Monticello vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Monticello

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

Guest favorite

Cottage in Monticello

4.91 out of 5 average rating, 129 reviews

Cozy Catskill Getaway Upstate NY - 5 min to casino

Kick back and relax in this cozy styled cottage! Centrally located near shopping plazas including Shoprite, Walmart and Marshalls. Also close to eateries, fast food restaurants, and Resorts World Casino. Explore the Catskills and come back to stay in a warm cottage. Although it is centrally located, it's pushed back enough that you still get the country living feeling. Located on 2 acres of land, you're sure to hear the birds chirping! There is a pull out couch available for an additional guest.

Apr 29 – May 6

$114 per night
Guest favorite

Cabin in Smallwood

4.85 out of 5 average rating, 202 reviews

Comfortable Catskill Cabin minutes to Bethel Woods

Comfortable, private home very close to Bethel Woods on a quiet dead-end street in a desirable mountain lake community. Two bedrooms & a loft, WiFi, heat/AC, deck with BBQ grill, picnic table & fire pit. In the heart of the Sullivan County Catskills centrally located to the many attractions this vacation recreation area has to offer: site seeing, concerts, hiking, camping, skiing, breweries/wineries, boating, parks, antiquing, casinos, wedding venues, museums, Delaware River, hunting/fishing etc

May 11 – 18

$109 per night
Guest favorite

Cottage in Narrowsburg

4.99 out of 5 average rating, 140 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

Apr 16 – 23

$103 per night

Popular amenities for Monticello vacation rentals

Stay near Monticello's top sights

Resorts World Catskills182 locals recommend
Monticello Casino16 locals recommend
Walmart Supercenter80 locals recommend
ShopRite of Monticello73 locals recommend
McDonald's3 locals recommend
Miss Monticello Diner17 locals recommend

Other great vacation rentals in Monticello

Guest favorite

Tiny home in New Paltz

4.99 out of 5 average rating, 738 reviews

Hudson Valley Tiny House

May 27 – Jun 3

$95 per night
Guest favorite

Cottage in Mongaup Valley

4.98 out of 5 average rating, 153 reviews

Hot Tub, Playground, 3 Acres, and Much More!

Jul 15 – 22

$214 per night
Guest favorite

Cottage in Monticello

4.98 out of 5 average rating, 108 reviews

Rustic Chic hidden Gem in the southern Catskills.

Apr 9 – 16

$375 per night
Guest favorite

Home in New Paltz

4.97 out of 5 average rating, 674 reviews

Victorian Haven

Mar 16 – 23

$116 per night
Superhost

Home in Swan Lake

4.91 out of 5 average rating, 360 reviews

In the clouds your cozy- lake house

Jan 5 – 12

$198 per night
Guest favorite

Tiny home in Monticello

5.0 out of 5 average rating, 15 reviews

Little red glamping cabin under the pines

May 18 – 25

$103 per night
Guest favorite

Cabin in Mountain Dale

5.0 out of 5 average rating, 11 reviews

Foxtrot 1! Enjoy Your Serene Catskills Retreat!

Aug 22 – 29

$75 per night
Superhost

Guesthouse in Monticello

4.8 out of 5 average rating, 5 reviews

Lakeview Cabin

Oct 12 – 19

$100 per night
Guest favorite

Home in Monticello

5.0 out of 5 average rating, 56 reviews

Catskills Lakefront Luxury

Apr 4 – 11

$323 per night
Superhost

Apartment in Monticello

4.79 out of 5 average rating, 53 reviews

Sweet & Simple Studio

May 31 – Jun 7

$75 per night
Guest favorite

Cottage in Swan Lake

4.93 out of 5 average rating, 27 reviews

Tiny Home Near Woodstock

Jun 17 – 24

$123 per night
Guest favorite

Cabin in Bethel

4.93 out of 5 average rating, 43 reviews

Cozy Catskills Lake Region Cabin in Smallwood

Dec 15 – 22

$97 per night

Other great vacation rentals in Monticello

Guest favorite

Cottage in Liberty

4.96 out of 5 average rating, 56 reviews

Barton bungalow cozy relaxation on 7private acres

Apr 4 – 11

$129 per night
Guest favorite

Cabin in Woodridge

5.0 out of 5 average rating, 56 reviews

Escape to a 3-Bedroom Cabin in Lower Catskills

Sep 17 – 24

$125 per night
Guest favorite

Cabin in Monticello

4.97 out of 5 average rating, 32 reviews

Serenity Log Cabin in the Woods with Private Creek

Apr 17 – 24

$226 per night
Guest favorite

Tiny home in Ellenville

5.0 out of 5 average rating, 31 reviews

Romantic 1900s schoolhouse

Nov 25 – Dec 2

$115 per night
Guest favorite

Home in Swan Lake

4.95 out of 5 average rating, 22 reviews

Briscoe Blue Lake House

Sep 6 – 13

$141 per night
Guest favorite

Cabin in Monticello

4.94 out of 5 average rating, 87 reviews

Cozy Catskills Cabin

Sep 30 – Oct 7

$196 per night
Guest favorite

Dome in Monticello

5.0 out of 5 average rating, 13 reviews

Nature Lovers Geodome

May 1 – 8

$268 per night
Guest favorite

Home in Monticello

4.98 out of 5 average rating, 49 reviews

Spacious Catskills lakefront retreat w/ a hot tub!

Sep 12 – 19

$900 per night
Guest favorite

Cabin in Smallwood

5.0 out of 5 average rating, 42 reviews

Peaceful Cabin near BethelWoods /Toronto Reservoir

May 5 – 12

$140 per night
Guest favorite

Tiny home in Livingston Manor

4.97 out of 5 average rating, 70 reviews

Element House - Off Grid Hideout

Sep 19 – 26

$142 per night
Superhost

Apartment in Smallwood

5.0 out of 5 average rating, 4 reviews

Comfortable and Clean One Bedroom Apartment

Apr 14 – 21

$75 per night
Guest favorite

Cabin in Forestburgh

5.0 out of 5 average rating, 18 reviews

Spirit Cabin - Modern Lakefront Home, Pool & Sauna

Oct 26 – Nov 2

$792 per night

Quick stats about vacation rentals in Monticello

Total rentals

80 properties

Rentals with dedicated workspaces

60 properties have a dedicated workspace

Rentals with a pool

40 properties have a pool

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

930 reviews

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Monticello?

    Yes! Work meets play with ease at over 60 vacation rentals in Monticello featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Monticello?

    Four-legged friends are welcome in Monticello. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there Monticello vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Monticello, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in Monticello?

    Monticello has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do resort rentals in Monticello have a gym?

    Absolutely! We offer over 40 resort rentals with a gym in Monticello. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Monticello have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Monticello. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Monticello?

    Experience the best of Monticello with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Monticello have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Monticello. 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. Monticello