Smallwood Vacation Rentals

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Vacation Rentals in Smallwood

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Monticello NY

With a stay at this vacation home in Monticello, you'll be on the waterfront, within a 15-minute drive of Bethel Woods Center For The Arts and Mongaup River.

Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods

Narrowsburg NY

Located in Narrowsburg, this vacation home is on the waterfront, within a 5-minute drive of Upper Delaware River and Upper Delaware Scenic and Recreation River.

In the cloud ~your cozy lake house

Swan Lake NY

$308 nightly

$347 total

Dec 11 - Dec 12

Total with taxes and fees

With a stay at this vacation home in Swan Lake, you'll be on the waterfront, within a 10-minute drive of Bethel Woods Center For The Arts and White Sulphur Springs Synagogue.

Catskills Getaway: 3BR Retreat w/ Media Room, Near Casino, Bethel Woods & More!

Glen Wild NY

$336 nightly

$377 total

Dec 11 - Dec 12

Total with taxes and fees

With a stay at this vacation home in Glen Wild, you'll be in the mountains, within a 10-minute drive of Resorts World Catskills and Neversink River.

Kitchen

Washer

Charming 3-bedroom house with AC, WiFi and outdoor hot tub in peaceful Damascus

Damascus PA

Located in Damascus, this vacation home is a 1-minute drive from Upper Delaware River and 6 minutes from Garnet Health Medical Center - Catskills, Grover M. Hermann.

Breathtaking River Front Cabin

Damascus PA

Located in Damascus, this vacation home is a 1-minute drive from Upper Delaware River and 7 minutes from Garnet Health Medical Center - Catskills, Grover M. Hermann.

NEW 4-bedroom home, private, hot tub, fenced yard, pet friendly

Hawley PA

With a stay at this vacation home in Hawley, you'll be on a lake, within a 15-minute drive of Lake Wallenpaupack and Bingham Park.

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

Forestburgh NY

$288 nightly

$324 total

Dec 11 - Dec 12

Total with taxes and fees

Located in Forestburgh, this vacation home is on the waterfront, a 3-minute drive from Forestburgh Playhouse and 7 minutes from Mongaup River.

Private Lakeside Paradise - Pool/2Hot tub/Sauna/RV/Pickleball/Basketball

Woodbourne NY

$1,130 nightly

$1,243 total

Dec 11 - Dec 12

Total with taxes and fees

Located in Woodbourne, this vacation home is on the waterfront, a 5-minute drive from Neversink River and 10 minutes from Sullivan County Dramatic Workshop - Rivoli Theatre.

Guest Suite 2-bedrooms with AC, Hot Tub and WiFi in peaceful Matamoras,

Matamoras PA

$253 nightly

$275 total

Dec 11 - Dec 12

Total with taxes and fees

With a stay at this vacation home in Matamoras, you'll be a 3-minute walk from Marie's Matamoras Flea Market and 11 minutes by foot from Airport Park.

5 minutes from original Woodstock site.

Mongaup Valley NY

$341 nightly

$383 total

Dec 31 - Jan 1, 2026

Total with taxes and fees

With a stay at this vacation home in Mongaup Valley, you'll be on a river, within a 10-minute drive of Bethel Woods Center For The Arts and Mongaup River.

Cozy cottage by the river in Catskill

Livingston Manor NY

Located in Livingston Manor, Cozy cottage by the river in Catskill is on the waterfront, a 4-minute drive from Catskill Art Society Art Center and 7 minutes from Catskill State Park.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.