
House vacation rentals in Monticello
Find and book unique houses on Airbnb
Quick stats about house rentals in Monticello

Total vacation rentals
Explore 10 vacation rentals in Monticello

Nightly prices starting at
Monticello vacation rentals start at G$25,101 GYD per night before taxes and fees

Verified guest reviews
Over 130 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wi-Fi availability
10 of Monticello vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Monticello rentals

4.8 Average rating
Monticello stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Monticello
Guests agree: these houses are highly rated for location, cleanliness, and more.

Accord River House
Welcome to our house in the woods! 12 acres surrounded by trees and above a series of waterfalls along the Stony Kill, which runs all the way from Minnewaska State Park through our property and into downtown Accord. You can sit in a hammock outside, soak in our hot tub while listening to the river, or chill out inside with some tunes or the TV projector. Budding entomologists will enjoy the endless procession of bugs, ants, spiders, ticks, and other creepy-crawlies that is part of River House.

Cozy Catskills Chalet • Fire Pit • Covered Deck
Stylish, newly renovated Catskills chalet near Bethel Woods Center for the Arts. Walk to White/Kauneonga Lake, lakefront dining, and a boat launch. Unwind by the fire pit, grill on the covered deck, or enjoy the spacious backyard with a playground, sports gear, and apple trees. Inside, relax with vinyl records, board games, puzzles, and a fully stocked kitchen. Close to hiking trails, ski resorts, the Delaware River, and charming nearby towns. Perfect for families, couples, and concert weekends.

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!

Lakefront Home in the Catskills
Quiet & Comfortable house on Sackett Lake w/dock. 3 Kayaks and canoe On our adjacent property for use Located near everything. Large deck w/BBQ. Fire pit area by lake & patio area in front Close to Kartrite water park, Resorts World, Bethel Woods , Breweries & wineries. So much to do right near by, or do nothing at all but relax & listen to the sounds of the country. Plenty of Outdoor furniture. Large front lawn & ample parking. Property not suitable for children under the age of 7.

Gorgeous Waterfront w/ Hot Tub and Game Level
Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to Jay’s Big Sky! Here are a few things I think you’ll especially enjoy about the house. Highlights - You’ll love the: • Location - quiet, waterfront position on 27 acre lake • Hot tub (all year) - a relaxing treat after hiking, skiing, or exploring • Family-perfect layout - 2 levels, with full game / media level • Fast WiFi & dedicated workspace - ideal for remote work • Kayaks and life-vests - for safe water fun!

Bethel Woods Escape: Private Oasis with Hot Tub
Welcome to Bethel Woods Escape - a gorgeous modern home surrounded by woodlands of Eastern pine and hemlock trees. In 1969 Bethel Woods was home to the notorious Woodstock festival. Located in the country hills of the Sullivan Catskills, Bethel Woods is an amazing place to explore, hike, and listen to live music. Just 5 minutes away from Bethel Woods Center of the Arts, you will find a stunning A-Frame home with a private hot tub waiting to host your next adventure.

Modern Secluded Retreat
Escape to the center of 11+ acres of woods, water, and dark starry skies—under 2 hours from NYC. Walls of windows pull the outside in, with a stream, pond, and constant wildlife just beyond. Warm up by the fireplace, unwind in the open living space, and sleep deep in a king bed. A large jetted bathtub, bonus half bath, and a flexible bonus room with pool table and ping pong table on heated floors round it out. Peaceful, private, and made for slowing down.

Luxe modern A Frame, Hot tub and new heated pool
Experience the luxury of this black double A-frame, finished to the highest standards and nestled in the woods for ultimate privacy. The main bedroom features a soaring ceiling and spa-like en-suite with walk-in shower, tub, bidet, double sink, and heated floors. The sunny second bedroom also has an en-suite. Enjoy a chef’s kitchen, double-sided fireplace, hot tub, and a new pool available June. Pets must be disclosed and approved prior to booking.

Secluded lakefront home With an EV charger
Welcome to your oasis on the Swiniging Bridge Reservoir! Only 90 minutes from NYC, but a world away. A complete glass wall facing the water allows guests to take in the views and sounds of a babbling brook that feeds into a motorboat lake. This brand new house sleeps 6 adults (or 4 adults and 3 children) and features a full kitchen, free WiFi, bedding, linens, and toiletries. A canoe and paddleboat are also available for your use!

Catskills: Hot Tub, Games & 10 Acres
Luxurious Catskills family retreat on 10 private acres, just 1.5 hrs from NYC. This meticulously remodeled home comfortably sleeps 9 guests and features a year-round outdoor hot tub, game room, and dedicated workspace. Perfect for nature lovers seeking modern comforts and serene ambiance. Enjoy a private pond, fire pit, and ample space for relaxation and adventure in the beautiful Sullivan Catskills.

Charming Farmhouse Getaway
Welcome to our beautifully renovated 4-bedroom, 2-bathroom and 1 mezzanine floor office space, originally farmstead, nestled on an expansive 18-acre property, with a tranquil brook flowing through its grounds. This enchanting retreat offers the perfect blend of rustic charm and modern comforts, providing an idyllic escape from the hustle and bustle of everyday life.

Luxury Lakefront Estate | Private Beach & Spa
✓ Lakefront home w/ sandy beach ✓ Covered hot tub ✓ Massive deck w/ outdoor kitchen + BBQ ✓ Private dock ✓ HDTV 55” w/ Netflix, Hulu, Prime ✓ 336 Mbps wifi ✓ Driveway for 6 cars + land across the street for 6 more ★”The view and the lake access was just what we wanted” 3 min→ Swinging bridge marina 20 min→ Resort Worlds Casino @thestarlightny
Popular amenities for Monticello house rentals
House rentals with a pool

midcentury mod * POOL * walk out trail R2R/Mohonk

Entire Home, Private Indoor Pool
Woodstock Historic Artist Estate - The Pond House

Design Scandi Retreat, Heated Pool, Dogs Welcome

Golf Sim! Hot Tub/Game Room/Cinema 2 Kings

3BR/2BA • Private Pool & Hot Tub Near Bethel Woods

Luxury Villa w Lake View & Private Heated Pool

Peace & Privacy - High Falls (hot tub & salt pool)
Weekly house rentals

Cozy Cardinal (Sullivan County Catskills)

Catskills Retreat / Sauna/ Hot Tub/Bethel Woods

Starlight House - Swinging Bridge Lake

Peaceful creekside retreat near Livingston Manor

Beaver Lake Escape

Lakefront A-Frame w/ Hot Tub & Game Room!

Architect's Hudson Valley Home in the Woods

Lakefront Catskills Home with Sauna
Private house rentals

Wellness Retreat w/ Hot Tub, Gym, Cold Plunge

Luxury Mountain Retreat with Panoramic Vista Views

Private Forest Getaway • Fire Pit • Bethel Woods

Lake Ridge Bungalow w/ outdoor SAUNA

Catskills Dream Lakehouse - Lake, Pool & Hot Tub

Garden Villa - Pool | Outdoor Kitchen | Fire Pit

Catskill 4 Bedroom Escape w/ Sauna & Cold Plunge

Hill Studio, Modern Home with Epic Views
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- Hunter Mountain
- Mountain Creek Resort
- Bushkill Falls
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Elk Mountain Ski Resort
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Windham Mountain
- Promised Land State Park
- Plattekill Mountain
- Pocono Mountains
- Brotherhood, America's Oldest Winery
- Storm King Art Center
- Hunter Mountain Resort
- Mohonk Preserve
- Mount Peter Ski Area
- Wawayanda State Park
- Storm King Art Center
- Peekamoose Blue Hole
- Harriman State Park





