Town of Callicoon, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Town of Callicoon, New York on RentalSaver.com!

Town of Callicoon Rentals

From $675 per night (USD)
VRBO
Stunning Catskills lodge with private lake in 70 acres
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Deerwood Lodge is a beautiful hunting lodge, lovingly renovated into a stunning 3,400 sq foot, five bedroom family house ...
From $675 per night (USD)
VRBO
From $399 per night (USD)
VRBO
Shangri-la on Private and Peaceful Lake - Livingston Manor NY
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Come find Shangri-La on Shandelee Lake outside of downtown Livingston Manor. This five bedroom, two bath house sits on a ...
From $399 per night (USD)
VRBO
From $293 per night (USD)
VRBO
Majestic Farmland A-Frame with Sweeping Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just a little over 2 hours from New York City. The open farmland and rolling hills of Callicoon NY are the perfect ups ...
From $293 per night (USD)
VRBO
$Dreamy Lakefront Log Cabin - 2hrs from NYC! Sleeps 14 (5Bed\/3Bth) 7 private acre$
From $1018 per night (USD)
VRBO
Dreamy Lakefront Log Cabin - 2hrs from NYC! Sleeps 14 (5Bed\/3Bth) 7 private acre
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Welcome to Clearwater Cabin on Sand Pond. Nestled in the foothills of the Catskill Mountains this lake house offers sere ...
From $1018 per night (USD)
VRBO
From $420 per night (USD)
VRBO
Lakefront home at far below Lakefront pricing!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Lake Jeff Cottage, a private, custom-built, pet-friendly family vacation home nestled in the Catskill Mountai ...
From $420 per night (USD)
VRBO
From $650 per night (USD)
Expedia
My house is unique, welcome EVERYONE to enjoy beautiful VALLEY in Swane Lake.
Bedrooms:
5
Bathrooms:
7
Sleeps:
10
When you come to this house you will remember all the time how you enjoy your weekend. I WELCOME ALL TO MY HOUSE You wi ...
From $650 per night (USD)
Expedia
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VRBO
Private Country Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cute side apartment in a mother-in-law house setup. 5 acre property includes an optional outdoor shower in warmer months ...
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VRBO
From $268 per night (USD)
VRBO
Great relaxing getaway! Stay at summer home of boxing legend James J Braddock
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Family friendly farmhouse in North Branch, NY, located within short travel distance to some of the Catskill's Sullivan C ...
From $268 per night (USD)
VRBO
From $339 per night (USD)
VRBO
Secluded modern log cabin with picturesque private water fall on 12 acres!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A beautiful escape for you and the family or a memorable romantic getaway in famous Roscoe, New York. Newly built brigh ...
From $339 per night (USD)
VRBO
From $198 per night (USD)
VRBO
The ruffled feather cabin 52 acre farm.
Bedrooms:
2
Bathrooms:
3
Sleeps:
3
The Ruffled Feather Cabin is a beautiful rustic 12 x 12 solar powered unit. Views of the barn and sheep paddock. There ...
From $198 per night (USD)
VRBO
From $621 per night (USD)
VRBO
Amazing Family Retreat
Bedrooms:
3
Bathrooms:
8
Sleeps:
12
An old farm with a big beautiful garden that you can stroll through and eat directly from. From the seasonal stream to ...
From $621 per night (USD)
VRBO
From $130 per night (USD)
Expedia
CATSKILL CABIN 3 — 15% OFF-Casual, Luxurious, Clean & Cozy Getaway on 183 acres
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to the amazing and beautiful Sullivan County Catskills, only 2 hours from NYC. There’s never been a better time ...
From $130 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Cozy Farm Cabin-30% off Fall & Winter Special - 183 beautiful acres
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A truly amazing place to stay. Artistic, eclectic, luxurious, super comfortable, near Calicoon Hills & Bethel Woods—supe ...
From $280 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Charming House Secluded in a 60-Acre Parcel with View
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Charming house secluded in a 60-acre parcel with view is available for rent in the Catskill Region (Callicoon Center, Su ...
From $346 per night (USD)
Expedia
From $639 per night (USD)
VRBO
Unique Catskills Hideaway - Walk to Lake Jeff
Bedrooms:
3
Bathrooms:
6
Sleeps:
8
Swap the noise of the city for pure Catskills bliss at this spacious 4-bed, 3-bath Jeffersonville home! Ideally situated ...
From $639 per night (USD)
VRBO
From $77 per night (USD)
VRBO
Circa 1900 Renovated Carriage House with private yard
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
If you’ve ever wanted to try country living, this is the way to go! This fully renovated carriage house/barn in the hist ...
From $77 per night (USD)
VRBO
From $236 per night (USD)
VRBO
Cabin with Amazing Views of the Mountains
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is your cozy mountain dream place with amazing views of the Sullivan Catskill Mountains. 12 x 12 Cabin with 8 x 1 ...
From $236 per night (USD)
VRBO
From $321 per night (USD)
Expedia
In the cloud ~your cozy lake house
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Cozy lake house in Catskill,only 2 hrs away from NYC. The property has 2 Bedroom 1-1/2 baths and sleeps 4-6 people . Gue ...
From $321 per night (USD)
Expedia
From $223 per night (USD)
VRBO
Cabin by the Rocks 12 x12 rustic cabin
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
12 x 12 cozy cabin with loft, small outdoor kithchen and compost toilet. Queen bed and two twins on loft. Perfect for a ...
From $223 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Cozy Catskills Chalet
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Sunday Lodge & Mountain House is a peaceful retreat on 5 acres in the Southern Catskill Mountains. Our home is located a ...
From $275 per night (USD)
Expedia
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VRBO
Modern Farmhouse With Expansive Catskills Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
The Roscoe Farmhouse is located in the heart of the Catskills with wide open vista views and features thoughtfully appoi ...
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VRBO
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Expedia
GEM: Cozy for Fall Family Cottage nr Restaurants and Bars
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Milton Manor! Nestled in the heart of Callicoon Center, this charming cottage will suit those looking for a c ...
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Expedia
From $386 per night (USD)
VRBO
Beechwoods Pond (private 4acre pond. 30+ acre land)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Amazing home with separate guest house and private 4 acre pond located on 30+ acres of private land! One of a kind home ...
From $386 per night (USD)
VRBO
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Expedia
Charming 2 Bedroom Lakefront Cottage in the Catskill Mountains
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
With only a two hour drive from New York, here's your opportunity to escape to the Catskills to relax and unwind in this ...
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Expedia
From $731 per night (USD)
VRBO
Catskill Mountain Farmhouses with Private Lake, Sleeps 16
Bedrooms:
3
Bathrooms:
9
Sleeps:
16
Welcome to Buck Brook Valley. Our property offers 2 lovely farmhouses on 52 secluded acres with a private, 9 acre man ma ...
From $731 per night (USD)
VRBO
From $377 per night (USD)
VRBO
Remodeled historical farmhouse with luxury kitchen and bathrooms
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Mertle Farm The Farmy Charmhouse! A 130 year old renovated farmhouse with a private barn, set on 5 acres and surrounded ...
From $377 per night (USD)
VRBO
From $671 per night (USD)
VRBO
Bright, fun, feature-filled Catskills getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Bright, fun Catskills getaway packed with attractive features, conveniently located, & perfect for hosting. Uniquely des ...
From $671 per night (USD)
VRBO
From $368 per night (USD)
Expedia
3-bedroom chalet just 13 minutes drive to Bethel Woods
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
In Jeffersonville's center lies a cozy three-bedroom cottage, providing a peaceful retreat during your upcoming holiday. ...
From $368 per night (USD)
Expedia
From $1065 per night (USD)
VRBO
Luxury Getaway in Jeffersonville, NY
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Home away from home. You will find yourselves in a peaceful, and cozy place that you will not want to leave. Surrounded ...
From $1065 per night (USD)
VRBO
From $264 per night (USD)
Expedia
Private Chalet with Fire Pit, Deck and Large Yard
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Nestled on six acres of serene and untouched Catskills forest, our charming A-frame chalet invites you to relax ...
From $264 per night (USD)
Expedia
$Newly Restored Catskill Farmhouse w\/heated pool$
From $1232 per night (USD)
VRBO
Newly Restored Catskill Farmhouse w\/heated pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Newly restored farmhouse with heated pool on 30 acres of mixed pasture and woods. Perfect for families and entertaining. ...
From $1232 per night (USD)
VRBO
From $371 per night (USD)
VRBO
Stag Hill House New York
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Look no further than this charming 3 bedroom, 2 bath home in Sullivan County, NY! Ideal for couples and families, this p ...
From $371 per night (USD)
VRBO
From $405 per night (USD)
VRBO
Lilac Hill - VIEWS, Privacy, and Design
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Lilac Hill is a stunning escape in the heart of the Catskills, located just 2 hours from NYC. Set on 39 priva ...
From $405 per night (USD)
VRBO
From $394 per night (USD)
VRBO
Brookside Manor - Elegance near Livingston Manor
Bedrooms:
2
Bathrooms:
5
Sleeps:
7
Summary: Brookside Manor is an elegant country escape in the heart of the Catskills, located 2 hours from NYC. Set on ...
From $394 per night (USD)
VRBO
$Spacious 4 Bdrm w\/ Indoor Heated Pool+Sauna+Creek\n$
From $778 per night (USD)
VRBO
Spacious 4 Bdrm w\/ Indoor Heated Pool+Sauna+Creek\n
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
This one-of-a-kind property nestled in the quiet village of North Branch has all the makings of a dream vacation. This c ...
From $778 per night (USD)
VRBO
From $448 per night (USD)
VRBO
Clancy House - Hot Tub & Lake, Sleeps 10
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Escape to this breathtaking 4-bed, 4 bath retreat in Livingston Manor. On a serene 5-acre lot, this modern home ...
From $448 per night (USD)
VRBO
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VRBO
Private 12 acres
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to the Trout House! A 10 minute drive from Livingston Manor or Roscoe brings you up a dirt road to this totally ...
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VRBO
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Expedia
Serene Hideaway only minutes away from town
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
“The Blue House” is a modern, newly renovated, two-story Catskill ranch house that sits atop a hill with five private ac ...
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Expedia
From $425 per night (USD)
VRBO
Catskills Escape: Rustic Elegance in a Private Mountain Haven
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to our private getaway in the scenic Catskills Mountains. A blend of rustic charm and modern luxury, our 3-bedr ...
From $425 per night (USD)
VRBO
From $231 per night (USD)
Expedia
Modern Manor on Maple
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Modern Manor on Maple! Built in the 1920s, this charming two-story farmhouse is located in the heart of Jeff ...
From $231 per night (USD)
Expedia
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VRBO
Black Star Cabin on 8 acres, no extra fees
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
About this space Comfortable two bedrooms, two bathroom home in the foothills of Catskill, property has 8 acres of grass ...
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VRBO
$Sweet Village Waterfront Cottage w\/ Nursery$
From $393 per night (USD)
Expedia
Sweet Village Waterfront Cottage w\/ Nursery
Bedrooms:
1
Bathrooms:
4
Sleeps:
5
Highlights: In-town location on main street with waterside stone BBQ and patio. Walk to stores and restaurants. Welcom ...
From $393 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Immerse in your private woods in our modern cabin
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our cabin is a stylish retreat set on 5 private wooded acres. All houses in this private neighborhood have at least 5 ac ...
From $327 per night (USD)
VRBO
From $212 per night (USD)
Expedia
Chic Renovated Chalet with Private Pond By Summer
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Welcome to Winterberry Pond by Summer, our completely renovated converted barn which is nestled on 7+ private a ...
From $212 per night (USD)
Expedia
From $691 per night (USD)
VRBO
Relaxing retreat - Lake - HotTub - Firepit - Gameroom - Pet Friendly - sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Private Hilltop Large A-Frame style Chalet, perfect for gathering friends and family! Sleeps 10 guests max. Enjoy priv ...
From $691 per night (USD)
VRBO
$Cozy, Tranquil A-Frame Oasis\n$
From $277 per night (USD)
Expedia
Cozy, Tranquil A-Frame Oasis\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This serene, secluded getaway is the ideal place to leave the city, enjoy nature and unwind. Our A-frame is the tranquil ...
From $277 per night (USD)
Expedia
$The Shandelee Brook House in Livingston Manor. Pet Friendly!\n\n$
From $284 per night (USD)
VRBO
The Shandelee Brook House in Livingston Manor. Pet Friendly!\n\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the Shandelee Brook House, our picturesque 1930’s capecod style cottage nestled in the heart of the Catskills ...
From $284 per night (USD)
VRBO
From $415 per night (USD)
Expedia
BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in the Catskills Forest, less than 2 hours from NYC you'll find Birch Ridge A-frame! This custom-built 2 bed/ 1 ...
From $415 per night (USD)
Expedia
From $335 per night (USD)
VRBO
Stonebridge Hideaway - Enchanting 3 Bedroom Cabin
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Escape to Stonebridge Hideaway, a 3-bed, 1.5-bath Cape Cod style home in Callicoon, NY, just 2 hours from NYC. ...
From $335 per night (USD)
VRBO
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Expedia
Mod Retreat with Hot Tub and Pool in Callicoon
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This sweeping and spacious modern retreat with 180-degree views is your personal oasis in the country. With a grand livi ...
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Expedia
From $448 per night (USD)
VRBO
Hemlock Hill Barn - Hillside Views, Hot Tub + Pond
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Escape to Hemlock Hill Barn, a beautifully constructed barn with 3-bedrooms and 1.5 bathroom - just 2.5 hours f ...
From $448 per night (USD)
VRBO
$Callicoon Cottage with Private Pond, Fireplace and Fire Pit\nFamily, Pet Friendly$
From $205 per night (USD)
Expedia
Callicoon Cottage with Private Pond, Fireplace and Fire Pit\nFamily, Pet Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our enchanting retreat, where two distinctive homes—a cozy cottage and a charming farmhouse—await you on a pi ...
From $205 per night (USD)
Expedia
$NEW: Architectural Gem - Catskill Chalet w\/ hot tub, wraparound deck on 6 acres$
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VRBO
NEW: Architectural Gem - Catskill Chalet w\/ hot tub, wraparound deck on 6 acres
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unwind in a secluded and cozy upstate escape on 6+ wooded acres off a dead-end road while relaxing to the tune of Callic ...
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VRBO
From $300 per night (USD)
Expedia
Cottage nature escape. Hot tub, sauna, activities & shops
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Adorable & Cozy Cottage on Lake Jeff -Hot tub -Wood Burning Sauna -Games -Vinyl Record Players + albums -2 smart TV's - ...
From $300 per night (USD)
Expedia
From $786 per night (USD)
VRBO
Livingston Manor Lodge - brand new, modern upstate house - 10 min from town
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
The ultimate family or friend luxury retreat in the Western Catskills, just two hours outside of New York City. Come enj ...
From $786 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Catskills Creekside House near Livingston Manor
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Immerse yourself in a memorable Catskills getaway at The Shirley Main House! Nestled in the charming village of Youngsvi ...
From $464 per night (USD)
Expedia
From $286 per night (USD)
VRBO
3 Bedroom Catskills Farmhouse in Livingston Manor w Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to the Catskills! Located outside of the town of Livingston Manor our 3-bedroom farmhouse is smack dab in the cen ...
From $286 per night (USD)
VRBO
From $438 per night (USD)
Expedia
1930's Vintage Cabin · Hot Tub · Kohler Cabin
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Discover the enchanting allure of Kohler Cabin, nestled in the quaint town of Jeffersonville. This vintage-inspired retr ...
From $438 per night (USD)
Expedia
$Farmstead Farmhouse\n7 miles from Bethel Woods Performing Arts Center$
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Expedia
Farmstead Farmhouse\n7 miles from Bethel Woods Performing Arts Center
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This charming 3-bedroom farmhouse has been fully restored and is perfect for your escape to the countryside. Nestled in ...
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Expedia
From $313 per night (USD)
Expedia
Dancing Doe Estate with Wood Stove, Hot Tub & Firepit
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
SUMMARY Perched on a hill above the Village of Jeffersonville, Dancing Doe Estate, is a perfect marriage of country char ...
From $313 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Charming 2-bedroom Country Cottage with Hot Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Relax and recharge in the secluded garden hot tub at this charming 1900s farm cottage and take in charming country views ...
From $259 per night (USD)
VRBO
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Expedia
Delightful 5-bedroom house with WiFi, WBFP, acres of woods and fields in Roscoe
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
NEWLY AVAILABLE FOR THANKSGIVING OR XMAS/NEW YEAR HOLIDAYS. Private, charming country getaway in Roscoe, great for maki ...
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Expedia
From $537 per night (USD)
VRBO
Modern House Deep in the Woods of Roscoe
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Highlights: Beautiful luxury home with chef's kitchen on 100 acres. Exceptional privacy and seclusion, yet minutes to Ro ...
From $537 per night (USD)
VRBO
$NEW: Chic Home w\/ Fireplace & Beautiful Sunsets$
From $792 per night (USD)
Expedia
NEW: Chic Home w\/ Fireplace & Beautiful Sunsets
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Highlights: If your stay wish list includes a bright, modern home, with morning coffee on the deck, nearby hiking, farme ...
From $792 per night (USD)
Expedia

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Town of Callicoon Rentals

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Results: 64 Rentals