
Pet-friendly vacation 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.

The Waterfall Casita: A-frame with 30ft Waterfall
Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

WinterWonderland—Chic—Renovated—Cozy Festive Decor
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 Bethel Woods, holiday festivals, Holiday Mountain (skiing+tubing), Kartrite Waterpark,Callicoon+Livingston Manor with dining,shopping.

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

holiday-decorated 'treehouse' w hot tub, fire pit
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, holiday festivals, Bethel Woods, Kartrite Water Park & skiing+tubing at Holiday Mountain

The Water House - Winter Spa on a Cascading Brook
The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and gas fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

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.

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.

Catskills Winter Lakeside Serenity
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

Hillside Views in Hudson Valley

Catskills Retreat / Sauna/ Hot Tub/Bethel Woods

Catskill Retreat w/ Hot Tub / Near Casino

The Nest At Swiss - Lakefront In The Catskills
Woodstock Historic Artist Estate - The Pond House

Art House Bird Sanctuary at EBC Sculpture Park

Lake House On 7 Acres w Koi Ponds, Hot Tub, Boats
Pet-friendly home rentals with a pool

Far Away, So Close

Mid-century A-frame nestled amongst the trees

Stunning Mountain Cabin w/ Pool & Hot Tub

Kapitan’s Cottage Private Upstate Catskill Retreat

Experience The Zen House

Christmas Decor Cabin: HotTub/Sauna•Fireplace/Skii

Spacious Catskills Farmhouse on over 5 acres!

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

the tree house, by camp caitlin

Fireplace,Hot Tub,Sauna–Adventure & Scenic Towns!

Hot Tub + Game Room + Fire Pit + Deck + Near Lake

Design Cabin in Catskills | Hot Tub + Sauna+ Pizza

Guesthouse On old 1879 Farm. Hot tub, hiking.

Upper Delaware River cottage

Cozy Catskills Mid-century bungalow

Lakehouse, Sunset View, Big Deck, Hot Tub, Dogs OK
Quick stats about vacation rentals that are pet-friendly in Monticello

Total vacation rentals
Explore 10 vacation rentals in Monticello

Nightly prices starting at
Monticello vacation rentals start at ﺩ.ﺇ257 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 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
- 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




