Smallwood, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Smallwood, New York on RentalSaver.com!

Smallwood Rentals

From $157 per night (USD)
VRBO
Charming Brook Side Retreat by The Forest Reserve
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the charm and serenity of this idyllic retreat, perfectly situated across from the Smallwood Forest Reserve, ...
From $157 per night (USD)
VRBO
From $267 per night (USD)
Expedia
Cottage style Bungalow/shared pool 8 min to bethel woods /10min to world Casino
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Serene Monticello Getaway: Experience tranquility in this charming 3 bedroom vacation rental located in upstate Monticel ...
From $267 per night (USD)
Expedia
From $293 per night (USD)
VRBO
Warm welcoming cozy cottage in the woods
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
To provide the best experience for all Absolutely no pets 4 guest maximum any age.Extra fees will be added and damages c ...
From $293 per night (USD)
VRBO
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Expedia
Spacious, Cozy Catskills Getaway, Family Friendly with Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful four-bedroom renovated farmhouse two hours north of NYC. Modern amenities, including a heated hot tub and full ...
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Expedia
From $356 per night (USD)
VRBO
Relaxing Lakefront, Very Clean. Great for Families.
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Relaxing Lakefront, Quiet, Private, Very Clean. Great for Groups and Families. Lake front house with views from all le ...
From $356 per night (USD)
VRBO
From $419 per night (USD)
VRBO
Wooded Streamside Catskills Cabin
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Looking for a Getaway only 90 miles from NYC in the scenic Catskills Mountains? This cozy cabin makes you feel far from ...
From $419 per night (USD)
VRBO
From $296 per night (USD)
VRBO
Cottage style Bungalow shared Pool 8 min to bethel woods / 10min to world Casino
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Serene Monticello Getaway: Experience tranquility in this charming 2 bedroom vacation rental located in upstate Monticel ...
From $296 per night (USD)
VRBO
From $174 per night (USD)
VRBO
Seasonal Cottages Colony With Outdoor Swimming Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Small cozy cottage colony ( only 4 units) located less than 4 miles from Bethel Wood Performance Center, walking distanc ...
From $174 per night (USD)
VRBO
From $758 per night (USD)
VRBO
Lake Front with Private Laguna
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is a unique opportunity to get a Front Lakehouse in a BRAND new modern design house We work hard during the summer ...
From $758 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Cozy One bedroom Bungalow with shared pool 8m bethel woods 10m Casino
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cozy Retreat in Monticello: This vacation rental in upstate Monticello offers a comfortable 1 bedroom space . Enjoy high ...
From $205 per night (USD)
Expedia
From $360 per night (USD)
VRBO
Jewel of White Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Need a break from your busy life? Want a perfect spring, summer or fall vacation? We have the perfect getaway! Relaxatio ...
From $360 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in the hamlet of Smallwood, only 2 hours from NYC, this newly renovated 2BR/1BA cottage is the perfect getaway f ...
From $250 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Boutique Cabin w/ Lake Access, Canoe, SUPs, Inner Tubes, BBQ, Fire Pit, Fireplace—Renovated & Chic
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to The Original Bungalow, part of the @boutiquerentals_ collection—a newly renovated Scandi-chic retreat just 2 h ...
From $191 per night (USD)
VRBO
From $185 per night (USD)
Expedia
5 minutes from original Woodstock site.
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Private property close to original Woodstock site, pool, 3 bedrooms, cable TV, Wi Fi, A/C, full kitchen. Close to many ...
From $185 per night (USD)
Expedia
From $519 per night (USD)
VRBO
GORGEOUS CATSKILLS LOG CABIN
Bedrooms:
2
Bathrooms:
6
Sleeps:
8
With early American/Native American influences, the rustic interior reflects the splendor of the great outdoors & has a ...
From $519 per night (USD)
VRBO
From $202 per night (USD)
VRBO
Seasonal Cottages Colony with outdoor swimming pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Small cozy cottage colony ( only 4 units) located less than 4 miles from Bethel Wood Performance Center, walking distanc ...
From $202 per night (USD)
VRBO
From $178 per night (USD)
VRBO
Rustic & cozy 2BR in Smallwood – dog friendly, near lake, hiking & Woodstock
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to your peaceful escape in Smallwood, Bethel, NY — the historic town that hosted the original Woodstock! This ru ...
From $178 per night (USD)
VRBO
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Expedia
Starlight Cottage Nestled in Trees with Big Yard, close to lake
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Located in the hamlet of Smallwood, this unique year-round cottage offers a huge & secluded yard, 3 bedrooms plus an art ...
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Expedia
From $207 per night (USD)
VRBO
Seasonal Cottages Colony With Outdoor Swimming Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Small cozy cottage colony ( only 4 units) located less than 4 miles from Bethel Wood Performance Center, walking distanc ...
From $207 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Enjoy the Magic of the Catskills in your Private Lakefront Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Enjoy the magic of the Catskills in your private newly renovated lakefront home !!! Freshly painted, brand new hardwood ...
From $376 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Modern Catskills Lakefront Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Two-story cottage perched on a hill overlooking Mountain Lake in the hamlet of Smallwood, town of Bethel. Reclaimed woo ...
From $486 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Lakefront Catskills Lodge
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Beautiful Lake Front Lodge Minutes away from Bethel Woods Performing Arts Center ( Home of the original 1969 Woodstock) ...
From $367 per night (USD)
Expedia
From $219 per night (USD)
VRBO
Secluded Peaceful Cabin in the Forest
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Magical Cabin backing a Forest Reserve with modern touches and cabin feel combined. Modern, Peaceful & Fun. Woodstock si ...
From $219 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Beautiful White Lake Lakehouse on Woodstock Way!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come relax and enjoy this beautiful Lakefront home situated on the highly sought after motorboat lake, White Lake. Also ...
From $353 per night (USD)
Expedia
From $232 per night (USD)
VRBO
Chic Treehouse Cabin with Pedal Boat, Hot Tub, BBQ, Fire Pit, SUPs, & Lake Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to The Treehouse Bungalow – part of the @boutiquerentals_ collection. This 1930s Arts & Crafts cabin combines Sca ...
From $232 per night (USD)
VRBO
From $239 per night (USD)
VRBO
Sunshine Country Cottage near Bethel Woods Center for the Arts
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
If you are going to any event at Bethel Woods Center for the Arts, this cottage is the perfect location for you. We woul ...
From $239 per night (USD)
VRBO
From $872 per night (USD)
VRBO
Romantic Waterfront Getaway with an optional MotorBoat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*About this space* Experience a unique getaway at our charming double-decker boathouse on serene White Lake. Ideal for ...
From $872 per night (USD)
VRBO
From $296 per night (USD)
VRBO
Beautiful 2 Bedroom Apartment, 8 minutes from Bethel Woods!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Super Cozy, Modern 2 bedroom apt in the beautiful Catskill Mountains! Just minutes from so many outdoor attractions. Bet ...
From $296 per night (USD)
VRBO
From $208 per night (USD)
VRBO
Catskills Cabin located 10 mins to Bethel Woods outdoor music venue!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a quiet respite at our Blueberry cottage in Smallwood, New York. Located only 7 miles to Bethel Woods Performing A ...
From $208 per night (USD)
VRBO
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Expedia
Peaceful Country Sanctuary
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Relax with the whole family at this peaceful place to stay in the Catskills. Large backyard with woodsy views and outdo ...
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Expedia
From $393 per night (USD)
VRBO
Classic White Lake hideaway with a large yard, washer/dryer, & full kitchen
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Shamentov Manor Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $393 per night (USD)
VRBO
From $351 per night (USD)
VRBO
Smallwood Cabin - New Reno, Fireplace, Hot Tub & Firepit-5 miles to Bethel Woods
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your dream getaway in Smallwood, New York nestled in the Western Catskills. Our cozy, modern cabin is the per ...
From $351 per night (USD)
VRBO
From $293 per night (USD)
VRBO
Cozy Bethel Cabin Retreat with Private Hot Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to the Lennon Cabin in the foot of the Catskills. Located in the hamlet of Smallwood in Bethel, NY. Home to the ...
From $293 per night (USD)
VRBO
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Expedia
Cozy Hamlet Retreat at Le Chalet in the Catskills, NY
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Le Chalet New York - A Cozy Hamlet Retreat in the Catskills Le Chalet is the perfect place to unwind, relax, ...
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Expedia
$The little cabin that could…\n$
From $245 per night (USD)
VRBO
The little cabin that could…\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Catskills Cutie in the heart Bethel Woods village Forest Reserve in the hamlet of Smallwood. 5.5 miles from the Bethel W ...
From $245 per night (USD)
VRBO
From $553 per night (USD)
Expedia
Catskills: Eikonic Box
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Eikonic Box | A Little Piece of Joy! ✨🏡🌲 Luxury & Modern Escape in the Heart of Nature. Welcome to a one-of-a-kind arc ...
From $553 per night (USD)
Expedia
From $448 per night (USD)
VRBO
Relaxing Lakeview Cottage in Smallwood
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Surrounded by trees, and with a stunning lake view, this 1940 cottage will have you in relaxation mode in no time. Explo ...
From $448 per night (USD)
VRBO
From $413 per night (USD)
Expedia
Family-Friendly-Game Room, Hot Tub, 4BR, Game Room, Fire Pit, Near Bethel Woods!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
About this space Welcome to The Bethel Wood Escape, your perfect Catskills getaway! Nestled just minutes from Bethel Woo ...
From $413 per night (USD)
Expedia
From $1695 per night (USD)
VRBO
Cattle Drive Suite @ Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience an authentic working horse and cattle ranch tucked away in the heart of New York State’s legendary Catskill M ...
From $1695 per night (USD)
VRBO
From $1130 per night (USD)
Expedia
Western Barn Suite @ Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience an authentic working horse and cattle ranch tucked away in the heart of New York State’s legendary Catskill M ...
From $1130 per night (USD)
Expedia
From $452 per night (USD)
VRBO
White Lake Getaway
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Nestled in the heart of the Catskills, this White Lake escape offers the perfect respite in the woods! The house comes w ...
From $452 per night (USD)
VRBO
From $681 per night (USD)
VRBO
Waterfront Home on White Lake: Near Bethel Woods!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
5 Mi to Bethel Woods Center for the Arts | Families Welcome | Peloton Bike | 2 Fire Pits Year-round excitement in the C ...
From $681 per night (USD)
VRBO
From $240 per night (USD)
VRBO
Enchanted Fox Dell Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
On arrival you will feel like you are in a fairy tale at Enchanted Fox Dell Cottage, presented by StayBettr Vacation Ren ...
From $240 per night (USD)
VRBO
From $346 per night (USD)
VRBO
Walk to White Lake: Family Home w/ Deck & BBQ
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Close to Hiking, Boating & Fishing | Dine Al Fresco | Modern Interior (1,148 Sq Ft) Cast your worries away and float in ...
From $346 per night (USD)
VRBO
From $175 per night (USD)
VRBO
Cozy Cottage with Woodstock Scavenger Hunt
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This Cottage is a cozy little space with great amenities. Jam out with the SONOS speaker, watch any channel on DirecTV o ...
From $175 per night (USD)
VRBO
From $279 per night (USD)
VRBO
Peaceful 3-Bedroom Cabin in Smallwood, NY – Family-Friendly, Nature Escape
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Step into serenity at our charming 3-bedroom, 1.5-bath cabin tucked away in the peaceful woods of Smallwood, NY. Just 90 ...
From $279 per night (USD)
VRBO
From $162 per night (USD)
VRBO
6 Mi to Bethel Woods: Cabin w/ Pool Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Peaceful Community | Private Screened Porch | Near Hiking & Fishing Adventure-seekers and nature enthusiasts will love ...
From $162 per night (USD)
VRBO
From $162 per night (USD)
VRBO
Screened Porch + Fire Pit: Cabin Near Bethel Woods
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Near Hiking | Peaceful Outdoor Spaces Seeking an easy-going retreat? This 1-bedroom, 1-bath Mongaup Valley cabin promis ...
From $162 per night (USD)
VRBO
From $242 per night (USD)
VRBO
Community Perks: Mongaup Valley Cabin w/ Grill!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Family Friendly | 6 Mi to Lake Superior State Park Tucked away in scenic Mongaup Valley, this vacation rental offers th ...
From $242 per night (USD)
VRBO
From $285 per night (USD)
VRBO
6 Mi to State Park: Mongaup Valley Cabin!
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Close to Raceways & Casinos | Fire Pit Gatherings Escape to nature and unwind at this Mongaup Valley vacation rental — ...
From $285 per night (USD)
VRBO
From $172 per night (USD)
VRBO
5 Mi to Swinging Bridge Reservoir: Cabin w/ Porch!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Basketball Court | Near Hiking | Close to Monticello Raceway Savor the best of Mongaup Valley at this vacation rental c ...
From $172 per night (USD)
VRBO
From $256 per night (USD)
VRBO
5 Mi to Monticello Raceway: Cabin Near Shops
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Peaceful Porch Coffee Moments | 5 Mi to Swinging Bridge Reservoir Discover the Catskills from this 3-bedroom, 1-bath ...
From $256 per night (USD)
VRBO
From $162 per night (USD)
VRBO
5 Mi to Marina & Raceways: Mongaup Valley Retreat!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
All-Season Adventure | Stargazing On-Site | Near Shops Unplug and reconnect at this Mongaup Valley vacation rental — a ...
From $162 per night (USD)
VRBO
From $509 per night (USD)
Expedia
Cozy Mountain Top Cabin: Sauna, Fireplace Kayak & SUPs
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to our cozy cabin escape! Our eclectic & modern cabin is a perfect spot to relax after taking a hike, exploring ...
From $509 per night (USD)
Expedia
From $349 per night (USD)
VRBO
3-bedroom cabin in serene Smallwood 5 min from Bethel Center for the Arts
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Get ready to relax in this 3-bedroom cabin in Smallwood. This charming property features 1 queen bed and 2 full beds, pe ...
From $349 per night (USD)
VRBO

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Smallwood Rentals

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Results: 55 Rentals