Vacation rentals with a pool in Coolbaugh Township

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Top-rated rentals with a pool in Coolbaugh Township

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Coolbaugh Township

4.95 out of 5 average rating, 198 reviews

Nature Escape-HotTub-Ski-Pocono Mt.-Kalahari-snow

Escape to this unique, cozy, and modern chalet in Pocono Lake. It’s the perfect getaway for families, friends, and romantic couples. Enjoy a large private deck featuring a 10-person hot tub & an island grill, along with a spacious backyard with a seating area & a fire pit. Inside, you can relax next to the fireplace or engage in various indoor entertainment games. This chalet is situated in a beautiful, amenity-rich lake community, close to hiking trails, Kalahari Resort, skiing, wineries & more

Guest favorite

Cabin in Coolbaugh Township

4.97 out of 5 average rating, 38 reviews

Walk to Lake~Modern & Cozy Cabin w/Hot Tub

El Ranchito Poconos is featured as 1 of 20 best cabins in: Stay: Best Cabins of the East Coast ||Coffee Table Book Enjoy the perfect setting for a restful retreat in this Pocono Lake cabin! Nestled in Arrowhead Lake community, this 2-bedroom, 1-bathroom cabin offers a stunning modern interior and access to resort amenities like multiple pools and 4 beaches. After a day out, soak in the hot tub or relax by the fire pit. With plenty of amenities, there is no better place for your next adventure!

Guest favorite

Chalet in Coolbaugh Township

4.99 out of 5 average rating, 137 reviews

Cinderloch Chalet -Modern Living in the Poconos !

Welcome to @cinderlochchalet ! Stay with us at our fully renovated modern Chalet in a private amenity filled community. The 3br,2 bath home is located within the gates of the Arrowhead Lake Community in the Pocono Mtns. Within minutes of the cabin you will find 2 lakes with 4 beaches, 3 pools (as available), 8 playgrounds,and a community lodge.We are also within 10-30 minutes of Jack Frost/Big Boulder, Kalahari, Camelback, Pocono Raceway and Mt Airy Casino. We look forward to hosting you!

Guest favorite

Cabin in Coolbaugh Township

4.95 out of 5 average rating, 19 reviews

Woodsy - Modern - Near Playground and Lake

Don't you deserve to relax? - 1 minute walk to pool - King Size Suite - Rustic - Sleeps up to 10 - Fire Pit - Community Beaches, Lodge, Fitness Center, Pools, Playgrounds De-Stress in style at our completely renovated cabin in the woods with modern rustic luxuries. The private community has so many amenities you'll think it's a resort. A short drive away there are skiing and state forests which are also great for hiking and snowmobiling. Guests must register and pay for passes with community.

Guest favorite

Cabin in Coolbaugh Township

4.99 out of 5 average rating, 123 reviews

Donovan’s Cabin: 3 Br Pet-Friendly Poconos Escape

Welcome to Donovan’s Cabin, the perfect fall getaway in the Poconos. This 3 br haven offers the perfect blend of luxury and serenity, promising an unforgettable retreat for families and friends alike. Conveniently located near an array of outdoor adventures, from lakes and pools, to trails and slopes, explore all the Poconos has to offer. With over 130 stellar reviews from delighted guests, rest assured your stay will be nothing short of exceptional. Book your 5 ⭐️ stay at Donovan’s Cabin!

Guest favorite

Cabin in Coolbaugh Township

4.91 out of 5 average rating, 114 reviews

3000+sf Designer Home|HotTub|Sauna|Movie|Firepit

[ SUPER HOST LISTING ] "NEW POCONO HOME!" 3000+ sqft including movie room (transformed from garage). 4B 3.5B for up to 12 ppl. Vacation house near Camelback Mountain & Kalahari Resort. Close to the state’s #1 ski resort, highest-rated waterpark, and dozens of year-round outdoor activities, this home truly gives you the reigns to an outdoor paradise. Ski, mountain bike, golf at Mt. Airy, before returning home to create a meal in the fully equipped kitchen for the whole group to enjoy!

Guest favorite

Cottage in Coolbaugh Township

4.96 out of 5 average rating, 28 reviews

Cozy Cottage in Pocono Mt *Pet Friendly*

Nestled in the scenic Pocono Mountains, Windermere Cottage offers a cozy and tranquil escape from the hustle and bustle of everyday life. With its charming ambiance, rustic decor, and serene surroundings, this cottage is the perfect place to unwind and reconnect with nature. Enjoy easy access to skiing at Jack Frost Skii Resort, Big Boulder Ski Resort and Camelback. Many walking and hiking trails nearby, including Austin T. Natural Area and Hickory Run State Park. *Pet Friendly*

Guest favorite

Chalet in Coolbaugh Township

4.95 out of 5 average rating, 198 reviews

Hidden Chalet > Arrowhead Lake, Pocono Mountains

Come and enjoy this recently renovated chalet in Arrowhead Lakes, a gated, amenity-filled community. The chalet sits at the end of a quiet culdesac and is walking distance to one of the three community pools! Bask in the sun at Arrowhead Lake beaches, shred fresh powder at Jack Frost Ski Resort, or dive into family fun at Kalahari Water Park before returning to this comfy home, complete with a fireplace and outdoor deck. Follow us on Insta for more information: @hiddenchalet

Superhost

Chalet in Coolbaugh Township

4.79 out of 5 average rating, 24 reviews

Hot Tub, Lake/Beach and Hiking!

Our cute Pocono Lake cabin is a dream come true for anyone looking for a private lake retreat. Pinewood Place is ideal for couples, families, or close groups of friends – and is close to all of the major attractions in the Poconos! Beyond the cabin itself, Pinewood Place is part of Arrowhead Lake, one of the leading privately owned, gated communities in the scenic Pocono Mountains. ***IMPORTANT: Please read Other Things to Note section prior to booking***

Guest favorite

Cabin in Gouldsboro

4.9 out of 5 average rating, 103 reviews

Woodland Cabin-Indoor Pool / Lake

On cool Fall/Winter days delight in crispy fresh air of woods and visit our lake to fish /skate. Visit a close-by ski resorts and waterparks or stop by our indoor pool. Remember to take sleds to go down our community slope. Spend evening warming up at the fire-pit and improvising a homemade dinner and then reunite with the whole family or set for a romantic dinner on a spacious deck with a serene view of the creek or in our cosy dining room.

Guest favorite

Home in Tobyhanna

4.87 out of 5 average rating, 288 reviews

End Street, Virtual Reality PS4, Wifi, Firepit,BBQ

Accommodate 9 people (3 sleep in the living room). Community complete with Pool, playgrounds, basketball and tennis courts. Full Kitchen, all utensils. Vintage bar, open living room with a WOOD BURNING fireplace. Large flat screen smart TV. The living room leads outside to the SECLUDED dining area facing the woods. Outdoor area features gas BBQ grill, fire pit, and hammock. Pets are not allowed. No Air Conditioner only Ceiling Fans

Guest favorite

Home in Coolbaugh Township

4.96 out of 5 average rating, 138 reviews

Spacious Gateway / 15 min to camelback, Hot tub

The outdoor adventures within Pocono Mountains await at this cozy 4-bedroom, 2.5-bath vacation rental in a well-managed Pocono Farms community. Our cozy farmhouse with open-concept living and dining areas. Nearby, you can hike the trails of Tobyhanna State Park, shop at the outlets and antique shops, go river-rafting & outdoor adventure with your group, and take a chance in the casino.