
Pet-friendly holiday rentals in Smallwood
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Smallwood

Total holiday rentals
Explore 40 holiday rentals in Smallwood

Nightly prices starting at
Smallwood holiday rentals start at $140 SGD per night before taxes and fees

Verified guest reviews
Over 3,530 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
40 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!
Top-rated pet-friendly home rentals in Smallwood
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
WalkabilityPetsAir conditioning

1913 Love Shack Cheap week2miles from Bethelwoods
90 mins NYC WHITE LAKE SULLIVAN COUNTY Bethel Countryside. Bethel Cabin Very quiet Rustic Romantic Log Cabin1913 modern 3bedroom Situated looking over White Lake.Sit and enjoy the warm fire while watching TV Free PLAY JUKE BOX FOOSBALL PINGPONG, Private 300 acres come get grounded in nature walk around with husband boyfriend, Girlfriend or wife, and Dogs. 2 miles to Bethel Woods where Woodstock was WIFI 2 smart TVS 6 LOCAL BREWERY'S Clean Towels, Sheets. Avoid future regret book today. Bethel
PetsOutdoor spacesLong stay

Canoe—Lake Access—Fireplace+Pit—BBQ—Fall Foliage
Enjoy nature at @boutiquerentals_' The Original Bungalow with décor inspired by our native Sweden. Take a stroll to a nearby lake, waterfall, hiking trails, or use our canoe/SUPs to explore the waters. Visit Bethel Woods Center for the Arts & Woodstock site, an apple orchard, fall festival, art museum, alpaca farm, brewery, or charming towns like Jeffersonville & Narrowsburg with excellent shopping+dining. In the evening, fire up the BBQ & unwind on the deck, by the fire pit or cozy fireplace.
PetsWalkabilityAccuracy

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
PetsOutdoor spacesParks

Luxury Container | Hot Tub | Rooftop Tub | Pizza
Escape to a one-of-a-kind luxury container home nestled in the Catskills, featuring a year-round hot tub, rooftop soaking tub, outdoor kitchen, pizza oven, and peaceful forest views. Escape the ordinary and immerse yourself in this stylish 3-BR container 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 container living! Message me for Q's
PetsWalkabilityHiking

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.
Outdoor spacesWalkabilityLayout

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.
WalkabilityOutdoor spacesAmenities

Lakeside Studio on White Lake
This lovely studio rests on the shore of the beautiful Kauneonga Lake. The newly renovated interior creates a warm and relaxing space to take in the amazing sunset views over the lake. The studio is part of a larger building but has private rear yard access, all other spaces are on the road side. Located on Restaurant Row and just a few minutes away from the Historic Bethel Woods Center for the Arts (Home of the original Woodstock). * In the summer months we have boat slips directly in front.
Outdoor spacesWalkabilityView

Enchanting River A-Frame|Fire Pit| Magical Forest
Escape to our Magical Riverside A-Frame on 4 secluded acres. Swim in the enchanting river, grill dinner under the trees, and gather by the fire pit beneath twinkling string lights & a sky scattered with endless stars. Watch deer, eagles & fireflies as you unwind in this cozy 2BR cabin. Perfect for couples, nature lovers, and anyone craving a peaceful retreat. Minutes from scenic hikes & Delaware River adventures connecting deep with nature - leave feeling like you stepped out of a storybook.
PetsOutdoor spacesRiver

Remote Waterfall Cabin at Swiftwater Acres
Deep in a lush oak forest, on the bank of Bushkill Creek sits this hidden oasis. This is simply THEE most private abode in the entire area. Situated just feet from the water, the falls can be seen and heard from every room within the cabin’s charming, rustic interior. This spectacular 45 acre parcel is set within a vast reserve of state land: an oasis within an oasis. Just 90 minutes from NYC, this is a truly sublime atmosphere, perfect for those seeking a rejuvenating and inspiring getaway.
WalkabilityPetsSleep quality

Gorgeous Waterfront w/ Hot Tub and Game Level
Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to The Glass House! Here are a few things I think you’ll especially enjoy about the house. Highlights – You’ll love the: Peaceful waterfront setting – tucked away on the lake, yet just minutes to town Year-round hot tub – the perfect way to unwind after hiking, or exploring Family-perfect layout – two spacious levels with a game/media room and screened porch Kayaks & life vests – easy, safe access to the water for all ages
PetsWalkabilityFamily

Cozy Lakeside Cabin by Bethel Woods & Casino
This is a 1000 square-foot, two-bedroom log cabin with a sleeping loft. I prefer groups of 4 or less but may accommodate more for an extra fee. Enjoy the new fire pit out back on a cold night. Plenty of board games are available and my kitchen is stocked with spices and cookware. ***5/28/26: Pac-Man arcade pictured needs repair, currently has a faulty display. Walk Mountain Lake, which sits across the street and spans exactly 2 miles around. Or just get some R&R - my beds are so comfy!
Outdoor spacesPetsCleanliness
Popular amenities for Smallwood pet-friendly home rentals
Pet-friendly house rentals

Dancing Feather: Cozy Lake-Front A-Frame Chalet
WalkabilityOutdoor spacesRiver

Creekside Retreat•Fire Pit•Game Room•Dog Friendly
Outdoor spacesWalkabilitySleep quality

Creekside cottage on 65 acres of land
WalkabilityOutdoor spacesTV

Stylish river town escape with hot tub + fire pit
Outdoor spacesPetsBack garden

Paradise in the Catskills
WalkabilityOutdoor spacesLayout

Delaware River retreat
PetsWalkabilityIndoor spaces

Secluded Catskills Farmhouse w/ 50 acres of hiking
PetsOutdoor spacesValue

Secluded Log Cabin with Hot Tub
PetsWalkabilityIndoor spaces
Pet-friendly home rentals with a pool

Modern Catskills Home w/ Pool, Hot Tub & 10 Acres
WalkabilityOutdoor spacesTV

Experience The Zen House
Outdoor spacesWalkabilityGetting around

Mountain View Retreat w/ Hot Tub, Theater, and Gym
Outdoor spacesWalkabilitySolo travel

Spacious Catskills Farmhouse on over 5 acres!
PetsOutdoor spacesCondition

Secluded Cool Summer Cabin with mini pool
Outdoor spacesWalkabilityAmenities

Secret Getaway Nestled in a Woodland Setting
PetsOutdoor spacesValue

Heated pool sauna and jacuzzi Lake Wallenpaupack
WalkabilityPetsCheck-in

Luxe modern A Frame, Hot tub and new heated pool
Outdoor spacesPetsWifi
Private, pet-friendly home rentals

Dreamy Catskills mountain getaway w/ yoga studio
PetsWalkabilityDecor

Upper Delaware River cottage
Outdoor spacesPetsCheck-in

Catskills Mountain Chalet l 5 Star experience !
WalkabilityPetsLong stay

Private Riverfront, Magestic View, Wildlife, Sauna
PetsWalkabilitySolo travel

Wonders Never Cease: Peaceful Cabin with Wow Spa
Outdoor spacesPetsNearby

The Waterfall Casita: A-frame with 30ft Waterfall
Outdoor spacesWalkabilityValue

Design Cabin in Catskills | Hot Tub + Sauna+ Pizza
PetsWalkabilityLaundry

Peaceful nature cabin
PetsOutdoor spacesAccess
When is the best time to visit Smallwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $254 SGD | $229 SGD | $203 SGD | $215 SGD | $252 SGD | $252 SGD | $254 SGD | $259 SGD | $229 SGD | $233 SGD | $236 SGD | $240 SGD |
| Avg. temp | -2°C | -1°C | 3°C | 10°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 6°C | 1°C |
Destinations to explore
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- Hunter Mountain
- Mountain Creek Resort
- Bushkill Falls
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Minnewaska State Park Preserve
- Bethel Woods Center for the Arts
- Camelback Snowtubing
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Promised Land State Park
- Aquatopia Indoor Waterpark
- Storm King Art Center
- Plattekill Mountain
- Mohonk Preserve
- Peekamoose Blue Hole
- Mountain Creek Water Park
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Harriman State Park
- Mount Peter Ski Area





