Cottage holiday rentals in Shandaken

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Popular amenities for cottage rentals in Shandaken

Cottage rentals with a hot tub

Guest favourite
Cottage in Mongaup Valley
4.97 out of 5 average rating, 236 reviews

Hot Tub, Playground, 3 Acres, and Much More!

GilbertRating, 5 stars2 weeks ago
Highly recommended — especially for families with young children! The property has everything you could need, and there’s even a charming farm nearby (just be sure to check their hours in advance). The hosts were incredibly responsive and helpful throughout our stay. The house was spotless and had such a welcoming, positive energy. With so much land to explore, you truly don’t need to leave the property if you bring your own food and supplies. We had a wonderful experience and will definitely book again in the future!
Guest favourite
Cottage in Bloomington
4.96 out of 5 average rating, 234 reviews

Couples Getaway, Hot Tub, 3 acres, 5mi to Kingston

NoaRating, 5 stars1 month ago
We had a lovely stay at kim’s. The location was great, having a hot tub was really nice even with the weather getting warmer, the space was very clean and kim was very responsive to us throughout the whole stay.
Top guest favourite
Cottage in Beach Lake
4.99 out of 5 average rating, 126 reviews

Driftwood Cottage on Welcome Lake-peaceful retreat

DouglasRating, 5 stars6 days ago
Couldn't have been happier with this cottage. Modern appliances, beautiful surroundings, quiet, gorgeous view overlooking the lake. The kitchen and master bathroom were standouts. Would stay here again. Bob and Julie did a fantastic job communicating before, during, and after the stay.
Guest favourite
Cottage in North Branch
4.94 out of 5 average rating, 135 reviews

Renovated Country Cottage w/ Hot Tub & View

DennisRating, 5 stars4 days ago
This was a nice AirBnB for the area, cozy and felt somewhat secluded despite being viewable from the main road. Perfect for a small dog to roam around on the grassy area, and the hot tub looking out into the back was a nice touch and enjoyable to sit in. We were looking for a relatively short get away from the city, quiet and close enough to things in the area to enjoy, and this fit the bill perfectly. The house was very clean with very clear instructions, and nice touches that made it feel cozy. Highly recommend for 2-4 people, particularly with small dogs.
Superhost
Cottage in Denver
4.94 out of 5 average rating, 139 reviews

Country Cottage w/ HOT TUB & Views

ДианаRating, 5 stars3 weeks ago
Everything about our stay was perfect! The house was spotless, cozy, and located in a great area. The host went above and beyond — always in touch, helpful, and kind. We truly felt welcomed and taken care of. Would absolutely stay here again!
Guest favourite
Cottage in Boiceville
4.98 out of 5 average rating, 114 reviews

Hot Tub & Chic Catskills Woodstock Design Retreat

JordanRating, 5 stars4 months ago
We always stay at Little Willow when we go skiing at Belle Ayre. I think our three years and running relationship with the house tell you all you need to know about working with the Little and Littler gang and their spot.
Guest favourite
Cottage in West Hurley
4.94 out of 5 average rating, 267 reviews

Woodstock Carriage House HotTub FirePit Pool

MaureenRating, 5 stars2 weeks ago
Three friends met at this beautiful carriage house with the feel of a French chalet! We stayed two nights with varied weather conditions. The house, grounds and location was perfect. Hot tub was used and so relaxing. The surroundings were beautiful and peaceful. The host, Diane was very helpful and friendly. What host makes scones each morning and delivers them warm?! Visited the Ashokan Reservoir trail, Opus 40, and Woodstock. Recommend this home highly. You won’t be disappointed!
Guest favourite
Cottage in Bethel
4.96 out of 5 average rating, 116 reviews

Lakehouse, Sunset View, Big Deck, Hot Tub, Dogs OK

KelliRating, 5 stars1 week ago
Great place. Fun water activities for the kids. Our dogs allowed to come was excellent. A little light on cutlery in the kitchen, but we made it work. Would recommend and would stay here again!

Pet-friendly cottage rentals

Guest favourite
Cottage in Willow
4.86 out of 5 average rating, 251 reviews

Peace Cottage

SarahRating, 5 stars3 months ago
I booked Nidhi's place for one night for myself and a guest to attend a show at Bearsville. The placement of everything, inside and outside, created an intentional sense of comfort. My guest arrived after me - without a thought, we ended up at the kitchen table talking for hours before the show. Again, the placement of this conversation spot felt intentional, but only after we found ourselves engaged in it. The outdoor surroundings are utilized to not only accent, but to enhance the indoor setting. The whole experience felt private and safe, and allowed us to share a really precious window of time for reconnection and decompression. In addition to the appealing aesthetics (the chosen blue for that kitchen!), the bedding was a treat to come back to at the end of the night - so inviting and equally comforting to find yourself wrapped up in in the morning. Nidhi so kindly messaged me out of concern for the very high winds we were experiencing (prepared with a generator), but no issue.
Guest favourite
Cottage in Claryville
4.84 out of 5 average rating, 128 reviews

Cozy off grid cottage Big Pine trees in Catskill

KseniyaRating, 5 stars7 months ago
This cabin is so very special—and has an artists touch! It is cozy (especially with the wood stove going), spacious for being a one-room size, and has everything you need to disconnect and recharge. We will absolutely be back and appreciated the clear and easy communication as well!
Guest favourite
Cottage in Woodstock
4.84 out of 5 average rating, 257 reviews

Woodstock Dog friendly Cottage in Town; large yard

BrittanyRating, 5 stars1 week ago
the location was incredible! We enjoyed walking the 50 feet into town for cute shops and boutiques. Ann had a great list in the house of restaurant recommendations that we found very helpful. Pictures do not capture the charm and coziness of this home, it is a very special property. the backyard was gorgeous and large also and we could hear a waterfall in the distance. We loved our little mountain getaway and will definitely stay here when we return to Woodstock.
Guest favourite
Cottage in West Camp
4.93 out of 5 average rating, 123 reviews

Hudson Valley Cottage

AlexandraRating, 5 stars2 months ago
This was so charming & cozy, while also being conveniently close to nature nails & downtown Woodstock. We thoroughly enjoyed our stay & would recommend!
Guest favourite
Cottage in Kingston
4.92 out of 5 average rating, 378 reviews

Kapitan’s Cottage: Private Retreat with Salt Pool

TaliRating, 5 stars4 days ago
The cottage is lovely, clean, and immaculately decorated. Great taste. We enjoyed the pool, which was perfect for our four year old given how shallow half of it was, and how the temperature was perfect, even on days when it wasn’t too hot outside. We hadn’t realize that the kitchen didn’t include an oven or microwave—but even so, we had a great time and enjoyed the fire pit! WiFi was a bit spotty but the hosts went above and beyond to try to help. Highly recommend!
Guest favourite
Cottage in Phoenicia
4.92 out of 5 average rating, 158 reviews

Bear Cottage in Phoenicia - Everything Walkable

RobertRating, 5 stars2 months ago
A wonderful home with lots of personal touches. Great for writing retreat, a base for hiking or to be in town itself. Looking forward to staying again.
Top guest favourite
Cottage in Catskill
4.96 out of 5 average rating, 283 reviews

1930's Cottage charm cozy air cond. near hiking

GabrielRating, 5 stars3 weeks ago
If you’re an artist looking for an inspiring and quaint place filled with kitsch and charm this place is perfect!
Superhost
Cottage in Hobart
4.8 out of 5 average rating, 196 reviews

🌟Riverfront Cottage W/2 Bedrooms Catskills 🌟

HeatherRating, 5 stars2 days ago
We had a great few days at Robert and Sandra's adorable place. Exploring the river and state lands bordering the property was awesome. Hope we can stay at the River House again.

Private cottage rentals

Top guest favourite
Cottage in Elka Park
4.98 out of 5 average rating, 258 reviews

Cozy Mountaintop Cottage for a Catskills Escape

ElizabethRating, 5 stars4 weeks ago
Cute house in the Catskills! Close drive to Tannersville, Hunter - for restaurants. Very close to trailhead for Devils Path and Kaaterskill. Clean, comfortable, and for just the two of us, plenty of space!
Guest favourite
Cottage in Livingston Manor
4.97 out of 5 average rating, 195 reviews

Catskills Cozy Retreat:Comfy Beds, Firepit, & More

WilliamRating, 5 stars3 weeks ago
Had a wonderful stay at Michael’s place. Quiet and centrally located to fishing spots we planned to go to. Would highly recommend and hopefully plan a return trip next year.
Superhost
Cottage in Kingston
4.8 out of 5 average rating, 174 reviews

Cottage with Private Deck on 8 acres of Woods

CarolineRating, 5 stars5 days ago
The stay at Ashlie’s was just perfect. The cabin is so intimate and secluded, but very close to everything you might wanna check out! Ashlie was very friendly, I would definitely stay again!!
Guest favourite
Cottage in Clintondale
4.97 out of 5 average rating, 315 reviews

Old Mill Cottage - Upstate Mountain Views

MonicaRating, 5 stars3 days ago
I’m so glad we stayed there! We had a beautiful breakfast on the deck one day and looked at all the stars at night. Perfect place.
Superhost
Cottage in Gardiner
4.9 out of 5 average rating, 162 reviews

Little Cottage Under the Ridge

FelixRating, 5 stars2 weeks ago
Jaclyn's airbnb is located in a wonderfully private area in the Catskills, close to New Paltz and many nice restaurants, amenities and hikes. The small home has been tastefully remodeled and outfitted with great appliances. A perfect getaway for a couple. We will be back!
Top guest favourite
Cottage in Rhinebeck
4.99 out of 5 average rating, 153 reviews

Fabulous Lemon Cottage in Rhinebeck, NY

LizRating, 5 stars2 weeks ago
By far one of the best airbnbs I have ever stayed at! The cabin was beyond adorable, comfortable, clean, so well decorated and very private. It was so relaxing with great outdoor areas to hang out, places inside to read, comfortable den to watch movies and super comfortable bed. Would definitely come back!!
Superhost
Cottage in Highland
4.9 out of 5 average rating, 627 reviews

Little Yellow Cottage New Paltz - Kitchen wash/dry

HardyRating, 5 stars3 weeks ago
I usually stay in village of New Paltz so was a little apprehensive staying a bit outside of village. But I actually now prefer the situation as it's not that far to all the action and the cottage is amazing, which more than makes up for the minor driving inconvenience. Highly recommend!!
Guest favourite
Cottage in Saugerties
4.94 out of 5 average rating, 236 reviews

Blue Mountain Cottage

BrendanRating, 5 stars1 month ago
Great cabin for a weekend getaway. The kitchen and living areas were spacious and the lofted bedroom was cozy. Everything was clean and the cabin has very rustic vibes. It’s on its own lot with a great back porch and bbq. Would highly recommend!

Quick stats about cottage rentals in Shandaken

  • Total rentals

    50 properties

  • Nightly prices starting at

    $140 SGD before taxes and fees

  • Total number of reviews

    6.8K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore

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