Kid-friendly vacation rentals in Smallwood

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Top-rated kid-friendly rentals in Smallwood

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

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

May 16 – 23

G$26,315 GYD per night

Guest favorite

Cottage in Monticello

4.92 out of 5 average rating, 130 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.

Jun 24 – Jul 1

G$29,585 GYD per night

Guest favorite

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 14 – 21

G$33,699 GYD per night

Guest favorite

Cottage in Narrowsburg

4.99 out of 5 average rating, 145 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

Jun 11 – 18

G$27,085 GYD per night

Guest favorite

Cottage in Mongaup Valley

4.98 out of 5 average rating, 159 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

Nov 19 – 26

G$39,720 GYD per night

Guest favorite

Cabin in Monticello

4.9 out of 5 average rating, 102 reviews

Blue House: cedar tub, private 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.

Sep 23 – 30

G$40,275 GYD per night

Superhost

Apartment in Kauneonga Lake

4.88 out of 5 average rating, 108 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.

Nov 1 – 8

G$42,892 GYD per night

Guest favorite

Cabin in Mongaup Valley

4.92 out of 5 average rating, 286 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.

Oct 18 – 25

G$28,697 GYD per night

Guest favorite

Cabin in Smallwood

4.98 out of 5 average rating, 204 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 12 – 19

G$66,655 GYD per night

Guest favorite

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.

Mar 29 – Apr 5

G$18,231 GYD per night

Superhost

Cabin in Smallwood

4.87 out of 5 average rating, 151 reviews

Lake Front Catskills Lodge

Beautiful Lake Front Lodge! Minutes away from Bethel Woods Performing Arts Center ( Home of the original 1969 Woodstock) Enjoy a relaxing getaway in the heart of the Catskills!!! Situated on the picturesque and peaceful private Mountain Lake of Smallwood in Bethel NY. Close to all the action with the feeling of a nature preserve! Enjoy the lake views from the deck while cozying up by the gas fire pit or from the dock on the lake. Enjoy water activities from your backyard!

Jan 13 – 20

G$87,570 GYD per night

Guest favorite

Tiny home in Forestburgh

4.93 out of 5 average rating, 237 reviews

Catskill Cube Outstanding in its field

If you are looking for an experience that combines comfort and modern amenities, closeness to nature, and ecological soundness, then look no further. Our modern cube-house is situated in a private meadow on our property and includes a kitchen area, queen-size bed, outdoor hot shower rooftop deck for stargazing, and private composting outhouse house. Cell phone phone service is available through Verizon and AT&T. T-Mobile is hit-or-miss.

Aug 17 – 24

G$33,237 GYD per night