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 $208 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 $208 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 $440 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 $440 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
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Expedia
Japan style Bungalow / shared pool 8 min bethel woods 10m Casino
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Cozy Retreat in Monticello: This vacation rental in upstate Monticello offers a comfortable 1.5 bedroom space . . Enjoy ...
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Expedia
From $205 per night (USD)
VRBO
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)
VRBO
From $176 per night (USD)
VRBO
Beautiful woodland cabin with all new furniture, linens, electronics, appliances
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Red Lake Cabin is a beautiful, comfortable, modern and well-appointed 3 bedroom house at the center of Smallwood, New Yo ...
From $176 per night (USD)
VRBO
From $320 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 $320 per night (USD)
VRBO
From $255 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 $255 per night (USD)
Expedia
From $217 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
The Original Bungalow, part of the @boutiquerentals_ collection, is a Scandi-chic, newly renovated nature retreat just 2 ...
From $217 per night (USD)
VRBO
From $320 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 $320 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 $165 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 $165 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
$Lake front cottage with \million dollar\ view, close to Bethel Woods$
From $248 per night (USD)
VRBO
Lake front cottage with \"million dollar\" view, close to Bethel Woods
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Lake front cottage named "Margaritaville" ; 2 bedrooms; 1 bath: L/R with wood burning F/P; sleeps 4, 18 ft long front p ...
From $248 per night (USD)
VRBO
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 $327 per night (USD)
VRBO
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 $327 per night (USD)
VRBO
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Expedia
EnchantingCabin-HugeDeck, Firepit, nearby Lakes, Hiking Trls & BethelWoods Fun
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to your enchanting cabin escape! Get comfy in the inviting living area, cook up a feast in the well-stocked kitc ...
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Expedia
From $424 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 $424 per night (USD)
VRBO
From $438 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 $438 per night (USD)
Expedia
From $246 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 $246 per night (USD)
VRBO
From $548 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 $548 per night (USD)
Expedia
From $232 per night (USD)
VRBO
Chic Treehouse Cabin with Pedal Boat, SUPs, Lake Access, Hot Tub, BBQ & Fire Pit
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Perched on the edge of nature, the 1930s Arts & Crafts cabin 'The Treehouse Bungalow'—part of the @boutiquerentals_ col ...
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 $881 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 $881 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Cozy Catskills Cottage: Creekside Deck & Fire Pit
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Retreat to the Catskills for a tranquil stay at this 2-bed, 1-bath vacation rental in Smallwood. Located moments from la ...
From $262 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Charming bungalow
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Serene Monticello Getaway: Experience tranquility in this charming 3 bedroom vacation rental located in upstate Monticel ...
From $461 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 $277 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 $277 per night (USD)
VRBO
From $449 per night (USD)
VRBO
Peaceful Modern Getaway! 5 Min from Bethel Woods
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Kick back and relax in this calm, stylish space. I recently renovated the home, with a modern touch. If you love natura ...
From $449 per night (USD)
VRBO
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VRBO
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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VRBO
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Expedia
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 ...
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Expedia
From $191 per night (USD)
VRBO
Cheerful fish cabin 1 Bdr. Pool open from July 1 st , outdoor fireplace
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cabin 10-15 min drive to nearby restraints, historical Woodstock Bethelwoods Performance center, Resort World's Casino a ...
From $191 per night (USD)
VRBO
From $343 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 $343 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
From $270 per night (USD)
Expedia
Blue House in Smallwood NY, Year round, 2-bed in Catskill Mts
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Nestled in the Catskills Mountain region, between the Delaware and Hudson Rivers in the community of Monticello. Insta @ ...
From $270 per night (USD)
Expedia
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VRBO
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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VRBO
$The little cabin that could…\n$
From $215 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 $215 per night (USD)
VRBO
From $605 per night (USD)
VRBO
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 $605 per night (USD)
VRBO
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 $417 per night (USD)
VRBO
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 $417 per night (USD)
VRBO
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Expedia
5min from King of the Ice! New home in White Lake w/Fire Pit and Grill!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Just 2 hours away from NYC, this newly renovated modern home, where nature abounds, is located in an ideal location. You ...
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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
Longhorn Suite at 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 $1130 per night (USD)
VRBO
The Museum 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)
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 $537 per night (USD)
VRBO
Huge 8-bedroom home with Lake Access in White Lake
Bedrooms:
4
Bathrooms:
8
Sleeps:
20
Come visit our beautiful large home with room for your entire family or group of friends! Nestled in White Lake, this de ...
From $537 per night (USD)
VRBO
From $530 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 $530 per night (USD)
VRBO
From $256 per night (USD)
Expedia
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 $256 per night (USD)
Expedia
From $363 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 $363 per night (USD)
VRBO
From $279 per night (USD)
Expedia
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 $279 per night (USD)
Expedia
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 $178 per night (USD)
Expedia
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 $178 per night (USD)
Expedia
From $166 per night (USD)
VRBO
Screened Porch & Pool: 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 $166 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Communal Pool & Playground: Mongaup Valley Cabin!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Family Friendly | Private Grill | 6 Mi to Lake Superior State Park Tucked away in scenic Mongaup Valley, this vacation ...
From $252 per night (USD)
Expedia
From $293 per night (USD)
VRBO
6 Mi to State Park: Mongaup Valley Cabin!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Close to Raceways & Casinos | Poolside Lounging Escape to nature and unwind at this Mongaup Valley vacation rental — a ...
From $293 per night (USD)
VRBO
From $182 per night (USD)
Expedia
5 Mi to Swinging Bridge Reservoir: Cabin w/ Pool!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Private Screened Porch | Near Hiking | Close to Monticello Raceway Savor the best of Mongaup Valley at this vacation re ...
From $182 per night (USD)
Expedia
From $225 per night (USD)
VRBO
5 Mi to Monticello Raceway: Cabin w/ Pool Access!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Peaceful Porch Coffee Moments | 5 Mi to Swinging Bridge Reservoir | Near Shops Discover the Catskills from this 3-bedro ...
From $225 per night (USD)
VRBO
From $166 per night (USD)
Expedia
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 $166 per night (USD)
Expedia
From $315 per night (USD)
VRBO
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 $315 per night (USD)
VRBO

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Smallwood Rentals

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Results: 67 Rentals