Holiday rentals with a pool in Sullivan County

5 out of 5 average rating, 21 reviews

Home in Narrowsburg

Farm House with Built in pool/jacuzzi open in May

Relax with the whole family at our peaceful home in the country. Enjoy the beautiful scenery that surrounds our home. Kartrite Water Park and Resorts World Casino is 30 minutes away. Enjoy the pool and spa in the warm months, the pool area has an outdoor kitchen with a small refrigerator, propane grills, 24”griddle and a sink. Nine hole pitch and putt coarse . If you enjoy fishing, kayaking, boating, Lake Huntington is only 10 min away with a boat ramp. The Delaware River is only 15 min. away.

4.97 out of 5 average rating, 121 reviews

Chalet in Lackawaxen

Serene Mountain Haven at Masthope

Masthope Mountain Community, is a beautiful community and our home is ready to welcome you no matter what the season. By winter you can ski, snowboard and snow tube, or just cozy up to the gas fireplace and stay warm. By summer you can enjoy the peaceful surroundings on the porch, WALK down to the lake for a swim, enjoy one of the two community’s pools or just relax at the Tiki Bar. AMENITIES WILL NOT BE AVAILABLE TO RENTERS JULY 4, 5,6 & 7! (This includes but not limited to pool/beach/lake)

4.95 out of 5 average rating, 196 reviews

Home in Narrowsburg

Modern House with Private Pool, Hot-Tub, Fireplace

A modern 3BR/2BA Catskills retreat on 6 private acres with heated pool, hot-tub, and fireplace. Perched on a hill, this single-level home offers scenic views, mid-century modern decor, and comfort—ideal for girls' trips, couples and families. Amenities: Private Heated Pool Fireplace High-speed Wi-Fi Modern kitchen Grill A/C Narrowsburg offers: -Restaurants & Shops -Luxury Spas & Yoga -Alpaca Farm -Hiking -Farmer's Markets -Delaware Valley Arts Alliance Experience the best of the Catskills!

Guest house in Loch Sheldrake

4.96 out of 5 average rating, 27 reviews

Magical Catskills Guesthouse. Pool & private lake!

One-of-a-kind magic in the Catskills at “Casa del Monte” — a secluded, luxuriously appointed living space on 10 manicured acres of private land and water. Lake swimming, kayaking, paddleboarding and fishing on property! 5-minute walk from Loch Sheldrake lake and 15-25 minutes’ drive from the area's finest hiking, F&B, and entertainment — including Livingston Manor, Mountaindale, Callicoon, Roscoe, Beaverkill River, Willowemoc, Napanoch, White Lake, and Bethel Woods. 45 minutes from Woodstock.

4.9 out of 5 average rating, 112 reviews

Home in North Branch

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm

This one-of-a-kind property nestled in the quiet village of North Branch has all the makings of a dream vacation. This cozy home in the woods has 3 stunning acres with creek access towards the end of the property! Enjoy a full-size heated indoor pool + an infrared sauna open year-round combined with breathtaking scenery. If you're looking for a vacation for kids + adults, this peaceful home is for you! Enjoy a relaxing vacation in a comfortable home with all the beauty that nature has to offer.

4.83 out of 5 average rating, 201 reviews

Cabin in Swan Lake

Stunning Sullivan County Cabin w/HotTub/Spa &Pool

This designer home is in the western Catskills, 2hrs away from NYC on 10 acres of hillside property. 20 mins from the Kartrite indoor water park. Perfect family getaway for hiking, canoeing, fishing , water sports. Quiet, secluded, fully stocked kitchen, 360 degree views , patio deck seating private heated pool from May 20- Sept 30 cabana, hammock, loungers Starting March 1st 2021, we are offering our newly installed Hot Tub/ Spa ( 5-6 seater) set into the side of hill w/ magnificent views

5 out of 5 average rating, 8 reviews

Home in Narrowsburg

Luxury house on roaring river with its own pool

Kick back and relax in this calm, stylish space. It has everything - direct access to the Ten-mile River for fishing and wading to its own beautiful pool. There is a screened in porch with fireplace, bbq by the pool, firepit facing the river and a chef's kitchen. The interior is beautiful. Overlooking the backyard with a fireplace is the living room. The dining room is gorgeous and seats up to eight. There are three bedrooms - one queen, one double and one with two twin beds. Perfect escape!

4.89 out of 5 average rating, 91 reviews

Home in Grahamsville

Spacious Catskills Farmhouse w/ In-Ground Pool!

Come experience the season of rejuvenation in the Catskill Mountains! Spring is the perfect time to enjoy some R&R in the mountains. Spend a day at the spa, visit the casino, or bring the family to the indoor water park. Enjoy the fresh mountain air as you set out on a hike, go fishing, or play a round of golf. You will feel right at home in this charming & restored 5BR farmhouse. Located on 5+ acres near the great Catskills Forest Preserve, this is a great place for 4 season recreation.

5 out of 5 average rating, 14 reviews

Chalet in Lackawaxen

Walk to 2 heated pools, Lodge, playground Masthope

Take it easy at this unique and tranquil getaway in the Pocono Mountains. Little Bear Lodge is located at the top of Ski Big Bear - walking distance (5 minutes) to the communities primary recreational complex. This ski in/out home was recently remodeled ready for you to create everlasting memories. Wake to amazing Mountain Views as you drink your coffee or tea overlooking Ski Big Bear. We’d love to share our beloved vacation home we recently remodeled with you and your family.

4.88 out of 5 average rating, 25 reviews

Home in Woodbourne

Neversink Mountain View - EV Friendly

This Catskills vacation rental is the ideal home base for your skiing and mountain adventures! Bring the family for fun on the slopes by day and soak away your worries in the private hot tub or pool by night. This cozy 4-bedroom, 3-bath abode offers all the comforts of home and more. Whether you're traveling during the summer or winter months, this home is sure to be at the center of all of your memories as it's conveniently located near, hiking, biking, fishing, skiing, and more.

4.93 out of 5 average rating, 14 reviews

Home in Liberty

*NEW* Catskills Indoor Pool House

Escape to the Catskills and enjoy private indoor pool all year long. Completely renovated and uniquely styled. Situated with beautiful golf course views from one side, pond views from the large back deck, and conveniently located right next to a store that you can walk to next door on a paved path if you forgot anything. Home is equipped with the basics as well as plenty to keep everyone busy such as a professional sized card table, vintage arcade game and TV for movie nights.