Pet-friendly holiday rentals in Smallwood

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Smallwood

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A vibrant red cabin is surrounded by a grassy area, featuring a circle of white Adirondack chairs positioned around a fire pit. A wooden deck with railing extends from the cabin, while the backdrop includes trees and a clear blue sky.
Cabin in Bethel
4.98 out of 5 average rating, 123 reviews

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.

Superhost
Cabin in Bethel
4.92 out of 5 average rating, 123 reviews

renovated–hot tub–near skiing+tubing–cozy & chic

Escape to @boutiquerentals_' The Treehouse Bungalow–a renovated yet cozy 1930s Arts & Crafts cabin with hot tub, mountain views, fire pit & electric fireplace. Located 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 Center for the Arts & Kartrite Waterpark

Guest favourite
Cabin in Bethel
4.95 out of 5 average rating, 167 reviews

Fireplace—Chic & Renovated—Near Skiing & Tubing

Escape to The Original Bungalow, part of the @boutiquerentals_ collection–a newly renovated Scandi-chic retreat with a cozy gas fireplace & woodland backyard with a fire pit. 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

Top guest favourite
A stone path leads to a tranquil outdoor area surrounded by trees, featuring several seating options including adirondack chairs. A flowing stream can be seen in the background, providing a serene backdrop to this private space.
Cabin in Bethel
4.97 out of 5 average rating, 279 reviews

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

Top guest favourite
A charming cottage is set against a backdrop of trees and shrubs, featuring a welcoming yellow door. The front yard is landscaped with manicured grass and flowering bushes, leading to a concrete walkway that guides guests to the entrance.
Cottage in Narrowsburg
4.99 out of 5 average rating, 203 reviews

Cozy Cottage in Popular Narrowsburg

A sweet cottage in the artsy hamlet of Narrowsburg welcomes you for a quiet retreat in the country. Moments from the Delaware River and the village, spend hours taking in the serenity of the river and rolling hills of the surrounding countryside, or popping into town for arts and entertainment. There are two separate bedrooms, one with a queen bed and one with a full bed; a well-equipped kitchen; WiFi; a front and back porch; and a deck Come enjoy the all-season splendor of Sullivan County

Top guest favourite
Cabin in Bethel
4.93 out of 5 average rating, 155 reviews

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.

Guest favourite
A warm living area is highlighted by a wood-burning stove at its center, surrounded by a cowhide rug. Light-colored armchairs are positioned alongside a wooden coffee table. Natural light enters through multi-pane windows, complemented by a guitar and decorative plants against the walls.
Cabin in Bethel
4.94 out of 5 average rating, 158 reviews

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.

Top guest favourite
An outdoor area showcases multiple seating options, including six Adirondack chairs arranged around a fire pit. The backdrop is formed by a modern container home surrounded by colorful autumn foliage, complemented by a deck and outdoor dining setup, enhancing the serene atmosphere.
Shipping container in Bethel
4.98 out of 5 average rating, 111 reviews

Hot Tub, Fire Pit/Place, Snow Tubing/Ski Mountain

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 today and experience the charm of container living! Message me for Q's (especially snow safety!)

Superhost
An open-concept kitchen and living area features a large island with seating for eight, complemented by sleek black cabinetry. Bright light enters through multiple windows, illuminating the spacious layout that includes a comfortable seating arrangement and modern appliances.
Chalet in Monticello
4.84 out of 5 average rating, 134 reviews

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.

Top guest favourite
A spacious living area features high ceilings with wooden beams and large windows showcasing the surrounding trees. A stone fireplace adds warmth, while a modern kitchen with white cabinetry and stainless steel appliances is visible in the background. Three bar stools are positioned at the kitchen island.
Home in Parksville
5 out of 5 average rating, 142 reviews

Catskill Retreat w/ Hot Tub / Near Casino

Indulge in a luxurious family retreat at The Catskill Getaway, a meticulously remodeled house nestled on ten acres of pristine natural beauty. This sanctuary boasts high ceilings, modern comforts, and a serene ambiance, offering the perfect escape. Unwind in the outdoor hot tub and revel in the tranquility. Explore nearby attractions, including the New Munson Diner, Sullivan County Golf, Resorts World Casino & Kartrite Indoor Water Park, Holiday Mountain Ski, and Bethel Woods, all in reach.

Guest favourite
Cottage in Bethel
4.91 out of 5 average rating, 159 reviews

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.

Guest favourite
A bright and airy living area features wooden beams and a light color scheme. A gray sofa is positioned beside a small wooden table, and a chair is nearby. A patterned rug adds warmth to the space. Natural light streams in through a window, complementing the welcoming ambiance.
Cottage in Bethel
4.92 out of 5 average rating, 100 reviews

Catskills Tiny Home Near Bethel Woods

Take it easy at this cozy and tranquil getaway. Experience your favorite musician less than 10 minutes at the historic site of Woodstock, the Bethel Woods Performing Arts Center. Enjoy a sunset dinner at Kauneonga lake. Go boating and fishing at White Lake and Lake Superior. Take an exhilarating trip down the Delaware.

Popular amenities for Smallwood pet-friendly home rentals

When is the best time to visit Smallwood?

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Avg. price$210 SGD$234 SGD$207 SGD$201 SGD$238 SGD$214 SGD$253 SGD$258 SGD$227 SGD$231 SGD$235 SGD$239 SGD
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Quick stats about holiday rentals that are pet-friendly in Smallwood

  • Total holiday rentals

    Explore 50 holiday rentals in Smallwood

  • Nightly prices starting at

    Smallwood holiday rentals start at $139 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,230 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Smallwood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Smallwood rentals

  • 4.8 Average rating

    Smallwood stays are highly rated by guests – averaging 4.8 out of 5!