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Monticello vacation rentals

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Top-rated vacation rentals in Monticello

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

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Cabin in Smallwood

4.85 out of 5 average rating, 223 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

Cottage in Mongaup Valley

4.99 out of 5 average rating, 202 reviews

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

Relax with the whole family at this peaceful cottage in the trees 5 minutes from Bethel Woods - check out their upcoming events! Recently renovated cottage with hot tub, an electric fireplace, washer and dryer, dishwasher, and smart TVs. Family-friendly features include a baby gate, potty training seat, high chair, toddler-safe bunk beds, and toys Outdoor features include 2 fire pits, trampoline, jungle gym, basketball hoop, walking path, stream w/ waterfall, and 3 acres of woods to explore

Cabin in Smallwood

4.96 out of 5 average rating, 118 reviews

Renovated•Fireplace•Holiday-Decorated•Chic

The cozy, Scandi-inspired 'Original Bungalow', part of the @boutiquerentals_ collection, is the perfect winter retreat! Located in the Catskills (named one of the 50 best places to travel by Travel+Leisure), only 2 hrs from NYC, Smallwood is a destination in itself: walk along the lake, waterfall, or hike the forest trails. Nearby are Bethel Woods Center for the Arts & their holiday market & light show, ski resorts, waterpark, Livingston Manor & cute Delaware River towns with dining+shopping.

Home in Rock Hill

4.9 out of 5 average rating, 123 reviews

Beaver Lake Escape

Welcome to Beaver Lake Escape! This one bedroom, one bathroom lakeview home has all of the amenities you will need for a relaxing vacation getaway! Come experience a warm & cozy environment with full access to the community beach where you can enjoy kayaking, swimming and fishing (catch & release). You'll also find great hiking in the Spring, Summer and Fall at the Neversink Gorge Unique Area and skiing/snow boarding in the winter at Holiday Mountain! Only a 25 minute drive to Bethel Woods!

Cabin in Monticello

4.93 out of 5 average rating, 119 reviews

Cozy Catskills Cabin

Give yourself time away from the city and closer to nature. Go for a hike, a dip in the lake, or simply relax, take your shoes off and put a good record on. Casa Smallwood got its name from the hamlet of Smallwood, a quaint community of cabins from the 30's and 40's, nestled less than 2 hours from NYC. We're only 7 minutes away from BethelWoods Arts Center, the original site of the 1969 Woodstock Festival. Come stay with us and surround yourself with beautiful trees, lakes, love and peace.

Home in Monticello

4.93 out of 5 average rating, 123 reviews

Catskills Lakefront Haven w/ Hot Tub & Game Room

Indulge in the serenity of our lakefront haven, situated along 100ft of Sackett Lake's private shoreline. Here, year-round enjoyment is a promise - be it summer swimming, kayaking, or winter ice fishing and snowmobiling. Mere minutes away from Holiday Mountain, Casino, Waterpark, breweries, and Bethel Woods, our modern home boasts a vast deck and an 8-person hot tub. This is more than just a getaway; it's a sanctuary for creating unforgettable memories. Don't miss the chance to experience it!

Home in Jeffersonville

4.99 out of 5 average rating, 128 reviews

BirchRidge A-Frame: Catskill Retreat-Sauna-FirePit

Nestled in the Catskills Forest, less than 2 hrs from NYC you'll find Birch Ridge A-frame! This gorgeous 2 bedroom cabin is set on 6 private acres with hiking areas and a seasonal stream. Enjoy the wall of windows that creates a magical stay with breathtaking views. This is the perfect place to relax, sit in the barrel sauna, hike through the private forest, roast marshmallows over the fire, and soak up the sounds of nature. A space that’s made for creating memories that will last a lifetime!

Cabin in Wurtsboro

4.97 out of 5 average rating, 274 reviews

Spring Spa on a Cascading Brook - The Water House

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

Home in Narrowsburg

4.95 out of 5 average rating, 191 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.

Bungalow in Hurleyville

5 out of 5 average rating, 113 reviews

Romantic Agrihood Getaway Bungalow-Fireplace/WiFi

Spend some time in a classic Catskill Bungalow! Beautifully renovated and nestled in the quiet yet all-inclusive Hamlet of Hurleyville; this clean space offers a great place to rest your head and bones. In the cooler months enjoy a beverage by the fireplace or in the warmer months have one on the porch and look out at all the green there is around. Walk to town for dinner, shopping, or a movie at the PAC (VisitHurleyville.org). Please see below for more information on our pet policy.

Cottage in Monticello

4.93 out of 5 average rating, 346 reviews

Modern Upstate Escape with Outdoor Sauna

Newly renovated two bedroom, two bath cottage with four person barrel sauna at Swinging Bridge Reservoir, Sullivan County's largest motorboat lake. Updated amenities and mid-century and modern furniture provide a welcome respite from the city just 90 miles away. Take in the local scenery, catch a show at the Forestburgh Playhouse or stop into some of the local vineyards and restaurants. For a low key weekend, hang out by the fireplace playing some records and cooking a meal.

Guesthouse in Mongaup Valley

4.99 out of 5 average rating, 388 reviews

Good Vibes Studio in the Woods

Hi! We're Jen, Jacob, and Jude. Welcome to our peaceful studio apartment with good vibes. One memory foam queen bed and one futon. Whether you want to just get away and enjoy the woods or need a place to crash that is super close to Bethel Woods, Resorts World Casino, Kartrite Waterpark and all of the delicious White Lake restaurants, our studio is the place for you! And we are right next door if you need anything at all. Come experience Mother Nature with us!

Vacation rentals for every style

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Cottages

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Stylish accommodations and amenities

Popular amenities for Monticello vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Monticello's top sights

The Kartrite Resort & Indoor Waterpark120 locals recommend

Resorts World Catskills182 locals recommend

Walmart Supercenter80 locals recommend

ShopRite of Monticello73 locals recommend

Monticello Casino and Raceway55 locals recommend

Monticello Bagel Bakery33 locals recommend

Other great vacation rentals in Monticello

Rental unit in Mountain Dale

5 out of 5 average rating, 4 reviews

Bobcat! Your Chic Retreat on Main St. MountainDale

Home in Glen Spey

4.98 out of 5 average rating, 54 reviews

Cozy and Quiet Lakeview House

Barn in Hortonville

4.85 out of 5 average rating, 52 reviews

Callicoon Cottage

Cottage in Monticello

4.91 out of 5 average rating, 90 reviews

Lovely Cottage w/ Jacuzzi+Access to Nearby Lakes!

Home in Monticello

4.96 out of 5 average rating, 76 reviews

Catskills Lakeside Winter Stargazer

Home in Monticello

4.94 out of 5 average rating, 48 reviews

Lakeside Lodge with Studio Apt

Cabin in Monticello

5 out of 5 average rating, 16 reviews

Catskills Cabin with fire pit near lake

Home in Forestburgh

4.93 out of 5 average rating, 44 reviews

Cozy Creek House

Quick stats about vacation rentals in Monticello

Total rentals
60 properties
Total number of reviews
1.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Monticello?
Yes! Work meets play with ease at over 50 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 30 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 30 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 resort rentals in Monticello?
Experience the best of Monticello with our resort rentals, starting at about $370 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 Monticello have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Monticello. Enjoy a tailored experience with all the comforts you desire.

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