
Vacation rentals in Smallwood
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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 G$12,539 GYD 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 of Smallwood vacation 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 vacation rentals in Smallwood
Guests agree: these stays 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.

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.

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.

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.

The little cabin that could…Catskills Cutie
Catskills Cutie in the heart Bethel Woods village Forest Reserve in the hamlet of Smallwood. 5.5 miles from the Bethel Woods Center for the Arts music venue where Woodstock took place in 1969. You’ll find hiking, biking trails, horseback riding, waterfalls, 5 lakes, 2 large fenced in dog fields, plenty of spots to sit back, relax and decompress from city life. I’ve put a lot of love into this cabin and will continue to add to that. It’s very beautiful, unique & peaceful here. Stay awhile.

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!

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.

Luxury Container Home | Hot Tub & Sky Tub
Coined the "Eikonic Box" for its iconic look- you'll be amazed by the flying boxes with unique views of the gorgeous forest views. Escape the ordinary and immerse yourself in the modern comfort of this stylish 3-BR 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

Lovely Cottage w/ Jacuzzi+Access to Nearby Lakes!
Nestled in the hamlet of Smallwood, only 2 hours from NYC, this newly renovated cottage is the perfect getaway from the city and an oasis surrounded by nature. This cottage is perfectly located for access to surrounding lakes and seasonal beaches, hiking trails as well as exploring and discovering the lovely Catskills region. The cottage features a wood stove, spacious deck, a fire pit as well as an all-season jacuzzi to enjoy day or night.

Traditional & Modern Lake Retreat: Yard - Pets OK!
3 BR · 1 BA · Sleeps 7 · Yard · Lake Superior Proximity · Fireplace. Escape to The Smallwood Cabin, a beautifully updated 1935 cabin tucked among towering trees on a half-acre in Smallwood, NY—just 90 miles from NYC. Whether you're sipping coffee on the enclosed porch, cozying up by the stone fireplace, or unwinding on the private back deck, this four-season retreat blends rustic charm with modern comfort.
Popular amenities for Smallwood vacation rentals
Other great vacation rentals in Smallwood

Catskills Barn House @ Smallwood / Bethel Art Center

Lake Ridge Bungalow w/ outdoor SAUNA

Design Cabin in Catskills | Hot Tub + Sauna+ Pizza

Hilltop Cabin -near Bethel Woods/Toronto Reservoir

Creekside Couple's Escape w/ Hot Tub Sauna & More!

Welcome to Your Peaceful Retreat

Pet-Friendly Chalet:Fireplace/Game Room/Fire Pit

Catskills Cabin in Lake Community
When is the best time to visit Smallwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,573 GYD | G$37,200 GYD | G$33,229 GYD | G$33,229 GYD | G$36,573 GYD | G$36,155 GYD | G$38,871 GYD | G$41,379 GYD | G$36,573 GYD | G$36,991 GYD | G$36,573 GYD | G$35,528 GYD |
| 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 |
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 house rentals in Smallwood have air conditioning?
Absolutely! We offer over 10 house 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 cottage rentals in Smallwood have wifi?
Absolutely! We offer over 10 cottage 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.
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- Rentals with outdoor seating Smallwood
- Family-friendly rentals Smallwood
- Rentals with beach access Smallwood
- Rentals with a fire pit Smallwood
- Pet-friendly rentals Smallwood
- Cabin rentals Smallwood
- Rentals with a fireplace Smallwood
- House rentals Smallwood
- Rentals with a patio Smallwood
- Rentals with lake access Smallwood
- Rentals with a washer and dryer Smallwood
- 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
- Hunter Mountain Resort
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- Mount Peter Ski Area
- Storm King Art Center
- Wawayanda State Park
- Storm King Art Center





