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Callicoon Vacation Rentals

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Sep 24 - Sep 25
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Sep 25 - Sep 26
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Sep 26 - Sep 28
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Oct 3 - Oct 5

Vacation Rentals in Callicoon

Our top choices for Callicoon vacation rentals

Postcard Cabins Western Catskills
Exterior

Postcard Cabins Western Catskills

2.0 star property
9.6 out of 10, Exceptional, (35)
"Very relaxing trip"
The price is ￥17,566
￥25,004 total
includes taxes & fees
Sep 25 - Sep 26
Postcard Cabins Western Catskills
7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity 21
Fridge, microwave, oven, stovetop

7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity 21

10.0 out of 10, Exceptional, (49)
"This location was fantastic. We had an amazing time exploring nearby towns and relaxing at the property."
7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity 21
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
6 bedrooms, desk, iron/ironing board, free WiFi

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

9.0 out of 10, Wonderful, (82)
"Great property for a group trip. We enjoyed the house it was spacious and had everything we needed. The lake, kayaks and paddle boards were a lot of fun. I highly recommend and would stay again."
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Handcrafted Riverfront Cabin on 10 acres
Exterior

Handcrafted Riverfront Cabin on 10 acres

10.0 out of 10, Exceptional, (172)
"Beautiful property located on an excellent stretch of river. Love the cabin. Great fishing lodge. "
The price is ￥16,987
￥47,520 total
includes taxes & fees
Oct 14 - Oct 15
Handcrafted Riverfront Cabin on 10 acres
Spectacular Catskill Mountain River Front Custom Log Home
TV, DVD player

Spectacular Catskill Mountain River Front Custom Log Home

10.0 out of 10, Exceptional, (71)
"Great Location"
Spectacular Catskill Mountain River Front Custom Log Home
Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.
Property grounds

Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.

9.8 out of 10, Exceptional, (28)
"Beautiful spot with cozy lodgings and thoughtful host. Would definitely stay again! "
The price is ￥14,613
￥28,041 total
includes taxes & fees
Sep 30 - Oct 1
Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Interior

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

9.6 out of 10, Exceptional, (47)
"Love the hot tub, love the location Absolutely loved our stay! The place was clean, cozy, and exactly as described. Great location, easy check-in, and the host was super responsive."
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River
Fridge, microwave, oven, stovetop

Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River

10.0 out of 10, Exceptional, (187)
"Very nice!"
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River
Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland
Fridge, microwave, oven, stovetop

Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland

2.0 star property
7.4 out of 10, Good, (3)
"The property was very big and spacious. We had a large group, yet everyone had more than enough room.Looking forward to renting this place again. "
Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland
Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly
Terrace/patio

Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly

9.6 out of 10, Exceptional, (227)
"Amazing cabin trip with the family! We will definitely be back to this place! "
Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
Property grounds

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

10.0 out of 10, Exceptional, (8)
"Lovely property in a serene and interesting setting. The hosts were so kind and communicative. We stayed for a night and enjoyed local sights and a concert in Bethel! "
The price is ￥26,570
￥47,954 total
includes taxes & fees
Sep 26 - Sep 27
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
Hideaway!! less than a mile to the acres
TV

Hideaway!! less than a mile to the acres

10.0 out of 10, Exceptional, (10)
"We enjoyed our stay. The place was quiet, cozy, and well equipped, and Charlie was responsive to our questions."
The price is ￥16,606
￥38,885 total
includes taxes & fees
Oct 4 - Oct 5
Hideaway!! less than a mile to the acres
Beautiful Full-Size Private Lakefront Gated Home with dock / boats
View from property

Beautiful Full-Size Private Lakefront Gated Home with dock / boats

9.8 out of 10, Exceptional, (142)
"Perfect. Has everything "
Beautiful Full-Size Private Lakefront Gated Home with dock / boats
Breathtaking 44+ Acre Country Estate
Fridge, microwave, oven, stovetop

Breathtaking 44+ Acre Country Estate

10.0 out of 10, Exceptional, (36)
"Great place, great setup and property "
Breathtaking 44+ Acre Country Estate
Equestrian House Suites
Cabin (Cabin 4 bedroom) | Private kitchen

Equestrian House Suites

3.0 star property
The price is ￥13,701
￥43,656 total
includes taxes & fees
Sep 25 - Sep 26
Equestrian House Suites
Property of Big Foot Roscoe, NY
Property grounds

Property of Big Foot Roscoe, NY

2.0 star property
10.0 out of 10, Exceptional, (5)
"What a fantastic place, the Kaplans are gracious and friendly. Never have I stayed in a place like this, so clean, tidy and everything is purpose built. Will be going back soon! Definitely a place that breaks away from the stale air of the motels and hotels. So happy I took the chance. "
The price is ￥13,028
￥17,913 total
includes taxes & fees
Oct 5 - Oct 6
Property of Big Foot Roscoe, NY
In the cloud ~your cozy lake house
Interior

In the cloud ~your cozy lake house

9.6 out of 10, Exceptional, (99)
"It's our second time staying here and we love it. Definitely coming back. It's a beautiful spot with all the comforts of home and a gorgeous view. "
The price is ￥26,322
￥50,387 total
includes taxes & fees
Oct 6 - Oct 7
In the cloud ~your cozy lake house
Indoor Pool,Largest Game Lodge,Sleeps 39
Terrace/patio

Indoor Pool,Largest Game Lodge,Sleeps 39

10.0 out of 10, Exceptional, (54)
"A group of us stayed for two nights and the property absolutely exceeded our expectations. Leah was a great communicator and I would absolutely recommend this property for a group to get away and enjoy all of the activities it has to offer."
Indoor Pool,Largest Game Lodge,Sleeps 39
6 Bedrooms + Hot Tub + Game Room + Movie Theater
Outdoor spa tub

6 Bedrooms + Hot Tub + Game Room + Movie Theater

10.0 out of 10, Exceptional, (31)
"We all loved the house and amenities were perfect. Hope to stay again in the future! "
6 Bedrooms + Hot Tub + Game Room + Movie Theater
Cozy Chalet with Arcades, Pool Table, Fire pit, Lake, Pools & Ski Lifts
Property grounds

Cozy Chalet with Arcades, Pool Table, Fire pit, Lake, Pools & Ski Lifts

9.6 out of 10, Exceptional, (12)
"Great community and the property had a good amount of privacy from neighbors. "
Cozy Chalet with Arcades, Pool Table, Fire pit, Lake, Pools & Ski Lifts
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Callicoon Hotel Reviews

Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

10/10 Excellent
"The stay at the resort was very enjoyable. If you book through Orbitz, please call the property and make sure they got your reservation. They had not received ours, but fortunately had a room for us. The room was very large and clean. The whole resort needs a general make-over, as the facility is a bit dated and used (wallpapers, paints, windows, door locks, showers, etc.), but you can see that this hotel still has a lot of prestige. The breakfast buffet was excellent, with an omelette station, eggs, bacon etc. and very friendly and helpful waiters in the restaurant. Happy with our one-night stay. We would come back, should we go back to this area! "
Kevin 1-night trip
Posted 6 days ago
Villa Roma Resort and Conference Center

Find out more about Callicoon

Find out more about Callicoon

Search for holiday rentals in Callicoon on Expedia! You can easily find your home rentals, villas, holiday apartments in Callicoon using one of the methods below:

  • View our selection of featured holiday rentals in Callicoon
  • Use the map to find apartments and other holiday homes in the Callicoon neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Callicoon while they last

Look no further and take a look at our great range of rental properties in Callicoon!

Frequently asked questions

Are there vacation rentals in Callicoon?

Yes, we give you a choice of vacation rentals close to top local attractions in Callicoon, or you can choose a more secluded option if you're looking for relaxation. Callicoon is known for its entertainment choices and gardens.

What are some of the best vacation home rentals that Callicoon has to offer?

7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity 21: This vacation home rental near Callicoon is located in a rural location and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and an arcade game room so you can immerse yourself in your vacation.

How many vacation rentals are there in Callicoon?

With 18 Expedia vacation rentals, you're sure to find just the right place for your Callicoon stay.

What’s there to see and do in Callicoon?

Upper Delaware River and Big Island are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Villa Roma Driving Range and Bethel Woods.

What’s a vacation rental in Callicoon like?

A vacation rental is a private property where you can stay for short or long periods in Callicoon. Vacation rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.