
House vacation rentals in Monticello
Find and book unique houses on Airbnb
Top-rated house rentals in Monticello
Guests agree: these houses are highly rated for location, cleanliness, and more.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

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.

Lakeside Lodge with Studio Apt
This gracious lodge style home, presented by StayBettr Vacation Rentals, makes you feel interconnected with nature both indoors and out. The lower level den even features a garage door style wall that opens up to the outdoor firepit and hot tub. The property boasts a flat shoreline at one of the widest points on Swinging Bridge Lake. Inside you'll find stylish open concept living spaces with plenty of room for your group to spread out across the two levels and a separate loft studio apartment.

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!

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!

Modern Catskills Retreat•10 Acres•Hot Tub•Firepit
Welcome to a dream escape, tranquil 3-bedroom modern home that's less than 1-mile off the Delaware River! Built in 2023 and nestled on 10+ acres of pristine countryside delivering peace, quiet and privacy. This exceptional retreat seamlessly combines rustic charm with contemporary luxury, guaranteeing an unforgettable stay. The home features 3 furnished bedrooms sleep up to 7 (3 queen beds, 1 w/ trundle) + a spacious entertainment room flowing directly from the kitchen ideal for hosting.

Serene Home in the Catskills Woods
Welcome to your countryside escape! Perched in the heart of scenic Sullivan County, Davos on the Hill is your serene home away from home—the ultimate retreat for hiking, rest, and recharging. We’ve curated a space that balances minimalist design with total comfort. Whether you’re whipping up a gourmet meal, ordering a local pizza for movie night, or gathering for board games by the fireplace, you’ll find everything you need right here. Slow down, breathe deep, and make some memories.

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!

Cozy farmhouse & stunning views on 135 acres
A gorgeous, spacious and secluded retreat with a fabulous swimming/skating pond and two wood-burning stoves surrounded by 135 acres of meadow and hiking trails, and a short jaunt to miles of untouched wilderness. This 160-year-old farmhouse is super cozy in winter and can easily accommodate large groups but offers plenty of privacy. The place has it all but don't take our word for it - read the reviews and check out the pictures!

Luxe & Modern farmhouse | House of Jane West
Imagine Morticia Addams vacationed in Scandinavia - worked remotely with fast streaming wifi, and then influenced the design of a 1920’s farmhouse in Upstate New York to function both as a remote worker’s dream and an NYC office worker's ideal getaway weekend. In our case, Morticia Addams is known as Jane West, and she was the inspiration for our first weekend home.

Modern Secluded Retreat
Discover a secluded paradise on 11+ acres with a stream, pond, and woods. This private Airbnb features a one-bedroom with a king bed, a large bathroom, open-plan living area, and a deck with stunning views. The property includes a game room/studio with heated floors for yoga or fitness, plus a 1/2 bath. Perfect for nature lovers seeking tranquility and comfort.

6-Acre Narrowsburg Estate: Private Pool, Hot-Tub
A modern 3BR/2BA Catskills retreat on 6 acres with a private pool, hot-tub and fireplace. 10 mins away from Narrowsburg's Town Center with shops and restaurants, this house is perched on a hill, offering serenity and scenic views. Enjoy modern decor, premium bedding, AC, and fast Wi-Fi. Pool season for 2026: May 22nd - Sept 14th. Hot tub is always open.
Popular amenities for Monticello house rentals
House rentals with a pool

Oak View: Firepit, BBQ, and Sonos Sound!

Luxury Retreat: Indoor hot tub, Glow Mini Golf.

midcentury mod * POOL * walk out trail 2 mohonk

TheGoshenGetawayPoolHotTubLegoLandArcade.

Entire Home (private pool), Event Friendly

Scenic River View Escape | New Paltz

New Paltz dog friendly retreat w/ salt water pool

Spacious Catskills Farmhouse on over 5 acres!
Weekly house rentals

Renovated & Spacious 3BR Catskills Retreat

Lakefront Swan Lake Retreat Fire Pit Deck & Cabana

Magical Treehouse Retreat | Pond & Fire Pit

Lake Ridge Bungalow w/ outdoor SAUNA

Modern Woodland Oasis w/ Hot Tub, Fire Pit & Pool

The First House

Catskill Mountains Forest Nest for 2

Accord River House
Private house rentals

Forest Art House • Spacious • Hot tub • Firewood

Wellness Retreat w/ Hot Tub, Gym, Cold Plunge

Lake House

Luxury Mountain Retreat with Panoramic Vista Views

Private Forest Getaway • Fire Pit • Bethel Woods

Exclusive Lakeside Retreat- Pool/2HotTub/Sauna/RV

Cozy, Catskills Getaway in the Country - 2 hrs NYC

Magnolia Lake House | Lakefront + Kayaks & Deck
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 ﺩ.ﺇ441 per night before taxes and fees

Verified guest reviews
Over 120 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!
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- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Elk Mountain Ski Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Minnewaska State Park Preserve
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Windham Mountain
- Plattekill Mountain
- Brotherhood, America's Oldest Winery
- Hunter Mountain Resort
- Mount Peter Ski Area
- Promised Land State Park
- Bear Mountain State Park
- Wawayanda State Park
- Storm King Art Center
- Walkway Over the Hudson State Historic Park
- Shawnee Mountain Ski Area
- Opus 40
- Pocono Mountains
- Hudson Highlands State Park





