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Vacation rentals in Smallwood

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Top-rated vacation rentals in Smallwood

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Cabin in Smallwood

4.85 out of 5 average rating, 202 reviews

Comfortable Catskill Cabin minutes to Bethel Woods

Comfortable, private home very close to Bethel Woods on a quiet dead-end street in a desirable mountain lake community. Two bedrooms & a loft, WiFi, heat/AC, deck with BBQ grill, picnic table & fire pit. In the heart of the Sullivan County Catskills centrally located to the many attractions this vacation recreation area has to offer: site seeing, concerts, hiking, camping, skiing, breweries/wineries, boating, parks, antiquing, casinos, wedding venues, museums, Delaware River, hunting/fishing etc

Jul 14 – 21

Cottage in Monticello

4.91 out of 5 average rating, 129 reviews

Cozy Catskill Getaway Upstate NY - 5 min to casino

Kick back and relax in this cozy styled cottage! Centrally located near shopping plazas including Shoprite, Walmart and Marshalls. Also close to eateries, fast food restaurants, and Resorts World Casino. Explore the Catskills and come back to stay in a warm cottage. Although it is centrally located, it's pushed back enough that you still get the country living feeling. Located on 2 acres of land, you're sure to hear the birds chirping! There is a pull out couch available for an additional guest.

May 26 – Jun 2

Cabin in Smallwood

4.88 out of 5 average rating, 8 reviews

Rustic Cozy Cabin in Smallwood

Rustic but cozy 2 bedroom seasonal cabin (sleeps 6; 1 queen, 1 pull out, 1 futon) welcomes all! Dogs too! WiFi, Fire pit, vintage style video arcade game. Located in hamlet of Bethel- site of original Woodstock. Walking distance to dog park, hiking, waterfalls, lake, state forest. Short drive to Bethel Woods, waterfront dining, quaint shops.. Only 10 min from Monticello. 45 min from Legoland. 15 ft 360 degree radius dog tether in backyard since yard is not fenced in (over 90lbs bring own tether)

Sep 26 – Oct 3

Cabin in Smallwood

4.99 out of 5 average rating, 162 reviews

Cozy cabin near Bethel Woods/ Toronto Reservoir

Birmwood is country living at it's best, less than 2 hrs. From NYC! Rustic interior with wood stove and over an acre of woods to enjoy, you can get lost in the peacefulness of Smallwood right in your own backyard. 2 bedrooms with queen size beds, this cabin sleeps 4. Enjoy the private deck, fire pits, hammock, grill & wildlife. There is no access to the nearest Lake or beach but Lake Superior, Toronto Res, Swinging Bridge, are all close. Bethel Woods-original site of WOODSTOCK is 3 miles away!

May 4 – 11

Cottage in Narrowsburg

4.99 out of 5 average rating, 143 reviews

Cozy Cottage in Popular Narrowsburg

A sweet cottage in the artsy hamlet of Narrowsburg welcomes you for a quiet retreat in the country. Moments from the Delaware River and the village, spend hours taking in the serenity of the river and rolling hills of the surrounding countryside, or popping into town for arts and entertainment. There are two separate bedrooms, one with a queen bed and one with a full bed; a well-equipped kitchen; WiFi; a front and back porch; and a deck Come enjoy the all-season splendor of Sullivan County

May 5 – 12

Cottage in Mongaup Valley

4.98 out of 5 average rating, 156 reviews

Hot Tub, Playground, 3 Acres, and Much More!

Relax with the whole family at this peaceful cottage in the trees 5 minutes from Bethel Woods - check out their upcoming events! Recently renovated cottage with hot tub, an electric fireplace, washer and dryer, dishwasher, and smart TVs. Family-friendly features include a baby gate, potty training seat, high chair, toddler-safe bunk beds, and toys Outdoor features include 2 fire pits, trampoline, jungle gym, basketball hoop, walking path, stream w/ waterfall, and 3 acres of woods to explore

Oct 30 – Nov 6

Cabin in Smallwood

4.96 out of 5 average rating, 46 reviews

Peaceful nature cabin

Cozy and adorable 2 bedroom cabin complete with screened porch, back deck, yard with hammock, fire pit + outdoor tables. Very close to waterfall, nature trails + forest reserve, easy drive to beaches! This a great getaway cabin in a lovely, peaceful setting 2 hours from NYC. Easy shopping, restaurants/cafes/farmers markets within 5-15 minutes. This is a seasonal cabin, only open in the warmer months. Front porch is great for remote work. Our kitchen is well stocked, games + toys for kids, too.

Sep 6 – 13

Cabin in Monticello

4.9 out of 5 average rating, 100 reviews

Blue House: cedar hot tub, deck, bbq, hike

Nestled in the Catskills Mountain region, between the Delaware and Hudson Rivers in the community of Monticello. Insta @bluehouseofcatskills offers a year-round retreat away from the hustle and bustle of the city. Spectacular stary nights, wildlife in the backyard, hiking trails, swimming and skiing all a short drive away. The Blue House is a wonderful getaway for all to enjoy. Modern and contemporary design the Blue House offers comfortable king and queen bedrooms and a spacious living area.

Nov 19 – 26

Apartment in Kauneonga Lake

4.88 out of 5 average rating, 104 reviews

Lakeside Studio on White Lake

This lovely studio rests on the shore of the beautiful Kauneonga Lake. The newly renovated interior creates a warm and relaxing space to take in the amazing sunset views over the lake. The studio is part of a larger building but has private rear yard access, all other spaces are on the road side. Located on Restaurant Row and just a few minutes away from the Historic Bethel Woods Center for the Arts (Home of the original Woodstock). * In the summer months we have boat slips directly in front.

Sep 22 – 29

Cabin in Mongaup Valley

4.92 out of 5 average rating, 284 reviews

Cozy Post & Beam Barn Cabin w/Park near Bethel

1200 sq. ft Post & Beam 2 story Barn Cabin set on 18+ acres of property w/1250 ft. of rd frontage leading to this gem. Amish wood furniture and a wood burning stove. Open loft concept on 2nd floor offers 1 king bed, a trundle bed with 2 twins (sleeps 4), 1/2 bath & closet space. Downstairs offers kitchen, dining room, living room and full bath. Private park on property w/hammock, volleyball & basketball court, swing set, slide & playhouse, yard games (in house & shed) barbecue & firepit.

Sep 26 – Oct 3

Cabin in Smallwood

4.98 out of 5 average rating, 202 reviews

Beautiful & Secluded Streamside Catskills Cabin

Private & secluded Smallwood cabin sleeps 6. Hear the stream flowing when you pull up. Large great room with fireplace & windows overlooking backyard stream. 1 master bedroom, 1 separate guest room, 1 open sleep loft (2 twin beds). Enjoy evenings on the deck, or by the outdoor fire pit listening to the stream that leads to a small waterfall. Enjoy the swim pit right in your backyard! Outdoor Shower! Close to Bethel Woods, hiking & White Lake dining. Minutes to Toronto Reservoir.

Dec 6 – 13

Home in Narrowsburg

4.95 out of 5 average rating, 159 reviews

Modern Getaway in the Catskills

Our summer rental has a private entrance adjacent to the main house with kitchen, living & dining rooms, 1 bedroom w/ Queen bed , AC and 1.5 baths. A porch w/ patio furn. a charcoal BBQ and 50 wooded acres to explore. We supply sheets, towels, kitchenware, coffeemaker and 2 flat screen satellite TVs, Internet and WiFi. A great get-a-way for 2 adults. 20 min. to Bethel Woods 30 mins to Resorts World Casino. No smoking, pets or animals or children. All are welcome. Rainbow Friendly.

Sep 15 – 22

Vacation rentals for every style

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Popular amenities for Smallwood vacation rentals

Free parking on premises

Air conditioning

Stay near Smallwood's top sights

Friends21 locals recommend

Forest Reserve At Smallwood25 locals recommend

Town of Bethel Dog Park5 locals recommend

Other great vacation rentals in Smallwood

Cottage in Smallwood

5.0 out of 5 average rating, 54 reviews

Deerview Cottages LLC where the deer are plentiful

Dec 2 – 9

Cabin in Monticello

4.89 out of 5 average rating, 9 reviews

Zen Sanctuary

Jan 10 – 17

Cabin in Bethel

4.93 out of 5 average rating, 46 reviews

Cozy Catskills Lake Region Cabin in Smallwood

Aug 30 – Sep 6

Cabin in Smallwood

5.0 out of 5 average rating, 49 reviews

Cozy Lake Cabin with fireplace - Pets Welcome

Jul 26 – Aug 2

Cabin in Bethel

5.0 out of 5 average rating, 41 reviews

Warm welcoming cozy cottage in the wood

Sep 27 – Oct 4

Cottage in Bethel

4.9 out of 5 average rating, 40 reviews

Renovated Cabin in the Catskills

Jan 22 – 29

Cabin in Smallwood

4.97 out of 5 average rating, 98 reviews

Renovated Boutique Lake Cabin w/ Canoe & SUPs

Oct 29 – Nov 5

Cabin in Smallwood

4.9 out of 5 average rating, 30 reviews

The Lookout

Jun 10 – 17

Quick stats about vacation rentals in Smallwood

Total rentals
70 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
3.3K reviews
Nightly prices starting at
$60 before taxes and fees

Frequently Asked Questions

Do cabin rentals in Smallwood have a bbq area?
Absolutely! We offer over 30 cabin rentals with a bbq area in Smallwood. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cabin Rentals in Smallwood?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 30 homes with a bbq area, over 40 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Smallwood?
Smallwood has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Smallwood?
Yes! Work meets play with ease at over 40 vacation rentals in Smallwood featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do cottage rentals in Smallwood have wireless internet?
Absolutely! We offer over 10 cottage rentals with wireless internet in Smallwood. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Smallwood?
Four-legged friends are welcome in Smallwood. Choose from more than 20 vacation rentals for guests traveling with pets.

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