House holiday rentals in Callicoon

Find and book unique houses on Airbnb

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Popular amenities for Callicoon house rentals

House rentals with a pool

Top Guest favourite
Home in Clifton Township
4.86 out of 5 average rating, 118 reviews

Lakefront Mansion w/ Hottub, Firepit, Ping Pong!

LuisRating, 5 stars3 weeks ago
Yelena was the best host I’ve ever dealt with . She was perfect in every way. Always responded and was proactive in ever way possible . Thank you for make our experience perfect
Superhost
Home in Livingston Manor
5 out of 5 average rating, 3 reviews

Livingston Manor Retreat

CharlieRating, 5 stars10 months ago
A beautiful home on a beautiful piece of land. A river runs through this property and you can hear it flowing all day. The house is beautiful and full of unique pieces. It feels like you’re staying at a friend’s house, not just an airbnb. We will stay here again!
Guest favourite
Home in Warwick
4.92 out of 5 average rating, 109 reviews

Summer Retreat! Amazing Pool, Playground, 7 acres!

JohanyRating, 5 stars3 weeks ago
This property is large and roomy with plenty beds to go around including the basement with the pool and ping pong tables plus a home gym with various equipments. The outdoors were fantastic with a very nice temperature controlled pool, Jacuzzi, swings set for the little ones and enough acreage to have a soccer match. The neighborhood was nice and quiet in a great country setting with lots of wildlife to enjoy to include lots of singing birds. Our family reunion was a great success due in part to the before mentioned surroundings. Douglas was always available to resolve minor issues, very responsive and accommodating, thanks for making our stay at this property a great one.
Guest favourite
Home in Lake Ariel
4.97 out of 5 average rating, 111 reviews

The Green Light Lodge- minutes to beach & skiing!

DanRating, 5 stars2 months ago
Lauren and Ryan's House was great! A perfect home for our family of four. The train themed bunk beds, darts and shuffleboard, fireplaces, and record player, were all hits. Lauren quickly responded to a few of our questions and made it clear that our comfort was her top priority. If you are looking for a clean, comfy, cozy and safe place by a lake, I highly recommend the Green Light Lodge. We thoroughly enjoyed our stay and would absolutely book again!
Guest favourite
Home in Callicoon
4.96 out of 5 average rating, 23 reviews

Lighthill Pool is Open plus EV charger

FannyRating, 5 stars3 weeks ago
Great place for a break from the everyday. Extremely well prepared place. Wry thoughtful decoration etc and everything has been considered. Loved our stay!!
Guest favourite
Home in Gouldsboro
4.88 out of 5 average rating, 259 reviews

Lake Front Retreat in the Poconos * King Bed*

Kimberly (Or David)Rating, 5 stars3 weeks ago
We loved this Airbnb. It was beautiful there and Michael was quick to answer any questions. We did manage to get on the water with the kayaks, so that was great. We will definitely be back.
Top Guest favourite
Home in Lackawaxen Township
5 out of 5 average rating, 109 reviews

Wander Inn! Golf Sim, Hot Tub, Pools, Lake

NickRating, 5 stars1 week ago
Heather was very interactive with my stay and gives very clear instructions! The house is exactly as described and photoed! Fun activities to do at home and very clean! Plenty of space in the house with a great kitchen! Definitely would stay again and recommend to friends/family!
Guest favourite
Home in Narrowsburg
4.92 out of 5 average rating, 37 reviews

Garden Villa | Pool + Hot Tub + Lake Passes

SaraRating, 5 stars1 week ago
What a wonderful and peaceful retreat! The house was perfect for us as a family with three kids, as there were plenty of games available for use. The garden was simply stunning – a truly calm and serene space. Dining al fresco underneath the beautiful gazebo was a particularly magical experience. We thoroughly enjoyed having access to the pool and hot tub, which were perfect for unwinding. We left feeling completely refreshed, and cannot wait to come back!

Weekly house rentals

Guest favourite
Home in Hankins
5 out of 5 average rating, 26 reviews

Woods Farm in the Catskills

JustinRating, 5 stars4 weeks ago
We had a great time staying at Sarah’s home. It was absolutely perfect, the space was a great vibe and exactly what we wanted out of the Catskills. A great escape from the city. The recommendations were very helpful. We went to Roscoe for dinner at Junction which was amazing. We walked around Livingston Manor as well which had cute stores and a great pizza spot. We also took our dog on a hike and he loved it. Overall a great weekend spot and would love to come back again!
Guest favourite
Home in Jeffersonville
4.95 out of 5 average rating, 95 reviews

The Swiss Hill Farmhouse

YuliyaRating, 5 stars2 weeks ago
We rented the house to celebrate my birthday, its was peaceful, calm and just relaxing. The house itself has charm of an old farm house. Very bright, with great details of a old house that was billed in 1912. The little mystery there, who is the man on the big portrait. ;)) Comfortable furnishings, all to our liking. The host is incredible. Flexible check in hours, host responded with minutes, everything was ready and working. Its was incredible stay! Will recommend this to our friends and family!!! Thank you so much!!
Guest favourite
Home in Cochecton
4.83 out of 5 average rating, 36 reviews

Time away

BaileyRating, 5 stars1 week ago
Dianna's place was the perfect overnight stay for us! We came for a wedding that was just down the road and the location was perfect, easy to check into, and a serene escape from city life.
Top Guest favourite
Home in Jeffersonville
4.98 out of 5 average rating, 94 reviews

The Nest At Swiss - Lakefront In The Catskills

SamRating, 5 stars3 weeks ago
We had an amazing weekend in the Catskills thanks to The Nest at Swiss. We brought five kids and 5 adults and we had the greatest time. Plenty of room to spread out while also a ton to do. We watched movies, played cards, made pop corn, built fires, smoked meat, went fishing, kayaking, played endless games of manhunt and monopoly. The Nest was set up for everything. We really enjoyed the short walks into Jeffersonville and hanging out on the decks. Even though the weather wasn’t perfect for Memorial Day weekend it did not matter to us. The Nest is also really close to Bethel Woods and we took him to concert on Saturday night super convenient location. The house was fully stocked and had everything we can think of. Well done Matthew!
Top Guest favourite
Home in Barryville
5 out of 5 average rating, 17 reviews

Luxury Mountain Retreat with Panoramic Vista Views

PrashantRating, 5 stars1 week ago
I am in two minds about what to write in this review. On one hand, this property is truly mind blowing. It has been designed beautifully indoors and there is so much attention to detail. And then, the view…I’ve traveled a lot and the view blew my mind. On the other hand, I’m not sure I want too many other people to know about this gem..because I want to come back. And I am hoping this review doesn’t make that more difficult.
Guest favourite
Home in Cochecton
4.94 out of 5 average rating, 62 reviews

Modern Farmhouse Nestled in the Catskills

MichelleRating, 5 stars2 weeks ago
Incredibly clean and modern, had a lot of great amenities. Adam was very communicative and responsive as a host, answered all of our questions in a timely manner.
Top Guest favourite
Home in Callicoon
5 out of 5 average rating, 19 reviews

Peaceful Acres

MattRating, 5 stars2 weeks ago
Lovely place to stay, ideal for access to all the Catskills have to offer. Adriane was very responsive and it was all very easy.
Top Guest favourite
Home in Narrowsburg
5 out of 5 average rating, 46 reviews

A Modern Escape, 3-Bed, 10+ Acre, Tranquil Retreat

RogerRating, 5 stars1 week ago
Beautiful nearly new home in the woods. Loved sitting in the hot tub looking out to the forest. Newly installed car charger was a big plus. Really appreciated William’s local suggestions.

Private house rentals

Superhost
Home in Bethel
5 out of 5 average rating, 3 reviews

Islander House - 5 mins from Bethel Woods

CarolRating, 5 stars3 weeks ago
Loved our stay here! Was a little nervous since it's such a new listing but since they had another listing with great reviews we decided to give it a try and so glad we did! The place was beautiful and wonderfully decorated with everything we needed for a nice stay. Really peaceful and quiet with a beautiful view of the lake. We took advantage of the proximity to Bethel Woods and enjoyed a show on the first night. Super easy to go to the venue and would highly recommend staying here if catching a show there! This place is also close to some really cute towns and we enjoyed the recommendations provided by our host. We had such a great long weekend here and our 5 year old loved having adventures in the backyard. We hope to be back soon!
Top Guest favourite
Home in Narrowsburg
5 out of 5 average rating, 43 reviews

Lake Ridge Bungalow w/ outdoor SAUNA

DrewRating, 5 stars2 weeks ago
We absolutely loved our time at Will’s cabin! It has everything you could possibly need for a cozy weekend away. Can’t wait to come back!
Top Guest favourite
Home in Narrowsburg
5 out of 5 average rating, 10 reviews

Riverfront Cabin in Narrowsburg

IvanRating, 5 stars3 weeks ago
This Airbnb is in a beautiful and peaceful location, nestled right up to the Delaware river. We loved spending time in the backyard and taking a walk down to the Delaware river. Would highly recommend. We’ll definitely be back. Thank you for having us.
Superhost
Home in Callicoon
5 out of 5 average rating, 3 reviews

Private Countryside Home - The Meadow House

KewhyunRating, 5 stars9 months ago
Beautiful secluded location. House was well stocked and super clean. Short drive to downtown Callicoon for restaurants.
Top Guest favourite
Home in Livingston Manor
4.98 out of 5 average rating, 45 reviews

Cozy, Catskills Getaway in the Country - 2 hrs NYC

SophieRating, 5 stars1 week ago
We love our stays at Angela’s. The house is always so clean and comfortable for our family. We keep coming back to the house because we always have very comfortable time and Angela is a wonderful host.
Top Guest favourite
Home in Roscoe
4.99 out of 5 average rating, 85 reviews

Modern Farmhouse With Expansive Catskills Views

AlisonRating, 5 stars3 weeks ago
Hide & Sansan were A+ hosts! Their home is just beautiful, comfortable and pristine! We loved the scenic views & grilling on the patio. Hide & Sansan are very communicate and made it their business that our stay was 5 star!!! Would absolutely stay here again.
Guest favourite
Home in Jeffersonville
4.98 out of 5 average rating, 60 reviews

Ro House - A Modern Cabin w/ Hot Tub!

KayleyRating, 5 stars3 months ago
Beautiful, modern, clean house with really comfortable beds! Was perfect for our long weekend upstate. Definitely a good choice.
Guest favourite
Home in Livingston Manor
4.98 out of 5 average rating, 47 reviews

Stylish Mountain Retreat, 22 Acres w/ Bocce Court

AngusRating, 5 stars5 months ago
We had an amazing family holiday at Nicole’s place. Super clean, great for a family. We especially loved the kitchen, living room plus fire and the bocce court. Would highly recommend.

Quick stats about house rentals in Callicoon

  • Total rentals

    10 properties

  • Nightly prices starting at

    $332 NZD before taxes and fees

  • Total number of reviews

    290 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wi-Fi availability

    10 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

Destinations to explore

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