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 $225 per night (USD)
VRBO
*NEW* Woodstock Way Beachside 9 Min to BethelWoods
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Stylish Duplex 2 Bedrooms plus pull out couch. LOCATION, LOCATION, LOCATION!! Less than 10 minutes to Bethel Woods!! Loc ...
From $225 per night (USD)
VRBO
From $225 per night (USD)
VRBO
*NEW* Woodstock Way Lakeside 9 Min to BethelWoods
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Stylish Duplex 2 Bedrooms plus pull out couch. LOCATION, LOCATION, LOCATION!! Less than 10 minutes to Bethel Woods!! Loc ...
From $225 per night (USD)
VRBO
From $135 per night (USD)
VRBO
Charming Brook Side Retreat by The Forest Reserve
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming and serene space a cross from Smallwood Forest Reserve and a beautiful bubbling brook with comfortable king siz ...
From $135 per night (USD)
VRBO
From $169 per night (USD)
Expedia
The Cabin at Bethel
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Cabin of Bethel is a great place to unwind, relax. and play. You will fall in love with this cute charming cabin al ...
From $169 per night (USD)
Expedia
$Cottage style Bungalow\/shared pool 8 min to bethel woods \/10min to world Casino$
From $232 per night (USD)
VRBO
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 $232 per night (USD)
VRBO
$Smallwood Oasis w\/ 2 Bikes & Private Hot Tub!$
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Expedia
Smallwood Oasis w\/ 2 Bikes & Private Hot Tub!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located just minutes from Bethel, New York - the original site of the Woodstock Music Festival - this contemporary 2-bed ...
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Expedia
From $136 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 Smoking is permitted outside only I can be flexible with che ...
From $136 per night (USD)
VRBO
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Expedia
Spacious, Cozy Catskills Getaway, Family Friendly with Hot Tub
Bedrooms:
4
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
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Expedia
Deluxe 1 bedroom 33' RV Camping with Twin Lakes
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Luxury 1 bedroom with kitchen , bathroom in 65 acer private lake land. Fishing, kayaking and campfire. There is forest, ...
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Expedia
From $308 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 $308 per night (USD)
VRBO
From $346 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 $346 per night (USD)
VRBO
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VRBO
6 Acres of Private Lakefront Luxury
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Custom built, shingle-style home situated on a private lake in one of upstate New York's most exclusive gated communitie ...
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VRBO
$Cottage style Bungalow shared Pool 8 min to bethel woods \/ 10min to world Casino$
From $194 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 $194 per night (USD)
VRBO
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Expedia
Beautiful and serene Catskills cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The cottage is the last home on a dead-end street and a lush forest that surrounds it provides ample privacy and quiet. ...
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Expedia
From $143 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 $143 per night (USD)
VRBO
From $924 per night (USD)
VRBO
Lake Front with Private Laguna
Bedrooms:
4
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 $924 per night (USD)
VRBO
$Japan style Bungalow \/ shared pool 8 min bethel woods 10m Casino$
From $161 per night (USD)
VRBO
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 ...
From $161 per night (USD)
VRBO
From $156 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 $156 per night (USD)
Expedia
$Luxe & Modern Container Home w\/ Outdoor Spa!$
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VRBO
Luxe & Modern Container Home w\/ Outdoor Spa!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
With forest views and a modular urban vibe, this 3-bedroom, 2-bath vacation rental is the perfect spot for an escape to ...
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VRBO
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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 ...
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VRBO
$Cozy Cottage w\/ Hot Tub! — Family Friendly$
From $282 per night (USD)
VRBO
Cozy Cottage w\/ Hot Tub! — Family Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Relax with the whole family at this peaceful cottage nestled in the trees. Stay at our recently renovated cottage with ...
From $282 per night (USD)
VRBO
From $269 per night (USD)
VRBO
Jewel of White Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Need a break from your busy life? Want a perfect summer vacation? We have the perfect getaway! Relaxation and fun awaits ...
From $269 per night (USD)
VRBO
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VRBO
Romantic getaway in a cozy cedar cabin with sauna by Bethel Woods
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Immerse yourself in our tranquil and romantic quiet hamlet getaway! Nestled in the piney woods of the Catskill Mountain ...
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VRBO
From $225 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 $225 per night (USD)
Expedia
From $165 per night (USD)
VRBO
Cozy Country Cottage close to Bethel Woods (with Home Office and Family Games)
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Tastefully remodeled country cottage, best described as modern-rustic in the quaint community of Smallwood NY, minutes a ...
From $165 per night (USD)
VRBO
$Renovated Boutique Lake Cabin w\/ Canoe & SUPs$
From $241 per night (USD)
Expedia
Renovated Boutique Lake Cabin w\/ Canoe & SUPs
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Whether you're coming for an upstate getaway or to work from home, the Scandi-inspired 'Original Bungalow' is a great ch ...
From $241 per night (USD)
Expedia
From $170 per night (USD)
VRBO
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 $170 per night (USD)
VRBO
From $450 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 $450 per night (USD)
VRBO
From $157 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 $157 per night (USD)
VRBO
From $133 per night (USD)
Expedia
Cozy Cabin in Smallwood - 5 mi from Bethel Woods
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Rustic but cozy 2 bedroom seasonal (sleeps 6; 1 queen, 1 pull out, 1 futon) welcomes families and dogs! Dogs under 90lbs ...
From $133 per night (USD)
Expedia
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Expedia
Small Cabin all Basic needs met
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
please read description. Relax and unplug in this rustic no frills, but charming cabin. Old school with DVD player and 4 ...
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Expedia
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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 $222 per night (USD)
VRBO
Lake front cottage with \"million dollar\" view, close to Bethel Woods
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Lake front cottage named "Margaritaville" ; 2 bedrooms; 1 bath: L/R with wood burning F/P; sleeps 5; 18 ft long front ...
From $222 per night (USD)
VRBO
From $768 per night (USD)
Expedia
Luxe Lakefront Family Cottage: Private Beach, Dock
Bedrooms:
4
Bathrooms:
8
Sleeps:
16
Family-friendly fun abounds in the Catskills region of Upstate New York, where you’ll find this spectacular lakefront co ...
From $768 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Sweet Chalet located in lake community-family friendly great entertaining space!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Family friendly chalet located in serene wooded setting. Sit around the fire and play games tell stories. Take the time ...
From $300 per night (USD)
VRBO
From $445 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 lakefront home !!! Whether it's Winter, Spring, Summer or Fall there is ...
From $445 per night (USD)
Expedia
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Expedia
Deluxe 2 Bedroom RV in a Private Beautiful Lake near Bethel Woods
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Deluxe 2-bedroom with 1.5 bathroom RV in a 65 acers forest. Away from the hustle and bustle of the city，enjoy fresh air ...
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Expedia
$Relaxing Escape w\/ Lakes, Hiking, Waterfront Restaurants & BethelWoods Nearby$
From $263 per night (USD)
VRBO
Relaxing Escape w\/ Lakes, Hiking, Waterfront Restaurants & BethelWoods Nearby
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Gather your friends, family, or that special someone for an amazing getaway at GreatBear! You will enjoy comfy living sp ...
From $263 per night (USD)
VRBO
From $675 per night (USD)
VRBO
Waterfront Home on White Lake in Bethel, NY - Minutes from Bethel Woods Concerts
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Breathtaking lakefront home on White Lake. Clean, clear, glacial-formed motor-boating lake in the Western Catskills. ...
From $675 per night (USD)
VRBO
From $377 per night (USD)
VRBO
Modern Luxury Catskills Lakefront Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Two-story cottage perched on a hill overlooking Mountain Lake in the hamlet of Smallwood, town of Bethel. Reclaimed woo ...
From $377 per night (USD)
VRBO
From $745 per night (USD)
VRBO
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 $745 per night (USD)
VRBO
From $415 per night (USD)
VRBO
*NEW* Woodstock Way 9 Min to Bethel Woods
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Stylish Duplex 4 Bedrooms (2 Bedrooms each side plus 2 pull out couches) LOCATION, LOCATION, LOCATION!! Less than 10 min ...
From $415 per night (USD)
VRBO
From $208 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 $208 per night (USD)
VRBO
$Cozy White Lake Home w\/ Patio, Deck & Grill!$
From $122 per night (USD)
Expedia
Cozy White Lake Home w\/ Patio, Deck & Grill!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience all that the Catskills area has to offer with ease from this 2-bedroom, 1-bath White Lake vacation rental! Fe ...
From $122 per night (USD)
Expedia
From $722 per night (USD)
VRBO
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 $722 per night (USD)
VRBO
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Expedia
Rustic & Cozy little cabin in the whimsical hamlet of Smallwood
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Cozy Up in this rustic cabin in the heart of the whimsical Hamlet of Smallwood in Bethel, NY. A short 10-minute drive to ...
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Expedia
$Chic Treehouse Cabin w\/ Hot Tub, Pedal Boat, SUPs$
From $208 per night (USD)
VRBO
Chic Treehouse Cabin w\/ Hot Tub, Pedal Boat, SUPs
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Perched on the edge of nature, this 1930’s Arts & Crafts lake community cabin features a hot tub, pedal boat, paddle boa ...
From $208 per night (USD)
VRBO
From $283 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 $283 per night (USD)
VRBO
From $647 per night (USD)
VRBO
Romantic Waterfront Getaway with an optional MotorBoat
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
*About this space* Experience a unique getaway at our charming double-decker boathouse on serene White Lake. Ideal for ...
From $647 per night (USD)
VRBO
From $138 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 $138 per night (USD)
Expedia
From $365 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 $365 per night (USD)
VRBO
From $245 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 $245 per night (USD)
VRBO
From $176 per night (USD)
VRBO
Catskills Cabin located 10 mins to Bethel Woods outdoor music venue!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Take it easy at this quaint cottage in Smallwood. Enjoy the cozy atmosphere with a fire pit, grill and outside seating. ...
From $176 per night (USD)
VRBO
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Expedia
Charming house on 8 wooded acres near Bethel Woods
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
As Sullivan County rebounds, the area in close proximity to Bethel Woods Center, Kauneonga Lake, and Resorts World Casin ...
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Expedia
From $385 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 $385 per night (USD)
VRBO
From $176 per night (USD)
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 ...
From $176 per night (USD)
Expedia
From $700 per night (USD)
VRBO
Lakefront Home - Hot Tub, Fire Place, Sleeps 12
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Entire private home right on the lake for a cozy winter getaway. Minutes to Callicoon, Livingston Manor, Narrowsburg, Be ...
From $700 per night (USD)
VRBO
$Classic White Lake hideaway with a large yard, washer\/dryer, & full kitchen$
From $217 per night (USD)
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 ...
From $217 per night (USD)
Expedia
From $148 per night (USD)
VRBO
Cheerful fish cabin 1 bdr with pool , 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 $148 per night (USD)
VRBO
From $270 per night (USD)
VRBO
Smallwood Cabin - New Reno, Fireplace, Hot Tub & Firepit-5 miles to Bethel Woods
Bedrooms:
2
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 $270 per night (USD)
VRBO

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Smallwood Rentals

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Results: 60 Rentals