Vacation rentals with outdoor seating in Woodstock

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Popular amenities for Woodstock outdoor seating rentals

House rentals with outdoor seating

Top guest favorite
Home in Saugerties
4.96 out of 5 average rating, 224 reviews

Retro-Chic Cabin in Woodstock - Sauna

BarbyRating, 5 stars2 weeks ago
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.
Guest favorite
Home in Woodstock
4.85 out of 5 average rating, 243 reviews

The Tinker Street Retreat

JoeRating, 5 stars1 week ago
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.
Top guest favorite
Home in Woodstock
4.92 out of 5 average rating, 180 reviews

Fabulous Family House nr Woodstock Center

SallyRating, 5 stars1 month ago
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!
Top guest favorite
Home in Woodstock
4.98 out of 5 average rating, 224 reviews

Sweeping mountain views in Woodstock, NY

TruptiRating, 5 stars2 weeks ago
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.
Guest favorite
Home in Hunter
4.95 out of 5 average rating, 147 reviews

Modern House with Mountain View @Getawind

SamRating, 5 stars4 days ago
Loved the place. Beautiful setting and the house was well stocked with everything we needed. Highly recommend for an escape from civilization.
Guest favorite
Home in Woodstock
4.91 out of 5 average rating, 450 reviews

In Town+Peaceful Yard+Backyard Brook+Pets Welcome

MichelleRating, 5 stars3 days ago
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!
Guest favorite
Home in Woodstock
4.97 out of 5 average rating, 296 reviews

Romantic Cottage -Amazing Views -Spa -Woodstock NY

RobinRating, 5 stars3 weeks ago
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!
Guest favorite
Home in Mount Tremper
4.93 out of 5 average rating, 225 reviews

Mt. Wonder - Hot tub, sauna, wonderful view

DianeRating, 5 stars3 days ago
Wonderful views and lots of space to explore your surroundings. We enjoyed the eco-friendly hot tub the most!

Apartment rentals with outdoor seating

Top guest favorite
Apartment in Kingston
4.97 out of 5 average rating, 260 reviews

The Ivy on the Stone

Dottie SRating, 5 stars2 days ago
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!
Top guest favorite
Apartment in Freehold
5 out of 5 average rating, 304 reviews

Mountain View Retreat~Sunny Hill Golf / Skiing

Chi-ShengRating, 5 stars2 weeks ago
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!
Top guest favorite
Apartment in Coxsackie
5 out of 5 average rating, 115 reviews

Hudson River Beach House

HeidiRating, 5 stars2 days ago
Love Janet, love her property, love the atmosphere……….PERFECT in every way! Any need……Janet was doll! Will be back!
Guest favorite
Apartment in Stone Ridge
4.89 out of 5 average rating, 577 reviews

Cozy Apartment with Sauna in Historic Stone Ridge

AmandaRating, 5 stars1 week ago
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!
Top guest favorite
Apartment in Tillson
4.98 out of 5 average rating, 131 reviews

Woodland Neighborhood Retreat

ChayaRating, 5 stars2 weeks ago
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.
Top guest favorite
Apartment in Kingston
4.95 out of 5 average rating, 277 reviews

Cozy, charming guesthouse in uptown Kingston NY

DanielRating, 5 stars3 days ago
Great location close to shops and restaurants in the stockade district. Kaz was very responsive and had lots of good local recommendations.
Guest favorite
Apartment in Saugerties
4.97 out of 5 average rating, 111 reviews

Lovely Creekside w pool/sauna near Woodstock

MelissaRating, 5 stars10 months ago
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.
Top guest favorite
Apartment in Kingston
4.98 out of 5 average rating, 100 reviews

Rondout Rendezvous

Missy & GuyRating, 5 stars1 week ago
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

Guest favorite
Condo in Hunter
4.86 out of 5 average rating, 138 reviews

Trailside At Hunter-Phase II-Hunter NY

MengqiRating, 5 stars8 months ago
This condo is absolutely beautiful and comfy! We especially love the bed and pillows.
Superhost
Condo in Hunter
4.6 out of 5 average rating, 15 reviews

Scenic Getaway with Private Deck

BrigetteRating, 5 stars4 months ago
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.
Top guest favorite
Condo in Kerhonkson
5 out of 5 average rating, 24 reviews

Bright & Cozy | Walk to Rail Trail

FangRating, 5 stars3 weeks ago
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.
Guest favorite
Condo in Windham
5 out of 5 average rating, 32 reviews

5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub

JayRating, 5 stars2 months ago
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!
Guest favorite
Condo in Hunter
4.95 out of 5 average rating, 61 reviews

Hunter Mountain 2BR Condo - Steps to Slopes!

KellyRating, 5 stars3 months ago
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!
Guest favorite
Condo in Hunter
4.82 out of 5 average rating, 65 reviews

Perfect Catskills hiking getaway with fireplace

AlexaRating, 5 stars3 weeks ago
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!
Top guest favorite
Condo in Hunter
4.98 out of 5 average rating, 47 reviews

Hike, bike & snooze: your summer adventure!

SarahRating, 5 stars3 months ago
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!
Superhost
Condo in Windham
4.91 out of 5 average rating, 11 reviews

Brand New Outdoor Hot Tub - Luxury 2 Bedroom Suite

YadiraRating, 5 starstoday
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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