
House holiday rentals in Callicoon
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Top-rated house rentals in Callicoon
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Callicoon house rentals
House rentals with a pool

Lakefront Mansion w/ Hottub, Firepit, Ping Pong!
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

Livingston Manor Retreat
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!

Summer Retreat! Amazing Pool, Playground, 7 acres!
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.

The Green Light Lodge- minutes to beach & skiing!
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!

Lighthill Pool is Open plus EV charger
Great place for a break from the everyday. Extremely well prepared place. Wry thoughtful decoration etc and everything has been considered. Loved our stay!!

Lake Front Retreat in the Poconos * King Bed*
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.

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

Garden Villa | Pool + Hot Tub + Lake Passes
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

Woods Farm in the Catskills
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!

The Swiss Hill Farmhouse
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!!

Time away
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.

The Nest At Swiss - Lakefront In The Catskills
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!

Luxury Mountain Retreat with Panoramic Vista Views
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.

Modern Farmhouse Nestled in the Catskills
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.

Peaceful Acres
Lovely place to stay, ideal for access to all the Catskills have to offer. Adriane was very responsive and it was all very easy.

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

Islander House - 5 mins from Bethel Woods
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!

Lake Ridge Bungalow w/ outdoor SAUNA
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!

Riverfront Cabin in Narrowsburg
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.

Private Countryside Home - The Meadow House
Beautiful secluded location. House was well stocked and super clean. Short drive to downtown Callicoon for restaurants.

Cozy, Catskills Getaway in the Country - 2 hrs NYC
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.

Modern Farmhouse With Expansive Catskills Views
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.

Ro House - A Modern Cabin w/ Hot Tub!
Beautiful, modern, clean house with really comfortable beds! Was perfect for our long weekend upstate. Definitely a good choice.

Stylish Mountain Retreat, 22 Acres w/ Bocce Court
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
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- Mountain Creek Resort
- Kalahari Resorts
- Bethel Woods Center for the Arts
- Bushkill Falls
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- The Kartrite Resort & Indoor Waterpark
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Montage Mountain Resorts
- Promised Land State Park
- Resorts World Catskills
- Elk Mountain Ski Resort
- The Country Club of Scranton
- Salt Springs State Park
- Villa Roma Ski Resort
- Lackawanna State Park
- Claws 'N' Paws
- Plattekill Mountain
- Tobyhanna State Park