
Vacation rentals with outdoor seating in Woodstock
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Top-rated outdoor seating rentals in Woodstock
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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.

Fabulous Family House nr Woodstock Center
Homey! We (4 old friends) met for a retreat in Woodstock. Susanna's place was perfect -- quiet, clean, comfortable, in a lovely walkable neighborhood and exactly as advertised. We especially enjoyed all the various spaces we could relax in and just hang out together, including a large outdoor picnic table. The kitchen was very well equipped and well stocked with everything we needed to cook together. The bedrooms were roomy and comfortable, the wifi was excellent, and all instructions were easy and user-friendly. We didn't actually communicate with Susanna because we didn't need to -- everything was right at our fingertips -- but we're sure she would have been there if needed. She also granted our request to check in a few hours early -- makes a big difference after a long day of travel. We will definitely be back!

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!

Romantic Cottage -Amazing Views -Spa -Woodstock NY
Dror’s place was the ideal getaway. It was just the right size for one or two people. It was clean, cozy, and had all the right amenities, including coffee makers, coffee, and even a frother! Unfortunately, it rained all weekend, so I couldn’t enjoy the hot tub. But the space in the backyard was very peaceful and inviting. I left you a drawing, Dror, and wanted you to know that I haven’t drawn in many years because of a busy life. Your home brought that out in me. Thanks again!

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!
Apartment rentals with outdoor seating

The Ivy on the Stone
Ivy on the Stone is a gem. We will definitely return. The bed was very comfortable, the bathroom large and there is even a large screened porch for relaxing on comfy chairs, a sofa as well as a table for eating. Area restaurants are great, walkable to coffee shops and a large bakery in addition to a charming downtown with boutiques etc. Katherine is extremely attentive and we plan to return. MOST HIGHLY RECOMMENDED!

Mountain View Retreat~Sunny Hill Golf / Skiing
Definitely a space with great level of thoughts and details makes you feel comfortable and relaxed. Surrounded by the nature, you can immerse yourself in the beautiful mountain view and bird chirps, very peaceful and tranquil. We saw deers walking by, rabbit hiding in bush from raining, and a little chipmunk busy around the house all the time. Thanks Katey for sharing her beautiful home and being a great host, super responsive and provides lots of useful information. We had an amazing time!

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
Very convenient location close by to everything we needed! We did have an issue with something in our unit, but Aaron communicated very quickly and was able to let us use the other available unit for the night. Both Air bnbs at the property were very well stocked and spotless. Felt very much at home here!

Woodland Neighborhood Retreat
Worth every penny. Lisa was super responsive, the space was so welcoming and the surroundings were gorgeous. It was exactly what I was looking for in a little home away from home getaway.

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.

Rondout Rendezvous
This was our second stay which was as wonderful as our first stay!Beautiful, spotless little airbnb in a fabulous location close to restaurants and unique shops. The host was delightful and we already have another stay booked😀
Condo 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
Well designed, well maintained modern style home. Love the warm toned interior. Quick drive to lots of hiking spots which was what brought us here. Management team was very professional and easy to communicate. Will consider for any future trips to Minnewaska/Mohonk.

5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub
An excellent place to stay for a ski trip. Perfect location right at the base. Wonderful building with a great pool and hot tub. Excellent for a great ski vacation!

Hunter Mountain 2BR Condo - Steps to Slopes!
This is my second stay at Daniel’s, and it was just as good as the first! I love the location of his place in relation to the mountain. It’s a quick walk up the parking lot to the trails/lifts. Most importantly, my pups feel right at home, and they know his place now! His home is always clean and the linens/towels always smell fresh! I told him I will be coming back multiple times throughout the snow season to go boarding. He is very responsive and helpful and would go out of his way if need be! Overall, 12/10 recommend Daniel’s spot!

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 vacation rentals with outdoor seating in Woodstock
Total rentals
150 properties
Nightly prices starting at
G$16,737 GYD 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