
Pet-friendly holiday rentals in Monticello
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Top-rated pet-friendly home rentals in Monticello
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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

Beautiful & Secluded Streamside Catskills Cabin
Private & secluded Smallwood cabin sleeps 6. Central A/C. Park & Hear the stream flowing when you pull up. Large great room with fireplace & windows overlooking backyard stream. 1 master bedroom, 1 separate guest room, 1 open sleep loft (2 twin beds) Enjoy evenings on the deck, or by the outdoor fire pit listening to the stream that leads to a small waterfall. Enjoy the swim pit right in your backyard! Outdoor Shower! Close to Bethel Woods, hiking & White Lake dining & Toronto Reservoir

Fireplace—Renovated—Near Skiing & Tubing—Chic+Cozy
Escape to The Original Bungalow, part of the @boutiquerentals_ collection—a newly renovated Scandi-chic retreat with a cozy fireplace & fire pit in a woodland backyard. Located just 2 hours from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby are Holiday Mountain (skiing+tubing), Kartrite Waterpark, Bethel Woods + dining & shopping in Callicoon, Livingston Manor & Narrowsburg.

The Schoolhouse at Kenoza Lake
The Schoolhouse at Kenoza Lake. This late 1800's renovated schoolhouse is the perfect getaway. Only a 2 hour drive from NYC. Old world charm with modern finishes. House features one bedroom plus a sleeping loft, a total of 3 beds plus a bunk bed, claw foot tub, cast iron wood stove, dinner barn, sleeping loft, vegetable garden, outdoor fire pit with bistro lights and Adirondack chairs. 10-20 min driving distance to all of Sullivan County's culinary offerings. 7 min drive to grocery store.

Blue House | Cedar tub•BBQ•fire pit•stargazing
Nestled in the Catskills Mountain region, between the Delaware and Hudson Rivers in the community of Monticello. Insta @bluehouseofcatskills offers a year-round retreat away from the hustle and bustle of the city. Spectacular stary nights, wildlife in the backyard, hiking trails, swimming and skiing all a short drive away. The Blue House is a wonderful getaway for all to enjoy. Modern and contemporary design the Blue House offers comfortable king and queen bedrooms and a spacious living area.

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.

Modern Chalet with Hot Tub and Lake Access
Spacious home with gorgeous decks, patio areas, and hot tub, presented by StayBettr Vacation Rentals. Shared dock access is available across the street. Indoors you will discover cathedral ceilings, fireplace, and a large eat-in kitchen and living room area your group to come together. New whole house water filtration system recently installed. The entrance to the home has a ramp for accessibility, and the home has wide corridors and interior doors, so all can be included on your vacation.

Private Riverfront, Magestic View, Wildlife, Sauna
Hand-built in the '70's, this unique log home has been lovingly restored with style. Located on a sweeping bend of the Delaware, Broad Arrows offers unrivaled views and peace in nature regardless of the season. In summer grill on the deck, swim, canoe or fly fish. In the evenings enjoy river sunsets or enjoy our Finnish sauna followed by a refreshing dip in the river. In fall and winter enjoy the many local hiking trails or ski-hills. A truly remarkable place to take time out and reconnect.

renovated–hot tub–near skiing+tubing–cozy & chic
Escape to @boutiquerentals_' The Treehouse Bungalow–a renovated yet cozy 1930s Arts & Crafts cabin. Enjoy the hot tub, mountain views, fire pit & electric fireplaces. Located just 2 hrs from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby is dining & shopping in Livingston Manor, Callicoon & Narrowsburg, skiing+tubing at Holiday Mountain, Bethel Woods & Kartrite Waterpark.

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.

Hot Tub, Fire Pit, Games, PizzaOven, Holiday Decor
Coined the "Eikonic Box" for its iconic look- you'll be amazed by the flying boxes with unique views of the gorgeous forest views. Escape the ordinary and immerse yourself in the modern comfort of this stylish 3-BR retreat. Designed with sustainability and creativity in mind, our container home offers a one-of-a-kind lodging experience for those seeking a blend of innovation & relaxation. Book your stay today and experience the charm of container living! Message me for Q's!

Private lake cabin w/hot tub, views and fruit
Catchers Pond is perched atop a hill with views overlooking a private pond featuring a swim platform, dock, Jacuzzi, outdoor shower, fire pit and a fruit orchard of peach, pear and apple. It is perfectly secluded and close to everything you might need for your stay being just 5 minutes outside Mountaindale. Its rustic, charming and wild. A great place to slow down, reconnect and watch seasons change. The cabin sits on 55 quiet acres with no other houses in sight.
Popular amenities for Monticello pet-friendly home rentals
Pet-friendly house rentals

Cozy and Quiet Lakeview House

Woodsy Retreat, Sunny Home with Paths and Stream

Hillside Views in Hudson Valley

Private, Elegant Chalet w/ A Breathtaking View

Modern Woodland Retreat, Hudson Valley & Catskills

The Nest At Swiss - Lakefront In The Catskills

Art House Bird Sanctuary at EBC Sculpture Park

Architect's Hudson Valley Home in the Woods
Pet-friendly home rentals with a pool

Mid-century A-frame nestled amongst the trees

Far Away, So Close

Stunning Mountain Cabin w/ Pool & Hot Tub

Kapitan’s Cottage Private Upstate Winter Retreat

BoHo Scandi Farm Retreat, Fireplace, Dogs Welcome

Airy & Private Escape on Mountain Rest Road *Pool*

Experience The Zen House

Spacious Catskills Farmhouse on over 5 acres!
Private, pet-friendly home rentals

little cozy house in the village

Dreamy Catskills mountain getaway w/ yoga studio

The Water House - Winter Spa on a Cascading Brook

the tree house, by camp caitlin

R & R On The Knoll

Lidar West

Upper Delaware River cottage

Cozy Catskills Mid-century bungalow
Quick stats about holiday rentals that are pet-friendly in Monticello

Total holiday rentals
Explore 10 holiday rentals in Monticello

Nightly prices starting at
Monticello holiday rentals start at $120 NZD per night before taxes and fees

Verified guest reviews
Over 430 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Monticello holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Bethel Woods Center for the Arts
- Bushkill Falls
- Elk Mountain Ski Resort
- Minnewaska State Park Preserve
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Windham Mountain
- Sunset Hill Shooting Range
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Ringwood State Park
- Promised Land State Park
- Campgaw Mountain Ski Area
- Mount Peter Ski Area
- Wawayanda State Park
- Hunter Mountain Resort
- Plattekill Mountain
- Sterling Forest State Park
- Claws 'N' Paws
- Opus 40
- Tobyhanna State Park




