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Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
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Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Vacation Homes in Callicoon

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Relax in a spacious room with a large bed, floor-to-ceiling windows, and a comfortable seating area.

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

9.0 out of 10, Wonderful, (78)
"We had an amazing stay at this property! Everything was exactly as described—clean, comfortable, and beautifully maintained. It felt like a true home away from home. The location was perfect, and all the amenities were thoughtfully provided.What really stood out was how smooth and stress-free the whole process was. Communication with the owner was excellent from start to finish—quick responses, clear instructions, and super helpful throughout. It made the entire experience even better.Highly...
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
A river runs through it
Escape to a serene retreat surrounded by nature, where a river flows through the property and a wooden deck invites relaxation.

A river runs through it

10.0 out of 10, Exceptional, (12)
"If you want to be amazed at the interior design, stunning fireplace and decor; this is the place for you. Get your heart pumping walking up the steps to the entrance; before going indoors look at the beautiful mountain surround!"
A river runs through it
Catskills Log Home
Relax in this inviting living area with a comfortable sofa set, armchair, and coffee table.

Catskills Log Home

10.0 out of 10, Exceptional, (11)
"This property was fantastic! It was clean, had all the amenities needed for a fun weekend, the pool was lovely, and the beds were very comfortable. "
Catskills Log Home
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
Step out onto the deck and enjoy the serene surroundings.

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

10.0 out of 10, Exceptional, (4)
"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! "
$292 nightly
The price is $328
Aug 12 - Aug 13
Total includes taxes and fees
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
Cozy cottage by the river in Catskill
Relax on the inviting porch with comfortable seating and a charming potted plant.

Cozy cottage by the river in Catskill

2.0 star property
10.0 out of 10, Exceptional, (4)
"Very cozy"
Cozy cottage by the river in Catskill
A 20s Cottage in Honesdale
Relax on the covered porch with a table, chairs, and a bench, surrounded by lush potted plants and a stylish light fixture.

A 20s Cottage in Honesdale

9.4 out of 10, Exceptional, (39)
"Charm, clean and quiet "
A 20s Cottage in Honesdale
Waterfall View from Secluded 4 Bed Cabin in East Branch, NY with Mountain Views
Enjoy a serene view from the room's large window, overlooking an outdoor deck with a picnic table and bench.

Waterfall View from Secluded 4 Bed Cabin in East Branch, NY with Mountain Views

2.0 star property
10.0 out of 10, Exceptional, (2)
"This place was absolutely perfect...i cant even stretch how beautiful this place is...steven was an excellent host..he came by and gave us a quick tour of the home! He even gave us alittle history of the area which was very cool...the home is huge and clean...perfect for the amount of people i went with...the waterfalls are breath taking and honestly the reason why we would return to this property....i give it a 10/10....if i could give it 100 stars i would....best place i have been to so...
Waterfall View from Secluded 4 Bed Cabin in East Branch, NY with Mountain Views
Cozy Swan Lake Apt w/ Grill + Private Yard
Enjoy cooking in this well-lit kitchen with an oven, dishwasher, and range hood.

Cozy Swan Lake Apt w/ Grill + Private Yard

9.6 out of 10, Exceptional, (18)
"Great private and quiet spot shared with many deer. Tastefully decorated and well equipped. Comfortable bed. Close to Bethel Woods via scenic back roads! "
Cozy Swan Lake Apt w/ Grill + Private Yard
Beautiful Catskills Hideaway on 27 acres with decks overlooking twin ponds
Enjoy meals in the spacious dining area with a dark wood table and chairs.

Beautiful Catskills Hideaway on 27 acres with decks overlooking twin ponds

10.0 out of 10, Exceptional, (1)
"The house was very clean and a perfect layout for families with young children. The basement even came equipped with some toys. Outside is a large backyard with a trail to a river for the kids to throw sticks/ rocks into. Kelder’s farm is about 30 minutes away and a must stop for those with kids. "
Beautiful Catskills Hideaway on 27 acres with decks overlooking twin ponds
Charming 3-bedroom house with HUGE yard in Livingston Manor
Welcome to a serene retreat with a two-story home featuring a charming porch and lush surroundings.

Charming 3-bedroom house with HUGE yard in Livingston Manor

10.0 out of 10, Exceptional, (2)
"Our stay at this property was wonderful! This property is just as described on the VRBO website. Hannah the property owner of this home was very responsive to all of my questions. We had a great time! Thank you Hannah!"
Charming 3-bedroom house with HUGE yard in Livingston Manor
Amazing All-Season, Private Lakefront Retreat!
Kitchen features a large island, stainless steel oven, and refrigerator, adjacent to a dining area with a table and chairs.

Amazing All-Season, Private Lakefront Retreat!

9.8 out of 10, Exceptional, (57)
"Had a wonderful time. The house was fantastic and the lake was enjoyable. Would definitely come back."
Amazing All-Season, Private Lakefront Retreat!
Bethel Woods Cabin with River
Relax in a serene, natural setting with a hammock and picnic table amidst lush greenery.

Bethel Woods Cabin with River

9.8 out of 10, Exceptional, (9)
"Nicely located near lots of beautiful hiking trails. Quiet at night and quite comfortable."
Bethel Woods Cabin with River
In the cloud ~your cozy lake house
Relax in a warm and inviting space with a comfortable seating area and a beautiful view of the outdoors.

In the cloud ~your cozy lake house

9.6 out of 10, Exceptional, (94)
"We enjoyed our stay at the lake house. Clean and great access to the lake. Two thumbs up!"
$350 nightly
The price is $394
Sep 1 - Sep 2
Total includes taxes and fees
In the cloud ~your cozy lake house
GRANDMA'S COTTAGE
Steps lead up to a welcoming front door with a small porch and mailbox.

GRANDMA'S COTTAGE

9.6 out of 10, Exceptional, (15)
"I love the part that it really makes you feel like you at grandmas house and it’s close to a lot of fun things to do."
$286 nightly
The price is $321
Aug 12 - Aug 13
Total includes taxes and fees
GRANDMA'S COTTAGE
3 BR Mountain Rambler Home - Abundance of Wildlife and Waterways: Railway origin
Kitchen area with dining table for four, featuring a large window and ceiling fan.

3 BR Mountain Rambler Home - Abundance of Wildlife and Waterways: Railway origin

2.0 star property
10.0 out of 10, Exceptional, (9)
"We were pleasantly surprised how nice this house is. They had everything we needed. This is the nicest and best prepared rental we have ever stayed at. Everything was above and beyond what we expected. Truly a great place to stay."
3 BR Mountain Rambler Home - Abundance of Wildlife and Waterways: Railway origin
Kayak/Canoe/Fish & Relax right from the backyard of this Riverfront 3 B/R home!
Enjoy a serene view of the lush landscape from this outdoor deck.

Kayak/Canoe/Fish & Relax right from the backyard of this Riverfront 3 B/R home!

9.6 out of 10, Exceptional, (24)
"It was a really nice cabin and had a great view! "
Kayak/Canoe/Fish & Relax right from the backyard of this Riverfront 3 B/R home!
Catskills Adventures
Guests can enjoy relaxation in this reserved gazebo.

Catskills Adventures

9.0 out of 10, Wonderful, (12)
"Very nice place . Clean and comfortable. Right in town"
$165 nightly
The price is $185
Aug 12 - Aug 13
Total includes taxes and fees
Catskills Adventures
Dazzling Design, Hot Tub, Huge Rooms, Privacy, 20 acres
Relax in the hot tub surrounded by a lush lawn and shaded by a nearby tree.

Dazzling Design, Hot Tub, Huge Rooms, Privacy, 20 acres

10.0 out of 10, Exceptional, (30)
"This was our third time at this property and it was just as well kept as the first time. It is well appointed, clean and the manager is very responsive to any questions we have. We look forward to staying there again next year!"
Dazzling Design, Hot Tub, Huge Rooms, Privacy, 20 acres
Modern 3-bedroom cabin with Hot Tub and Private Pond
Relax in a serene cabin surrounded by lush greenery, with a fire pit and Adirondack chairs perfect for unwinding.

Modern 3-bedroom cabin with Hot Tub and Private Pond

9.6 out of 10, Exceptional, (20)
"Th"
Modern 3-bedroom cabin with Hot Tub and Private Pond
Walkable Central Livingston Manor - 3BR
Stunning two-story home with a central entrance, covered porch, and beautifully manicured lawn.

Walkable Central Livingston Manor - 3BR

10.0 out of 10, Exceptional, (2)
"The house was beautiful. It was conveniently located to many stores on main street. The pictures are very accurate. We had such a great stay here. Cannot thank you enough!"
$496 nightly
The price is $558
Aug 12 - Aug 13
Total includes taxes and fees
Walkable Central Livingston Manor - 3BR
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

Reynolds House Inn & Motel

Reynolds House Inn & Motel

10/10 Excellent
"Very cozy stay..comfortable. Staff was excellent.. Only suggestion we have is to have tea bags along with the coffee."
Susan 2-night trip
Posted 11 hours ago
Reynolds House Inn & Motel