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 Pocono Pines

4.95 out of 5 average rating, 166 reviews

Cozy Cabin*Firepit*Loft*fireplace*hammock

This cozy cabin is perfectly positioned for everything the Poconos has to offer: 10 miles to Jack Frost/Big Boulder (epic pass), 10 miles to Camelback (ikon pass), hike Hickory Run State park or just stay in grill a meal, roast s'mores, cozy up and stream a movie or play your favorite board game. Temporary membership to the neighboring private Lake Naomi Club may be available for purchase for 7+ night stays (beaches,pools). Tobyhanna township: 25 years minum age to rent. Registration # 003832.

Guest favorite

Cabin in Coolbaugh Township

4.98 out of 5 average rating, 40 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!

Superhost

Home in Coolbaugh Township

4.86 out of 5 average rating, 58 reviews

Arrowhead Lake Home

Our home is on a quiet road in Arrowhead Lake. The home is a 2BR / 1 bath rental, great for small groups and couples looking to escape the hustle and bustle of city life. Our affordable stay provides basic accommodation for those looking for a clean and affordable place to stay in an amenity-filled community. Surrounded by trees and wildlife, this peaceful destination is ideal for a romantic get-a-way, remote from the outside world. Our community has many amenities also note the extra $55 fee

Guest favorite

Chalet in Coolbaugh Township

5 out of 5 average rating, 67 reviews

*Family Pocono Gem w/Sauna+Hot tub+Game room+Lake*

Latitude Adjustment is a unique retreat in Pocono Lake, designed for those who seek the perfect blend of relaxation and local exploration. Equipped with an amazing 4person outdoor steam sauna, a private 7person hot tub featuring waterfall, Bluetooth speakers, and LED lights, huge game room with 65” TV, wood burning stove, large outdoor entertaining area with a grill, fire pit, guest shed and dining area. Located in a beautiful, amenity-rich Arrowhead Lake community, 1 minute walk to the lake!

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, 115 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, 200 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

Guest favorite

Cottage in Coolbaugh Township

4.88 out of 5 average rating, 41 reviews

Tranquility by the Lake

This spacious, dog-friendly cottage is located in the beautiful Arrowhead Lake Community. Enjoy this 3-bedroom, 2-bath private home In the Pocono Mountains for a week-long vacation or a quick weekend away. Relax inside by the wood burning fireplace or head outside for a drink on the screened in porch. With 2 lakes, 4 beaches, 3 pools, fishing, playgrounds, tennis & basketball courts, this community has it all. ALL COMMUNITY IMPOSED FEES ARE INCLUDED IN NIGHTLY PRICE!

Guest favorite

Home in Greentown

4.96 out of 5 average rating, 123 reviews

Lake Access with a View! Lake Wallenpaupack .

LAKE ACCESS! Quaint cottage in the community of The Escape, with 2 Bedroom/ 2 Bath and an open floor plan. Fully equipped kitchen. Deck facing the lake, fire pit, grill and plenty of room for outside entertaining. Come stay in our private community with amenities. Lake Access located 500 ft form the house! Marina just down the street for daily/weekly dock and boat rentals. Great for family vacations, boating and fishing. Beds 1 Queen, 1 Full, 1 Twin.