Vacation rentals in Smallwood

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Top-rated vacation rentals in Smallwood

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Top guest favourite
A soft, textured sofa in a light neutral tone is positioned against a warm, smooth wall. A single floor lamp provides gentle lighting beside a small black side table. An adjacent window is dressed with sheer curtains, allowing natural light to filter softly into the space.
Cottage in Warwick
4.99 out of 5 average rating, 121 reviews

Ranch in the Woods | A Peaceful Designer Retreat

Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

Guest favourite
The cabin is softly illuminated by outdoor string lights at dusk, creating a welcoming atmosphere. A stone pathway leads to a fire pit surrounded by four Adirondack chairs, while the cabin's deck features inviting seating. Lush trees provide a natural backdrop.
Cabin in Bethel
4.94 out of 5 average rating, 180 reviews

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

'The Original Bungalow,' part of the @boutiquerentals_' collection, is a Scandi-chic renovated bungalow surrounded by stunning trees. Located only 2 hours from NYC, Smallwood is a destination in itself: walk along the lake or waterfall, or take the canoe or SUPs for a paddle (seasonal). Nearby are Bethel Woods Center for the Arts, breweries, Livingston Manor & cute Delaware River towns with dining+shopping. In the evening, unwind by the fire pit or curl up by the fireplace with a book or movie.

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, 288 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, 131 reviews

hot tub–pedal boat+paddle boards–fire pit–bbq–chic

Escape to @boutiquerentals_' The Treehouse Bungalow – a cozy renovated 1930s Arts & Crafts cabin with hot tub, fire pit, mountain/treehouse views, Scandi-chic decor, picnic table & BBQ. Just 2 hours from NYC in the Catskills with seasonal lake access, pedal boat & paddle boards, waterfall, forest trails & proximity to Delaware River tubing/rafting. Visit antique shops, Bethel Woods Center for the Arts, Kartrite Waterpark, breweries & charming towns like Callicoon, Narrowsburg & Livingston Manor

Top guest favourite
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 wooden deck is softly illuminated by candlelight, creating a serene atmosphere. A staircase leads to a wooden hot tub surrounded by lush foliage. The evening sky, deepening into twilight, adds to the tranquil ambiance of the outdoor space.
Cabin in Bethel
4.92 out of 5 average rating, 163 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, 162 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 serene outdoor seating area features two wooden chairs positioned beside a stone platform. A fire pit with a crackling flame is set in front of the chairs, overlooking a gently flowing creek and lush greenery, creating a tranquil nature retreat.
Cabin in Millrift
4.99 out of 5 average rating, 268 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.

Guest favourite
Cabin in Yulan
4.98 out of 5 average rating, 221 reviews

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.

Top guest favourite
An open studio layout features a king size bed with a patterned blanket. A small dining table with chairs is positioned near a green front door. A reclining love seat is visible, while a full kitchen is equipped with modern appliances along one wall. Natural light enters through several windows.
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, 103 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.

Guest favourite
Cabin in Bethel
4.91 out of 5 average rating, 371 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.

Popular amenities for Smallwood vacation rentals

When is the best time to visit Smallwood?

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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 vacation rentals in Smallwood

  • Total vacation rentals

    Explore 90 vacation rentals in Smallwood

  • Nightly prices starting at

    Smallwood vacation rentals start at $83 CAD per night before taxes and fees

  • Verified guest reviews

    Over 5,530 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    90 of Smallwood vacation 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!

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  2. United States
  3. New York
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  5. Smallwood