Holiday houses in Smallwood

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Top-rated holiday rentals in Smallwood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Cabin in Bethel
4.94 out of 5 average rating, 182 reviews

Canoe—SUPs—Innertubes—Chic—Renovated—Fire Pit—BBQ

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.

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, 290 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

Guest favourite
Cabin in Bethel
4.92 out of 5 average rating, 134 reviews

Pedal Boat Paddle Boards Hot Tub Fire Pit & BBQ

Perched on the edge of nature, the 1930s Arts & Crafts cabin 'The Treehouse Bungalow'—part of the @boutiquerentals_ collection—offers lake access, pedal boat & paddle boards, swimming opportunities, hot/cool tub, 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.

Top Guest favourite
An outdoor deck area is furnished with a dark wicker seating set and a central table. Two umbrellas provide shade, while vibrant green trees create a natural backdrop. A hammock can be seen in the distance, enhancing the serene outdoor setting.
Cabin in Bethel
4.98 out of 5 average rating, 184 reviews

Cozy cabin near Bethel Woods/ Toronto Reservoir

Birmwood is country living at it's best, less than 2 hrs. From NYC! Rustic interior with wood stove and over an acre of woods to enjoy, you can get lost in the peacefulness of Smallwood right in your own backyard. 2 bedrooms with queen size beds, this cabin sleeps 4. Enjoy the private deck, fire pits, hammock, grill & wildlife. There is no access to the nearest Lake or beach but Lake Superior, Toronto Res, Swinging Bridge, are all close. Bethel Woods-original site of WOODSTOCK is 3 miles away!

Guest favourite
A cozy living area features a black wood stove as a focal point, surrounded by two windows that let in natural light. A textured cowhide rug covers the floor, with potted plants adding a touch of greenery. Wooden storage baskets and a telescope complement the space.
Cabin in Bethel
4.93 out of 5 average rating, 165 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
A cozy cabin is set amidst a lush forest, featuring a wrap-around wooden deck that invites outdoor relaxation. A stone pathway leads to the entrance, surrounded by vibrant green grass and trees, creating a tranquil atmosphere.
Cabin in Millrift
4.99 out of 5 average rating, 270 reviews

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.

Top Guest favourite
Cabin in Bethel
5 out of 5 average rating, 103 reviews

Cozy Cottage Retreat @ Deerview Cottages LLC

Welcome to Cozy Cottage Retreat where the deer and nature are plentiful. This charming cottage is perfect for a couples retreat and has been totally renovated. The studio style area, host a king size bed, spacious bathroom, laundry, full kitchen, reclining love seats and air conditioner. Smallwood is a Hamlet of Bethel, NY and is centrally located to a host of restaurants and attractions to include: Bethel Woods Summer Concerts, Resort World Casino, Kartrite Indoor Waterpark and Legoland.

Top Guest favourite
A modern home features a sleek design with dark wood siding and red accents. Large windows provide ample natural light, while a spacious deck extends outwards, furnished with lounge chairs. The surrounding landscape consists of lush grass and trees, creating a serene atmosphere.
Home in Narrowsburg
5 out of 5 average rating, 105 reviews

Modern Catskills Retreat•10 Acres•Hot Tub•Firepit

Welcome to a dream escape, tranquil 3-bedroom modern home that's less than 1-mile off the Delaware River! Built in 2023 and nestled on 10+ acres of pristine countryside delivering peace, quiet and privacy. This exceptional retreat seamlessly combines rustic charm with contemporary luxury, guaranteeing an unforgettable stay. The home features 3 furnished bedrooms sleep up to 7 (3 queen beds, 1 w/ trundle) + a spacious entertainment room flowing directly from the kitchen ideal for hosting.

Top Guest favourite
Cabin in Bethel
5 out of 5 average rating, 117 reviews

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!

Guest favourite
Cabin in Bethel
4.91 out of 5 average rating, 372 reviews

Cozy Barn Cabin near Ski Mountain & Bethel Woods

1200 sq. ft Post & Beam 2 story Barn Cabin set on 18+ acres of property w/1250 ft. of rd frontage leading to this gem. Amish wood furniture and a wood burning stove. Open loft concept on 2nd floor offers 1 king bed, a trundle bed with 2 twins (sleeps 4), 1/2 bath & closet space. Downstairs offers kitchen, dining room, living room and full bath. Private park on property w/hammock, volleyball & basketball court, swing set, slide & playhouse, yard games (in house & shed) barbecue & firepit.

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, 130 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, workspace, fast wifi.

Guest favourite
The exterior of the modern home is set against a backdrop of vibrant trees, showcasing large windows that invite natural light. The spacious deck is adorned with wooden railing and seating, providing an inviting area to enjoy the serene surroundings.
Holiday home in Parksville
4.92 out of 5 average rating, 205 reviews

Dreamy Catskills mountain getaway w/ yoga studio

This stunning house has been renovated and offers total privacy and serenity - sitting on 5 acres at the end of a quiet road. The Mountain Terrace has an indoor wood stove, a deck with a beautiful view, a fire-pit, 3 bedrooms and 2 bathrooms and a double high ceiling in the main living space. There is a washer/dryer, a dishwasher an artist cabin and a private yoga studio. An easy 15 min drive to Livingston Manor for great restaurants, shopping and activities. Pet friendly.

Popular amenities for Smallwood holiday rentals

When is the best time to visit Smallwood?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$293 NZD$298 NZD$266 NZD$266 NZD$293 NZD$289 NZD$311 NZD$331 NZD$293 NZD$296 NZD$293 NZD$284 NZD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Smallwood?

    Smallwood has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Smallwood?

    Experience the best of Smallwood with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Smallwood?

    Four-legged friends are welcome in Smallwood. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Smallwood?

    Yes! Work meets play with ease at over 50 vacation rentals in Smallwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do cabin rentals in Smallwood have air conditioning?

    Absolutely! We offer over 40 cabin rentals with air conditioning in Smallwood. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Smallwood have a kitchen?

    Absolutely! We offer over 10 cottage rentals with a kitchen in Smallwood. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Smallwood have wifi?

    Absolutely! We offer over 50 cabin rentals with wifi in Smallwood. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Smallwood have free parking?

    Absolutely! We offer over 50 cabin rentals with free parking in Smallwood. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Smallwood

  • Total holiday rentals

    Explore 90 holiday rentals in Smallwood

  • Nightly prices starting at

    Smallwood holiday rentals start at $100 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,530 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    90 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!

  1. Airbnb
  2. United States
  3. New York
  4. Sullivan County
  5. Smallwood