apartment with Sauna in Historic Stone Ridge
Great spot just off the Main Street in beautiful Stone Ridge.

Woodland Neighborhood Retreat
I had an amazing stay at Lisa's place and felt so comfortable that didn't want to leave. but definitely booking again for next catskills adventure. Thank you Lisa for allowing my stay at your wonderful retreat from the norm of life.

Cozy, charming guesthouse in uptown Kingston NY
Great location close to shops and restaurants in the stockade district. Kaz was very responsive and had lots of good local recommendations.

Lovely Creekside w pool/sauna near Woodstock
We spent three nights at Rich and Sheila's place and it was an amazing getaway. Our apartment was perfect-clean and comfy. We loved the proximity to the creek and the pool was a huge bonus! Rich and Sheila were both responsive and welcoming. We look forward to a return trip.

Special Nest w Private Entrance River View Porches
Our stay here in Newburgh was lovely! This place was well-stocked, very very clean, fabulously eclectic, and spectacularly spacious! We loved having two restrooms and being so close to the river and to Hudson Taco!! As the Host mentions, do carefully consider how much you care about “neighbor noise.” While I brought slippers to kindly observe the “no shoes in the house” rule, the tenants above us rudely did not. We couldn’t hear voices, but the heavy footsteps kept us awake until 1 o’clock in the morning on a weeknight and woke us up at 6:30 AM on Saturday morning. The dog scampering around or crying and whining loudly every time it was left alone in the house was also hard to bear despite our bringing ear plugs. We would 100% stay again if Sarah would kindly have us. We’re sure to have more considerate neighbors next time. Thank you for creating such a lovely space at an affordable rate.
Apartment rentals with outdoor seating

Trailside At Hunter-Phase II-Hunter NY
This condo is absolutely beautiful and comfy! We especially love the bed and pillows.

Scenic Getaway with Private Deck
Daria and Justin were lovely, responsive hosts. It’s a great little apartment — super clean, well equipped with all the basic necessities, tasteful, well thought out decor, a really pleasant place to be, right on the mountain. Small, but perfect for a couple or small family ski weekend. I would definitely recommend and would love to go back.

Bright & Cozy | Walk to Rail Trail
The home was clean and had perfect amenities for my friends and I on our Catskills cycling trip. Was walkable to a morning breakfast spot, and ice cream at night. Would not hesitate to stay again!

Lothbrok - on Main Street
Mary’s place is nice and clean, right in the center of town. Walkable to restaurants and coffee shops. Without going into details, I’m touched by her responsiveness to me during my stay – a true life champion! Very best wishes to you, Mary :D Thank you for the recommendations and great hospitality. Cheers~

Trailside Tranquility at Hunter Mountain
Perfectly set up and spotless. The unit is supplied with everything you could possibly need. By far the best organized, supplied and clean Airbnb we have ever stayed in.

Perfect Catskills hiking getaway with fireplace
5 stars, 5 stars, 5 stars!! I would just like to say I’ve stayed in many Air B&Bs before, and this one is by far one of my favorites. The hosts are absolutely amazing. They are proactive in responding and really want you be be comfortable and making sure you have no issues. The price was 100% worth it. I love that they included board games as a part of the space, such a nice touch. The bathrooms and bedrooms were also so clean, and we enjoyed our stay. You can really tell the hosts put a lot of love and care into this place. I can’t say enough good things about them!

Hike, bike & snooze: your summer adventure!
Robert's place was a delight! Spotless with many thoughtful touches. We went for a spring snowboard trip to Hunter and didn't try to walk to the lifts (due to the conditions), but the drive was only a few minutes and super convenient. Robert was very responsive and friendly, and made sure we had everything we needed. The property is great with a lovely deck and well equipped. Highly recommend this property; we hope to be back!

Brand New Outdoor Hot Tub - Luxury 2 Bedroom Suite
We had an amazing stay! The home was exactly as pictured. The location was perfect—just a 30 min drive to Kaaterskill Falls and 5 mins to the local restaurants, but tucked away enough to enjoy peace and quiet. Michael was responsive and made check-in a breeze. We especially loved the beautiful views from the hot tub and how comfortable the space felt after a day of hiking and exploring. The sauna was a great surprise! Highly recommend this place for anyone looking for a peaceful escape to the Catskills. We’d absolutely stay again!
Quick stats about holiday rentals with outdoor seating in Woodstock
Total rentals
150 properties
Nightly prices starting at
₹6,923 before taxes and fees
Total number of reviews
19K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
20 properties have a pool
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Howe Caverns
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- John Boyd Thacher State Park
- Albany Center Gallery
- Taconic State Park
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Norman Rockwell Museum
- Villa Roma Ski Resort
- Beartown State Forest
- Mohawk Mountain Ski Area
- Hancock Shaker Village