Vacation rentals in Callicoon

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Callicoon

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Callicoon

5.0 out of 5 average rating, 38 reviews

Cozy, Modern Cottage in Callicoon

Charming 3-bed, 1.5-bath home minutes away from the Delaware River and 2 hours from NYC. Just off the main road, up on a hill with a backdrop of 4-acres of woods, this dog-friendly getaway is a 2min drive to Callicoon’s restaurants, bars, shops, and water sports. Enjoy lawn games, bonfires, and coffee on the deck (you might spot a bald eagle)! Strong Wifi allows you to stay connected while enjoying the outdoors. Perfect for couples, families, artists and remote work. @callicooncottage on IG.

Apr 10 – 17

ﺩ.ﺇ922 per night
Guest favorite

Cabin in Lake Huntington

4.87 out of 5 average rating, 167 reviews

8A Lakefront, Duplex Cabin *AC *WiFi * 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)

Oct 21 – 28

ﺩ.ﺇ377 per night
Guest favorite

Guest suite in Jeffersonville

4.85 out of 5 average rating, 127 reviews

The Shire

This is a quaint country escape. Separate door from rest of house allows for total privacy. Access to basement (2 cats) and giant barn. Enormous field/forest to explore. Slightly isolated from town center but neighbors close enough if needed. Harmless wild animals are a daily sight. Down country road 1/4M is an amazing farm. Farm animals, fresh eggs & meat if desired. Mornings are glorious with light floating the property. Very pure water/ fresh air aplenty. Additional outdoor shower (May-Nov)!

Dec 7 – 14

ﺩ.ﺇ409 per night

Popular amenities for Callicoon vacation rentals

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

Guesthouse in Roscoe

4.99 out of 5 average rating, 73 reviews

Map Maker's Cabin

Nov 23 – 30

ﺩ.ﺇ465 per night
Guest favorite

Home in Callicoon

4.93 out of 5 average rating, 83 reviews

Catskill Getaway Home w/Hot Tub, Deck & View

Apr 6 – 13

ﺩ.ﺇ750 per night
Guest favorite

Home in Callicoon

5.0 out of 5 average rating, 25 reviews

Camp Callicoon

Jun 3 – 10

ﺩ.ﺇ638 per night
Guest favorite

Home in Equinunk

5.0 out of 5 average rating, 70 reviews

Art House Bird Sanctuary at EBC Sculpture Park

Jul 6 – 13

ﺩ.ﺇ670 per night
Guest favorite

Home in Long Eddy

4.86 out of 5 average rating, 100 reviews

Cute Farm House ( Walk to Delaware River )

Jan 10 – 17

ﺩ.ﺇ369 per night
Guest favorite

Home in Jeffersonville

5.0 out of 5 average rating, 48 reviews

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

Nov 20 – 27

ﺩ.ﺇ1,338 per night
Guest favorite

Guest suite in Callicoon

4.97 out of 5 average rating, 59 reviews

Catskills Creekside Studio near Livingston Manor

May 31 – Jun 7

ﺩ.ﺇ537 per night
Guest favorite

Cabin in Cochecton

4.98 out of 5 average rating, 59 reviews

Chez Cochecton - Spacious Cottage in the Catskills

Apr 10 – 17

ﺩ.ﺇ548 per night
Guest favorite

Home in Hortonville

5.0 out of 5 average rating, 60 reviews

Stunning Catskills lakeside lodge in 70 acres

Nov 29 – Dec 6

ﺩ.ﺇ3,335 per night
Superhost

Cabin in Callicoon

4.81 out of 5 average rating, 16 reviews

Cozy private cabin in Callicoon

Apr 3 – 10

ﺩ.ﺇ660 per night
Guest favorite

Home in Callicoon

4.98 out of 5 average rating, 58 reviews

Swimming Hole, Views, Designer Interior

Jul 21 – 28

ﺩ.ﺇ1,480 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

Nov 7 – 14

ﺩ.ﺇ1,183 per night

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

ﺩ.ﺇ257 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.

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Sullivan County
  5. Callicoon