
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 €96 per night before taxes and fees

Verified guest reviews
Over 3,320 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 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.

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.

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

1913 Love Shack2miles from Bethelwoods big jukebox
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

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

Lake Access Plunge Pool Pedal Boat SUPs Fire Pit
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.

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.

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.

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.

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.

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.

Designer A-Frame + Barrel Sauna | Vogue-Featured
As seen in Vogue, Domino, Hudson Valley Magazine, and more. NightFox A-Frame is an all-black, architecturally significant cabin located in the Western Catskills hamlet of Livingston Manor. With the local area known for foodie-centric dining experiences, breweries, fly-fishing, hiking, and more, this year-round, 2-bedroom stay is the perfect escape from the city. The a-frame is known for its interior style, with a focus on Scandinavian comfort with 70s mod influence. @nightfox_aframe

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!
Popular amenities for Smallwood pet-friendly home rentals
Pet-friendly house rentals

Woodsy Retreat, Sunny Home with Paths and Stream

Delaware River retreat

Creekside cottage on 65 acres of land

Gorgeous Waterfront w/ Hot Tub and Game Level

Beaver Lake Escape

Architect's Hudson Valley Home in the Woods

Stylish river town escape with hot tub + fire pit

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

Au Bon Orchard - Hot Tub - 56 Private Acres

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

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

Sweet Fern Cottage With Saltwater Pool

Cheerful 3-bedroom Cabin in the Woods with a pool.

Experience The Zen House

Secret Getaway Nestled in a Woodland Setting
Fenced & Salt Water Pool | Cozy Catskills Cottage
Private, pet-friendly home rentals

Luxury Historic School House Cottage

Dreamy Catskills mountain getaway w/ yoga studio

Element House - Off Grid Hideout

The Waterfall Casita: A-frame with 30ft Waterfall

Black A-Frame: Catskills Cabin

Private Riverfront Catskills Retreat w/ Hot Tub

Guesthouse On old Farm. Hot tub, hiking

Mural Art Cabin With Pond And Hot Tub
When is the best time to visit Smallwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €175 | €158 | €140 | €139 | €165 | €148 | €175 | €179 | €158 | €161 | €163 | €166 |
| 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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- Rentals with lake access Smallwood
- Rentals with a washing machine and dryer Smallwood
- Rentals with outdoor seating Smallwood
- Family-friendly rentals Smallwood
- Rentals with beach access Smallwood
- Rentals with a firepit Smallwood
- Cabin rentals Smallwood
- Rentals with a fireplace Smallwood
- House rentals Smallwood
- Rentals with a patio Smallwood
- Pet-friendly rentals Sullivan County
- Pet-friendly rentals New York
- Pet-friendly rentals United States
- Hunter Mountain
- Mountain Creek Resort
- Bushkill Falls
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Camelback Snowtubing
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Pocono Mountains
- Promised Land State Park
- Aquatopia Indoor Waterpark
- Plattekill Mountain
- Brotherhood, America's Oldest Winery
- Mohonk Preserve
- Hunter Mountain Resort
- Mount Peter Ski Area
- Storm King Art Center
- Wawayanda State Park
- Storm King Art Center





