Holiday houses in Sullivan County

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Top-rated holiday rentals in Sullivan County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Home in Lackawaxen

5 out of 5 average rating, 24 reviews

Summer in the Poconos! Eclectic Cabin w/ Firepit

CASA AURORA: *NEW FIREPIT* Savor this unrivaled 4-season vacation community with infinite amenities while staying at our 3BR/2BA eclectic escape in Masthope for your next Poconos vacay. Spend this summer relaxing at the Lake/Beach! Masthope boasts a lake, 2 outdoor pools, grills, ball courts, horseback riding, zoo, minigolf, gym, snow tubing, skiing, while the newly renovated home has a gas fireplace, jetted tub, screened porch, & deck. In winter, skiing + tubing at Ski Big Bear is 5 mins away!

Top Guest favourite

Cottage in Beach Lake

4.99 out of 5 average rating, 117 reviews

Driftwood Cottage on Welcome Lake-peaceful retreat

This gem of a vacation rental is perfectly situated on a private lake. Recently renovated, the main level features an open concept living area, with a cozy fireplace for chilly evenings, upgraded kitchen, a master bedroom with a luxurious en-suite bathroom. A charming loft serves as a cozy relaxation spot or additional sleeping area. Each room offers a spectacular lake view. Two full bathrooms ensures everyone has space to unwind. Outdoor includes a hot tub, perfect for relaxation by the lake.

Top Guest favourite

Home in Glen Spey

4.99 out of 5 average rating, 135 reviews

Lakehouse Getaway/Winter/Summer/Spring/Fall

Book this lakefront retreat as a romantic getaway, family vacation, or family reunion, with our sister property. Imagine, beautiful scenery, fresh air, breathtaking views, all while relaxing in our lakefront Gazebo, Our spectacular seven person Hot Spring Spa, or optional (extra charge) Bimini Top speedboat. When not spending time on the 2 acres... feels like 20 since it borders open forest, you can visit Bethel Woods, ResortsWorld Casino, Forestburgh Playhouse,Shrewd Fox Brewery Spring 2025!

Guest favourite

Apartment in Cochecton

4.92 out of 5 average rating, 39 reviews

Lake view with new 6 person jacuzzi & lake area

New 6 person outdoor jacuzzi seasonal with views of the lake. Bethel woods is only 15 minutes away . Resorts world casino and Kartrite Water Park are 30 min away. Enjoy beautiful views, boating, kayaking, and fishing from your private fenced in area. Relax on the large balcony overlooking the lake. Two kayaks and one row boat for your use. Unit has all the essentials you could need. The lakefront area is shared with owner and studio airbnb. Next to a laundromat with an apartment above unit

Top Guest favourite

Cottage in Livingston Manor

4.99 out of 5 average rating, 146 reviews

Cozy mountain top home - views, 5acres & a gym.

Located 2hrs from NYC, 7mins from Livingston Manor and close to Belleayre and Plattekill ski mountains. Sat atop a mountain, with 5 acres that sweep away from the property revealing stunning long distance views. Beautiful light throughout - front room with fireplace, full renovated kitchen, lounge, dining area, master bedroom, 1 large guest room, office / single bedroom, 2 bathrooms and huge covered back porch + a full home gym complete with Peloton bike, Peloton tread + ping pong table.

Top Guest favourite

Home in Callicoon

5 out of 5 average rating, 66 reviews

Callicoon Vintage Farmhouse

Escape to A&R Hacienda, our charming & newly renovated 3BR/2BA farmhouse in Callicoon. We welcome one well-behaved dog and children! Enjoy our prime location: Just 15 minutes from Bethel Woods and near wedding venues & camps. Stroll to Callicoon's restaurants, the distillery, the historic theatre, the scenic Delaware River, and unique shops. Explore fantastic nearby hiking trails and other inviting towns. Book your comfortable and convenient getaway today and create lasting memories!

Guest favourite

Chalet in Monticello

4.98 out of 5 average rating, 118 reviews

Riverfront Ski Chalet

Escape to the country air at Sean & Brad's riverfront chalet on the Neversink River. Formerly a popular ski shop and yoga studio, this fully renovated property offers you every possible amenity. Walk across the street to launch your kayak or toss a line into some of the best trout fishing around, roast s'mores around the fire or visit the Resorts World Casino, just 5 minutes away. Golf, hiking, mountain biking, local breweries and distilleries...all just a short distance as well.

Guest favourite

Dome in Monticello

4.96 out of 5 average rating, 26 reviews

007 Geodome

Looking for a vacation that will really stand out from the rest? Look no further! With a unique 007-themed interior, this geodome vacation rental with 1 bathroom is sure to make lasting memories. You can even bring your dogs along! Shred the slopes of Holiday Ski and Fun Park, just 9 miles away, or visit Bethel Woods. Kick back in the cozy interior, have an al fresco meal on the grill, or simply enjoy time with your loved ones. Book now! *Please note this is a non-smoking unit.

Superhost

Home in Monticello

5 out of 5 average rating, 4 reviews

Catskill Lakefrnt Retreat Air conditioning Private

Take a load off by taking in the views of the lake from all areas of the house and back deck. Fishing boating all fun. Large front and back yard located at end of private mile long driveway. Walk to private fishing pond and picnicking area. Explore, by hiking or picking berries ALL on the property. In between Monticello and Hurleyville. Outdoor dining on the lake. No cars for safety and privacy for young ones and animals. Whimsical drive to your own private Catskills retreat.

Guest favourite

Chalet in Glen Spey

4.9 out of 5 average rating, 132 reviews

Mayflower - Lake access/hot tub/game room/pets

Only 1 1/2 hours from NYC! Come and take in the winter beauty in the Catskills. Welcome! Everything you’d ever want in a lake community chalet! Please bring all your favorite people and enjoy our 3500ft² chalet and an acre of fenced in gorgeously landscaped grounds complete with firepit, fruit trees, fishpond, hot tub, outdoor pizza oven, ultimate game room and best of ALL a 5 minute walk down our private treelined road down to your own private 30 feet of lakefront!

Top Guest favourite

Cottage in Lackawaxen

5 out of 5 average rating, 140 reviews

Breathtaking River Views, luxury Poconos romance

Tucked away just feet from the majestic Delaware River in the Poconos, you will find this light and bright, newly renovated cabin with amenities galore. Take in the river and mountain views from the living room, bedroom, screened in porch, back deck or while standing on the riverbank at your very own private river access. It's location makes it perfect for all four seasons. Enjoy skiing, rafting, hiking, boating, fishing and more; all within 1/2 hour of the cabin.

Guest favourite

Home in Lackawaxen

4.91 out of 5 average rating, 11 reviews

Spacious, modern open concept 3bdrm in Masthope

New to market. Spacious, unique, modern home with wrap around deck, Firepit and Hammock. Amazing outdoor space with picnic table, an outdoor firepit with seating, and your very own outdoor PIZZA OVEN! The interior of the home is open concept living, dining room & kitchen. Plenty of space for a family gathering. The kitchen is fully equipped. The game room is spacious with a pool table, tv and foosball.