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 $253 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 $253 per night (USD)
VRBO
From $253 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 $253 per night (USD)
VRBO
From $146 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 $146 per night (USD)
VRBO
From $220 per night (USD)
Expedia
The Cabin at Bethel
Bedrooms:
1
Bathrooms:
3
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 $220 per night (USD)
Expedia
$Cottage style Bungalow\/shared pool 8 min to bethel woods \/10min to world Casino$
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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 ...
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VRBO
From $167 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 $167 per night (USD)
VRBO
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VRBO
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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VRBO
From $315 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 $315 per night (USD)
VRBO
From $390 per night (USD)
VRBO
Wooded Streamside Catskills Cabin
Bedrooms:
1
Bathrooms:
3
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 $390 per night (USD)
VRBO
$Cottage style Bungalow shared Pool 8 min to bethel woods \/ 10min to world Casino$
From $275 per night (USD)
Expedia
Cottage style Bungalow shared Pool 8 min to bethel woods \/ 10min to world Casino
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Serene Monticello Getaway: Experience tranquility in this charming 2 bedroom vacation rental located in upstate Monticel ...
From $275 per night (USD)
Expedia
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VRBO
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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VRBO
From $162 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 $162 per night (USD)
VRBO
From $704 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 $704 per night (USD)
VRBO
$Japan style Bungalow \/ shared pool 8 min bethel woods 10m Casino$
From $265 per night (USD)
Expedia
Japan style Bungalow \/ shared pool 8 min bethel woods 10m Casino
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Cozy Retreat in Monticello: This vacation rental in upstate Monticello offers a comfortable 1.5 bedroom space . . Enjoy ...
From $265 per night (USD)
Expedia
From $191 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 $191 per night (USD)
VRBO
From $205 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 $205 per night (USD)
VRBO
$Cozy Cottage w\/ Hot Tub! — Family Friendly$
From $411 per night (USD)
VRBO
Cozy Cottage w\/ Hot Tub! — Family Friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relax with the whole family at this peaceful cottage nestled in the trees. Stay at our recently renovated cottage with ...
From $411 per night (USD)
VRBO
From $330 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 $330 per night (USD)
VRBO
From $222 per night (USD)
VRBO
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 $222 per night (USD)
VRBO
From $196 per night (USD)
VRBO
Cozy Country Cottage close to Bethel Woods (with Home Office and Family Games)
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Tastefully remodeled country cottage, best described as modern-rustic in the quaint community of Smallwood NY, minutes a ...
From $196 per night (USD)
VRBO
$Renovated Boutique Lake Cabin w\/ Fireplace+Pit, Canoe, SUPs & BBQ$
From $158 per night (USD)
VRBO
Renovated Boutique Lake Cabin w\/ Fireplace+Pit, Canoe, SUPs & BBQ
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The 'Original Bungalow,' part of the @boutiquerentals_ collection, offers a cozy Scandi-inspired winter escape with a ga ...
From $158 per night (USD)
VRBO
From $196 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 $196 per night (USD)
Expedia
From $482 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 $482 per night (USD)
VRBO
From $187 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 $187 per night (USD)
VRBO
From $175 per night (USD)
VRBO
Cozy Cabin in Smallwood - 5 mi from Bethel Woods
Bedrooms:
1
Bathrooms:
3
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 $175 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 $242 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 $242 per night (USD)
VRBO
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Expedia
Luxe Lakefront Family Cottage: Private Beach, Dock
Bedrooms:
4
Bathrooms:
11
Sleeps:
16
Family-friendly fun abounds in the Catskills region of Upstate New York, where you’ll find this spectacular lakefront co ...
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Expedia
From $341 per night (USD)
VRBO
Sweet Chalet located in lake community-family friendly great entertaining space!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Family friendly chalet located in serene wooded setting. Sit around the fire and play games tell stories. Take the time ...
From $341 per night (USD)
VRBO
From $193 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 $193 per night (USD)
VRBO
From $342 per night (USD)
VRBO
Enjoy the Magic of the Catskills in your Private Lakefront Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Enjoy the magic of the Catskills in your private newly renovated lakefront home !!! Freshly painted, brand new hardwood ...
From $342 per night (USD)
VRBO
From $362 per night (USD)
Expedia
Amazing Fall Retreat with Tranquil Deck & Firepit
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Discover the perfect getaway at our enchanting cabin where comfort and nature meet. Unwind in a cozy living area, cook i ...
From $362 per night (USD)
Expedia
From $698 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 $698 per night (USD)
VRBO
From $459 per night (USD)
VRBO
Modern Catskills Lakefront Home
Bedrooms:
2
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 $459 per night (USD)
VRBO
From $590 per night (USD)
VRBO
Lakefront Catskills Lodge
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Beautiful Lake Front Lodge Minutes away from Bethel Woods Performing Arts Center ( Home of the original 1969 Woodstock) ...
From $590 per night (USD)
VRBO
From $467 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 $467 per night (USD)
VRBO
From $207 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 $207 per night (USD)
VRBO
From $445 per night (USD)
Expedia
Beautiful White Lake Lakehouse on Woodstock Way!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Come relax and enjoy this beautiful Lakefront home situated on the highly sought after motorboat lake, White Lake. Also ...
From $445 per night (USD)
Expedia
From $189 per night (USD)
VRBO
Chic Treehouse Cabin with Hot Tub, SUPs, BBQ, Fire Pit, Lake Access, Pedal Boat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Perched on the edge of nature, the 1930’s Arts & Crafts cabin 'The Treehouse Bungalow' features a hot tub, treehouse/mou ...
From $189 per night (USD)
VRBO
From $176 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 $176 per night (USD)
VRBO
From $810 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 $810 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Cozy Catskills Cottage: Creekside Deck & Fire Pit
Bedrooms:
1
Bathrooms:
3
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 $224 per night (USD)
Expedia
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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 ...
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VRBO
From $275 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 $275 per night (USD)
VRBO
From $194 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 $194 per night (USD)
VRBO
From $417 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 $417 per night (USD)
VRBO
From $171 per night (USD)
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 ...
From $171 per night (USD)
VRBO
From $908 per night (USD)
Expedia
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 $908 per night (USD)
Expedia
$Classic White Lake hideaway with a large yard, washer\/dryer, & full kitchen$
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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 ...
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VRBO
From $178 per night (USD)
Expedia
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 $178 per night (USD)
Expedia
From $310 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 $310 per night (USD)
VRBO
From $225 per night (USD)
Expedia
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 $225 per night (USD)
Expedia
From $251 per night (USD)
VRBO
Blue House in Smallwood NY, Year round, 2-bed in Catskill Mts
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Nestled in the Catskills Mountain region, between the Delaware and Hudson Rivers in the community of Monticello. Insta @ ...
From $251 per night (USD)
VRBO
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Expedia
Cozy Hamlet Retreat at Le Chalet in the Catskills, NY
Bedrooms:
2
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 $228 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 $228 per night (USD)
VRBO
From $733 per night (USD)
Expedia
Container Home in the Woods!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
EIKONIC BOX| A little piece of joy! Luxury / Modern Escape. When you arrive, you'll be amazed by the flying boxes with u ...
From $733 per night (USD)
Expedia
From $416 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 $416 per night (USD)
VRBO
From $404 per night (USD)
VRBO
An escape to Smallwood a cute Hamlet of Bethel, NY
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your Smallwood adventure begins at this lovely 3-bedroom country house/chateau. With 2 king beds and 1 queen bed, our pr ...
From $404 per night (USD)
VRBO
From $280 per night (USD)
VRBO
Charming 4-bedroom chateau with WIFI, near to fabulous Bethel Woods
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Stay comfortably in Smallwood 10min from Bethel Woods and many other attractions at this 4-bedroom country house/chateau ...
From $280 per night (USD)
VRBO
$New Modern Home in Bethel Woods\/White Lake NY$
From $216 per night (USD)
Expedia
New Modern Home in Bethel Woods\/White Lake NY
Bedrooms:
2
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 ...
From $216 per night (USD)
Expedia
From $1431 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 $1431 per night (USD)
VRBO
From $952 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 $952 per night (USD)
Expedia
From $962 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 $962 per night (USD)
VRBO
From $1050 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 $1050 per night (USD)
Expedia
From $782 per night (USD)
VRBO
Charming 5BR Lake Dock Sauna – All Year
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
Charming 5BR Lakefront Home | Ideal for Events & Getaways This beautiful 5-bedroom, 4-bath lakefront home in White Lake, ...
From $782 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Family and Events Friendly 5BR Retreat on the Lakefront w Private Access
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
Charming 5BR Lakefront Home | Docks & Outdoor Space This spacious 5-bedroom, 4-bathroom lakefront home in White Lake, NY ...
From $378 per night (USD)
Expedia
$Lakefront 10BR Retreat w\/ Sauna$
From $576 per night (USD)
VRBO
Lakefront 10BR Retreat w\/ Sauna
Bedrooms:
9
Bathrooms:
10
Sleeps:
16
Experience lakeside charm at this unique 10-bedroom, 8.5-bath retreat, featuring two connected townhouses in a private l ...
From $576 per night (USD)
VRBO
From $273 per night (USD)
Expedia
White Lake Getaway
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Nested in the heart of the Catskills, this White Lake escape offers the perfect respite in the woods! 7 minutes from Bet ...
From $273 per night (USD)
Expedia
From $401 per night (USD)
VRBO
Huge 8-bedroom home with Lake Access in White Lake
Bedrooms:
5
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 $401 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Swim, Hike & Ski: Waterfront Home in White Lake!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Families Welcome | Peloton Bike | WFH Friendly | 2 Fire Pits | 5 Mi to Bethel Woods Center for the Arts Year-round exci ...
From $356 per night (USD)
Expedia

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Smallwood Rentals

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Results: 70 Rentals