
Pet-friendly holiday rentals in Monticello
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Monticello
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Cozy Lake Cabin with fireplace - Pets Welcome
Spot deer daily at this cozy nature lovers getaway. This Smallwood cabin has a fun colorful retro vibe and can sleep up to 4 people. Pets are welcome. Located just minutes walk to mountain lake, 10 mins to Bethel Woods Center for the Arts, 20 mins to Narrowsburg, Barryville, Livingston Manor and many other cute towns. Large fenced in backyard with woodsy views and outdoor fire pit, large deck with bbq, fully equipped kitchen. Cozy indoor fireplace, smart TV with netflix, workspace, fast wifi.

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.

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!

Catskill mountain getaway
Fits 4 adults and 2 children.Entrance to lake 100 feet away with boat for you to use. Fish , swim , boat , picnic table , dock in middle of lake ,nearby hiking. Back patio has swing chair and picnic table , hammock for a nice quiet relaxing time .enjoy wildlife birds, deer, etc. always on standby to answer question. our local handyman is ready to address any issues you may have. Full kitchen with all your cooking needs. This is a perfect vacation spot to have fun and make beautiful memories.

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.

6-Acre Lux Estate: Hot Tub, Fireplace, Near Skiing
A modern 3BR/2BA Catskills retreat on 6 private acres with a hot-tub, and fireplace. Perched on a hill, this single-level home offers serenity, scenic views, mid-century modern decor, and comfort—ideal for girls' trips, couples and families. Amenities: Fireplace Hot Tub Spa Mini Ping-Pong Dart Board High-speed Wi-Fi Narrowsburg Offers: -Restaurants & Shops -Luxury Spas & Yoga -Alpaca Farm -Hiking -Farmer's Markets -Delaware Valley Arts Alliance Experience the best of the Catskills!

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

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.

Catskills Winter Lakeside Retreat
Serene getaway to a lakefront luxury MidCentury house 90 mins from NYC/3 hours from Philadelphia. Equipped with dock, firepit, outdoor deck and patio, guitar, instruments for family music making, games, books, and lake toys galore. 3-beds, 2-baths, fully equipped kitchen, large dining & living areas. Minutes to Callicoon, Livingston Manor, Narrowsburg, Bethel Woods, spas, Catskills Casino, Monticello Racetrack, Kartrite Waterpark, Holiday Mountain.
Popular amenities for Monticello pet-friendly home rentals
Pet-friendly house rentals

Cozy and Quiet Lakeview House

New Paltz Guest Cabin Nestled In The Woods

Catskills Retreat / Sauna/ Hot Tub/Bethel Woods

Catskill Retreat w/ Hot Tub / Near Casino

Private, Elegant Chalet w/ A Breathtaking View

Paradise in the Catskills

Ridge Haven: Catskills home w/ open deck & firepit

Cooley Mountain House *Hot Tub*
Pet-friendly home rentals with a pool

Mid-century A-frame nestled amongst the trees

Stunning Mountain Cabin w/ Pool & Hot Tub

Kapitan’s Cottage Private Upstate Winter Retreat

bungalow summer cottages on the lake Catskills

Peaceful and Private Boutique Apartment *Pool*

Experience The Zen House

Spacious Catskills Farmhouse on over 5 acres!

Secret Getaway Nestled in a Woodland Setting
Private, pet-friendly home rentals

Creekfront Cabin Sauna & Hot Tub Hikers Hollow

Winter Sale - Cozy Cabin + hiking + pets welcome

Chic Cabin on Callicoon Creek

Stunning 2-Bedoom A-Frame in the Woods with Sauna

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

Newly built apartment steps from Mohonk preserve.

Mtn. Laurel Cabin

Beautiful stream side cottage in the woods
Quick stats about holiday rentals that are pet-friendly in Monticello

Total holiday rentals
Explore 20 holiday rentals in Monticello

Nightly prices starting at
Monticello holiday rentals start at € 60 per night before taxes and fees

Verified guest reviews
Over 450 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Monticello holiday rentals include wifi 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
- Upper Delaware Scenic and Recreational River
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Elk Mountain Ski Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Minnewaska State Park Preserve
- Windham Mountain
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Sunset Hill Shooting Range
- Brotherhood, America's Oldest Winery
- Promised Land State Park
- Mount Peter Ski Area
- Hunter Mountain Resort
- Plattekill Mountain
- Wawayanda State Park
- Opus 40
- Claws 'N' Paws
- Mohonk Preserve
- Tobyhanna State Park
- Benmarl Winery
- Storm King Art Center




