Vacation rentals in Callicoon

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Top-rated vacation rentals in Callicoon

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Guest favorite

Townhouse in Lake Huntington

4.9 out of 5 average rating, 164 reviews

8B Lakeview Duplex New Cabin WiFi - AC- Cable TV

Just Steps to the Sparkling Lake, from this Brand new 100 year old Cabin, set up like a Hotel Room Featuring Private entrance, 2 Queen size beds a deck, BBQ, fire pit, Guest controlled Heat and Air Conditioning, Cable TV, WIFI and Phone. .Row Boats, Kayaks and Canoes available for Guests use on the lake free of charge .120 Acres of Nature trails for Hiking ( Trails closed During Hunting Season, Oct1 to Jan 1 ) .Located Approx. 5 Miles from Bethel woods Concert Center (Woodstock 1969)

Apr 3 – 10

G$28,628 GYD per night

Guest favorite

Cottage in Narrowsburg

4.99 out of 5 average rating, 144 reviews

Cozy Cottage in Popular Narrowsburg

A sweet cottage in the artsy hamlet of Narrowsburg welcomes you for a quiet retreat in the country. Moments from the Delaware River and the village, spend hours taking in the serenity of the river and rolling hills of the surrounding countryside, or popping into town for arts and entertainment. There are two separate bedrooms, one with a queen bed and one with a full bed; a well-equipped kitchen; WiFi; a front and back porch; and a deck Come enjoy the all-season splendor of Sullivan County

Jun 13 – 20

G$27,051 GYD per night

Guest favorite

Guesthouse in Roscoe

4.93 out of 5 average rating, 209 reviews

Comfortable Carriage House Setting in Roscoe, NY

This enchanting carriage house is tucked away a mere five minute drive from the Beaverkill River and about 10 minutes from the hub of the town of Roscoe. Guests have access to the upper dwelling of the carriage house that shares acreage with the main house. Guests can walk the land and explore nature. There is a garden with seating nearby, a pond, a stream running through the property, and a fire pit that guests can enjoy. Perfect get-away spot for a couple that wants to explore the area.

May 16 – 23

G$27,679 GYD per night

Guest favorite

Cabin in Callicoon

4.97 out of 5 average rating, 276 reviews

Chic Cabin on Callicoon Creek

***FEATURED IN ARCHITECTURAL DIGEST, TRAVEL & LEISURE, APARTMENT THERAPY, AND FODORS TRAVEL*** Set back on a small private road, this cabin dating back to the 1800s is perched above the Callicoon Creek, popular with fly fishermen casting for rainbow trout. Head up the wooded driveway and find yourself in a serene, green clearing all your own. The cabin and studio make for a peaceful getaway, shielded from the surroundings, but incredibly convenient for reaching nearby towns and activities.

Apr 10 – 17

G$58,238 GYD per night

Guest favorite

Home in Narrowsburg

4.95 out of 5 average rating, 159 reviews

Modern Getaway in the Catskills

Our summer rental has a private entrance adjacent to the main house with kitchen, living & dining rooms, 1 bedroom w/ Queen bed , AC and 1.5 baths. A porch w/ patio furn. a charcoal BBQ and 50 wooded acres to explore. We supply sheets, towels, kitchenware, coffeemaker and 2 flat screen satellite TVs, Internet and WiFi. A great get-a-way for 2 adults. 20 min. to Bethel Woods 30 mins to Resorts World Casino. No smoking, pets or animals or children. All are welcome. Rainbow Friendly.

Jan 18 – 25

G$18,207 GYD per night

Guest favorite

Home in Narrowsburg

4.92 out of 5 average rating, 430 reviews

Cutest Little House in Narrowsburg

Relax in an idyllic wooded setting with 1000 feet of totally private river frontage, yet a 5 minute drive to Narrowsburg's restaurants and shops. If you like nature, privacy, history, vintage decor & design, this quaint 1950s cottage is for you. Hiking & campfires • Clawfoot tub • Front & back porches • Hummingbird & bunny watching • Den & WiFi • Peace & quiet • All included in your stay! Hundreds of 5-star reviews say it all. IG: #luxtonlake #tenmileriver #cutesthousenarrowsburg

Jun 1 – 8

G$22,540 GYD per night

Guest favorite

Apartment in Honesdale

4.99 out of 5 average rating, 152 reviews

The Little Hayloft in Historic Honesdale, PA

The Little Hayloft is a newly renovated small one bedroom apartment in the heart of downtown historic Honesdale. Years ago, it was actually once a hayloft above a three horse stable before the invention of automobiles! Just a few blocks from Main Street Honesdale and walking distance to the historic heart of Honesdale, you will find plenty of great food and drink, shopping, art and antiques and much more charm that the little lovely town of Honesdale, PA has to offer!

Dec 15 – 22

G$23,472 GYD per night

Guest favorite

Farm stay in Callicoon

4.96 out of 5 average rating, 189 reviews

Country road please take me home!!

Are you looking for rest & relaxation or fun in the Catskills. Come enjoy our warm, cozy home away from home. Our guest mobile home is located on a quiet country back road, but yet close to dining and outdoor activities that the Catskills has to offer, rafting down the Delaware & enjoying concerts at Bethelwoods. The possibilities are endless. We now have Spectrum internet. Please note that we do reside on an active farm. This could be a wonderful experience!

Dec 10 – 17

G$18,998 GYD per night

Guest favorite

Guesthouse in Callicoon

5.0 out of 5 average rating, 35 reviews

R52Creekside one bedroom cottage

NEW Construction! Centrally located to all Sullivan county has to offer! Bethel woods, Livingston Manor, Callicoon and much more close by! Walk to a great little local deli and drive to many close restaurants. Set up for two adults or two adults with two kids. Efficiency kitchen (no oven). Ten acres with a creek and lots of area to walk and have a dog. King bed sleeping loft and sofa bed in living room. Fun in winter and summer. Pets welcome.

Oct 7 – 14

G$33,922 GYD per night

Guest favorite

Farm stay in Roscoe

4.99 out of 5 average rating, 126 reviews

Roscoe Wildlife Retreat

We are open for. the season! You'll be enjoying a 40-foot travel trailer located on 11 acres of land with private entrance and all necessities to be comfortable, including WIFI, heat/AC, hot water, bathroom.FRESH AIR, and so much more. Please note that the trailer is designed for 2 adults/2 children or up to 3 adults/1 child. If you have a special arrangement for your family, just message us, and we will see what we can do.

May 26 – Jun 2

G$24,870 GYD per night

Guest favorite

Guesthouse in Long Eddy

4.97 out of 5 average rating, 136 reviews

The Grange

The Grange is a fully renovated 1886 building with 800 sq ft apartment on ground floor. It is located on a quiet country road 4 miles from the Delaware River with great swimming, fishing, kayaking, canoeing, tubing nearby. 15 minutes from Callicoon and 23 minutes from Hancock. Private entrance. Access to my vegetable garden and private lawn. It has fully equipped kitchen and bathroom with bathtub and shower.

Sep 12 – 19

G$30,405 GYD per night

Guest favorite

Home in Callicoon

4.98 out of 5 average rating, 62 reviews

❤ of Downtown | Pvt Woods | Full Kitch | 2 Porches

Restored 1890s home on 1-acre of park-like property in the center of an historic Catskill mountain town. 1-4 min walk to dining, movies, shopping, and the majestic Delaware River! • Discount of 28% weekly and 40% monthly • 2 hrs drive to GW bridge • 20 min drive to Bethel Woods / Woodstock site • 06 min drive to 24-hr ER hospital

Oct 21 – 28

G$35,378 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Callicoon vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Callicoon's top sights

Peppinos49 locals recommend

CALLICOON CAFFÈ9 locals recommend

Peck's Market160 locals recommend

Callicoon Theater83 locals recommend

Callicoon Brewing Company88 locals recommend

Rafter's Tavern20 locals recommend

Other great vacation rentals in Callicoon

Guest favorite

Home in Callicoon

4.93 out of 5 average rating, 86 reviews

Catskill Getaway Home w/Hot Tub, Deck & View

Oct 13 – 20

G$45,802 GYD per night

Guest favorite

Guesthouse in Roscoe

4.99 out of 5 average rating, 76 reviews

Map Maker's Cabin

Nov 13 – 20

G$26,470 GYD per night

Guest favorite

Home in Callicoon

5.0 out of 5 average rating, 56 reviews

Private, secluded home on 3 acres, peaceful

Jun 6 – 13

G$55,851 GYD per night

Guest favorite

Home in Callicoon

5.0 out of 5 average rating, 16 reviews

Fern House: a Modern Catskills Creekside Cabin

Jun 20 – 27

G$60,574 GYD per night

Guest favorite

Home in Callicoon

5.0 out of 5 average rating, 26 reviews

Camp Callicoon

Jul 11 – 18

G$37,045 GYD per night

Guest favorite

Home in Equinunk

5.0 out of 5 average rating, 77 reviews

Art House Bird Sanctuary at EBC Sculpture Park

Jun 17 – 24

G$38,031 GYD per night

Guest favorite

Home in Callicoon

4.95 out of 5 average rating, 22 reviews

Modern Gem in the Heart of Downtown Callicoon NY

Oct 19 – 26

G$67,166 GYD per night

Guest favorite

Cabin in Jeffersonville

5.0 out of 5 average rating, 58 reviews

BirchRidge A-Frame-Barrel Sauna-Fire Pit-King Bed

Aug 2 – 9

G$98,989 GYD per night

Show all

Quick stats about vacation rentals in Callicoon

Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
570 reviews
Nightly prices starting at
G$14,599 GYD before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in Callicoon?
Four-legged friends are welcome in Callicoon. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Callicoon?
Callicoon has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Callicoon?
Experience the best of Callicoon with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Callicoon have wifi?
Absolutely! We offer over 10 house rentals with wifi in Callicoon. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Callicoon

Top-rated vacation rentals in Callicoon

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Callicoon vacation rentals

Stay near Callicoon's top sights

Other great vacation rentals in Callicoon

Home in Callicoon

Guesthouse in Roscoe

Home in Callicoon

Home in Callicoon

Home in Callicoon

Home in Equinunk

Home in Callicoon

Cabin in Jeffersonville

Quick stats about vacation rentals in Callicoon

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Callicoon?

Are there family-friendly vacation rentals in Callicoon?

How much does it cost to stay in house rentals in Callicoon?

Do house rentals in Callicoon have wifi?

Destinations to explore