
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 $188 NZD 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 and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Smallwood holiday rentals include Wi-Fi 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.

Lake Access—Canoe—SUPs—Innertubes—FirePit—BBQ—Chic
Only 2 hours from NYC, stay at @boutiquerentals_' Scandi-inspired 'The Original Bungalow' in the Catskills featuring lake access, canoe, paddle boards+ inner tubes. Come for the ample swimming opportunities, pretty strolls along the lake, forest hikes, Bethel Woods Center for the Arts, original Woodstock site, proximity to the Delaware River, craft beverage trail & charming river towns with great dining+shopping. At night, grill up some delights on the BBQ & relax on the deck or by the fire pit.
PetsOutdoor spacesCheck-in

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
Outdoor spacesWalkabilityDecor

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
PetsWalkabilityBathroom

Lake Access Plunge Pool/Hot Tub Pedal Boat SUPs
Perched on the edge of nature, the 1930s Arts & Crafts cabin 'The Treehouse Bungalow'— part of the @boutiquerentals_ collection — offers lake access, pedal boat & SUPs, plunge pool/hot tub, swimming opportunities, treehouse views, Scandi-chic decor, modern kitchen+bathroom, fire pit, picnic table & BBQ. Explore the hamlet's own waterfall & forest trails or visit Bethel Woods Center for the Arts, breweries & charming towns like Callicoon. For a scenic adventure, go tubing on the Delaware River.
WalkabilityPetsBackyard

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 spacesCheckout

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 spacesWalkabilityAir conditioning

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.
WalkabilityPetsAccuracy

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
WalkabilityPetsValue

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.
PetsOutdoor spacesComfort

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.
Outdoor spacesPetsAir conditioning

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 spacesWalkabilityDecor

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, workspace, fast wifi.
PetsOutdoor spacesCleanliness
Popular amenities for Smallwood pet-friendly home rentals
Pet-friendly house rentals

Delaware River retreat
Outdoor spacesWalkabilityHiking

Woodsy Retreat, Sunny Home with Paths and Stream
WalkabilityPetsLong stay

ENTER HOME - Minimalistic style warm & inviting
PetsOutdoor spacesParks

Beaver Lake Escape
PetsWalkabilityLocation

Architect's Hudson Valley Home in the Woods
PetsOutdoor spacesCleanliness

Old Country Farmhouse 150 Acre View With Hot Tub
Outdoor spacesWalkabilityHiking

Stylish river town escape with hot tub + fire pit
PetsOutdoor spacesSleep quality

Dancing Feather: Cozy Lake-Front A-Frame Chalet
PetsOutdoor spacesParks
Pet-friendly home rentals with a pool

Au Bon Orchard - Hot Tub - 56 Private Acres
PetsWalkabilityComfort

Condé Nast featured A-frame. Hot Tub. Lake. Pools
Outdoor spacesWalkabilityBeach

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

Experience The Zen House
PetsWalkabilityWi-Fi

Private Dock/Indoor Pool/Sauna/Hot Tub - Sleeps 14
Outdoor spacesWalkabilityBackyard

Secret Getaway Nestled in a Woodland Setting
Outdoor spacesPetsParks

Dog friendly, heated pool & Hot Tub w/ fenced yard
Outdoor spacesPetsLayout

Livingston Manor Pool and Lake Retreat
Outdoor spacesWalkabilityHeating
Private, pet-friendly home rentals

Luxury Historic School House Cottage
WalkabilityPetsBreakfast

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

Private Riverfront Catskills Retreat w/ Hot Tub
PetsWalkabilityCondition

Private Riverfront, Magestic View, Wildlife, Sauna
WalkabilityOutdoor spacesValue

Designer A-Frame + Barrel Sauna | Vogue-Featured
Outdoor spacesBathroomAccuracy

Guesthouse On old Farm. Hot tub, hiking
PetsWalkabilityHot tub

Mural Art Cabin With Pond And Hot Tub
Outdoor spacesPetsGetting around

The Fern Hill Lodge | Serenity on 20 Private Acres
WalkabilityOutdoor spacesSolo travel
When is the best time to visit Smallwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $342 NZD | $308 NZD | $273 NZD | $289 NZD | $338 NZD | $338 NZD | $342 NZD | $349 NZD | $308 NZD | $313 NZD | $318 NZD | $323 NZD |
| 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
- New York City Holiday rentals
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- Niagara Falls Holiday rentals
- Portland Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
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- Hunter Mountain
- Mountain Creek Resort
- Bushkill Falls
- Bethel Woods Center for the Arts
- Bear Mountain State Park
- Belleayre Mountain Ski Center
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Minnewaska State Park Preserve
- Camelback Snowtubing
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Promised Land State Park
- Aquatopia Indoor Waterpark
- Mohonk Preserve
- Plattekill Mountain
- Storm King Art Center
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Harriman State Park
- Pocono Mountains
- Peekamoose Blue Hole
- Mountain Creek Water Park





