
Cottage vacation rentals in Monticello
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Top-rated cottage rentals in Monticello
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Peaceful Cottage-in Private 5-acre field
Modern cottage with large outdoor living area in a beautifully secluded 5-acre field. A quiet and romantic getaway centrally located to Arrowood Farms, Westward Orchard, Inness Resort & Golf, Butterfields, Ollie's, as well as local hiking including Minnewaska State Park and the Mohonk Mountain House. Escape to a calm and relaxing environment with updated amenities yet pet-friendly. Enjoy lounging and dining on the deck while watching the wildlife or simply roasting s'mores in the fire pit.

Beautiful stream side cottage in the woods
Stunning fully renovated 1970 partial A frame cottage in the woods! Set privately on four acres with a stream and meandering stone walls, the cottage is modern yet rustic, with a mid century decor. Main floor has living room with beautiful floor to ceiling stone fireplace (gas operated), kitchen, bathroom, and an office with a desk and twin bed. Second floor has master bedroom with queen size bed and a separate loft area with desk. Great place to relax in nature - a perfect couple's getaway!

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

Driftwood Cottage on Welcome Lake-peaceful retreat
This gem of a vacation rental is perfectly situated on a private lake. Recently renovated, the main level features an open concept living area, with a cozy fireplace for chilly evenings, upgraded kitchen, a master bedroom with a luxurious en-suite bathroom. A charming loft serves as a cozy relaxation spot or additional sleeping area. Each room offers a spectacular lake view. Two full bathrooms ensures everyone has space to unwind. Outdoor includes a hot tub, perfect for relaxation by the lake.

Little Yellow Cottage New Paltz - Kitchen wash/dry
Built over 100 years ago as a chicken hatchery, this gorgeous little gem has been fully restored as a two-story guest cottage. Located in New Paltz just minutes off Exit 18 on I-87 in a very private, quiet, country setting. Only ten minutes from New Paltz Village & SUNY New Paltz and set back on a lightly traveled road for those long summer strolls. You don't even need a car to get here! It's just 12 minutes by taxi from the New Paltz Bus Station or bring your bike up and cycle everywhere!

Lakehouse, Sunset View, Big Deck, Hot Tub, Dogs OK
Private lakefront home with beautiful view, large deck, BBQ grill, and a camp fire pit. Nearby restaurants, shops, hiking trails, concert venue, race tracks, indoor waterpark, and casino. Warm Months: MAY-SEP 3 Kayaks, 2 Paddle Boards, Hot Tub in an under deck privacy nook, 2 Hammocks, Fishing Dock with Deck Chairs, and a Pontoon Boat (for use as 'dock living room' not for boating) Cold Months: NOV-MAR Admire cold/frozen lake from inside, or from the outdoor Hot Tub (with winter wind screen)

Barton bungalow cozy relaxation on 7private acres
Stay at the Barton Bungalow! This cozy, beautifully renovated bungalow sits on 7 private acres. It has a rustic feel with all the modern amenities. We have high speed WiFi so you can work from home. Enjoy some R&R in the hammock, relax by the fire pit or bbq . We are 2 miles from Walnut Mountain Park and less than 10 miles away from Bethel Woods. Try your luck at Resorts World Catskills or go for a splash at Kartrite indoor water park. The trendy Livingston Manor is less than 20 minutes away

Cozy mountain top home - views, 5acres & a gym.
Located 2hrs from NYC, 7mins from Livingston Manor and close to Belleayre and Plattekill ski mountains. Sat atop a mountain, with 5 acres that sweep away from the property revealing stunning long distance views. Beautiful light throughout - front room with fireplace, full renovated kitchen, lounge, dining area, master bedroom, 1 large guest room, office / single bedroom, 2 bathrooms and huge covered back porch + a full home gym complete with Peloton bike, Peloton tread + ping pong table.

Fireplace,Hot Tub,Sauna–Adventure & Scenic Towns!
Cottage on Lake Jeff -Hot tub -Wood Burning Sauna -Games -Vinyl Record Players -Smart TV's -Fire pit -Fire place -Gas Grill -3 minutes by car- Jeff Main St -18 min “- Bethel -18 min “- Livingston Manor -19 min “- Callicoon & Cochecton Close by: skiing, snow tubing, hiking, shops, antiquing, fine dining, wine tasting, cideries, breweries, concerts, rafting, tubing, kayaking PETS:$100 fee for a 2 night stay p/pet, 15% of totaled nightly rate for 3+ nights p/pet-charged after booking

Catskills Cozy Retreat:Comfy Beds, Firepit, & More
Experience vintage charm at Jameson Cottage, a mid-century farmhouse-style home surrounded by nature. • Modern amenities and rustic wood finishes. • Gas grill and fire pit. • Two queen bedrooms, open living area, and full bathroom await. • Compact kitchen features beautiful cabinets and open shelves. • Relax in the living room or explore the backyard with its bountiful flora. • Embrace the amenities, unleash culinary creativity, and indulge in the luxury of a clawfoot tub.

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.

Lovely Cottage w/ Jacuzzi+Woodstove!
Nestled in the hamlet of Smallwood, only 2 hours from NYC, this newly renovated cottage is the perfect getaway from the city and an oasis surrounded by nature. This cottage is perfectly located for access to surrounding lakes and seasonal beaches, hiking trails as well as exploring and discovering the lovely Catskills region. The cottage features a wood stove, spacious deck, a fire pit as well as an all-season jacuzzi to enjoy day or night.
Popular amenities for Monticello cottage rentals
Cottage rentals with a hot tub

Hot Tub * Fire pit * Nature Relax in the Hammock

Hot Tub*Hiking*FirePit*Camp Cresco

Ye Little Wood | Cozy Forest Cottage with Hot Tub

The Mountaintop Lakehouse that Time Forgot.

Charming cottage with Hot Tub -PET FRIENDLY

Renovated Country Cottage w/ Hot Tub & View

Hot Tub & Chic Catskills Woodstock Design Retreat

The Lake Front Cottage at Lake Alden
Pet-friendly cottage rentals

Outlier Inn Cottage on Farm Upstate Catskills

Cozy off grid cottage Big Pine trees in Catskill

Lake house-lake drained for repairs

Modern BoHo 3BR Cottage Near by Hiking, Winery

Tiny cottage on DiR mini farm

*fall is here!* Pet-friendly private cabin

Lakeside Cottage on White Lake

Cozy Farmhouse Cottage
Private cottage rentals

Kapitan’s Cottage Private Upstate Catskill Retreat

Charming creekside cottage in Phoenicia

Stunning Woodstock 1 BR Hideaway

Shingle Gully Cottage

Blue Haven in the Catskills

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Cozy Catskill Cottage on the Pantherkill

Mod Scandinavian! Tiny Flower Farm
Quick stats about cottage rentals in Monticello

Nightly prices starting at
Monticello vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 270 verified reviews to help you choose

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

4.7 Average rating
Monticello stays receive an average rating of 4.7 out of 5 from guests
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- Hunter Mountain
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Elk Mountain Ski Resort
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Windham Mountain
- Sunset Hill Shooting Range
- Hudson Highlands State Park
- Promised Land State Park
- Brotherhood, America's Oldest Winery
- Ringwood State Park
- Walkway Over the Hudson State Historic Park
- Wawayanda State Park
- Sterling Forest State Park
- Campgaw Mountain Ski Area
- Plattekill Mountain
- Mount Peter Ski Area
- Hunter Mountain Resort
- Opus 40
- Claws 'N' Paws




