Vacation rentals with a pool in Coolbaugh Township

Find and book unique homes with a pool on Airbnb

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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Top guest favorite
A modern cabin exterior is bathed in the soft glow of twilight, showcasing large, triangular windows that invite natural light. A wooden deck extends in front, lined with warm lighting, while a serene snowy landscape and tall trees surround the home.
Chalet in Coolbaugh Township
4.91 out of 5 average rating, 136 reviews

Pocono Chalet Getaway | Pools, Hot Tub, Lakes

"My Lake Chalet" is in a gold-star community with plenty of amenities: access to 2 lakes, 4 beaches, playgrounds & 3 seasonal heated pools––surrounded by the beauty of Poconos’ natural wonders. The home has a relaxing six-person hot tub, sunroom & amenities that make this mountain retreat the perfect base for ski or lake activities and all the Poconos has to offer. It’s also a short walk to a lake w/ a beach and kids’ playground. Please note that community fees apply to guests 6 yo or above. (Se

Guest favorite
A chalet, characterized by its A-frame structure, is surrounded by tall trees. A gravel path leads to the home, which features a spacious deck with outdoor seating. Natural greenery frames the scene, providing a serene and inviting setting.
Chalet in Coolbaugh Township
4.94 out of 5 average rating, 242 reviews

Hidden Chalet > Arrowhead Lake, Pocono Mountains

Looking for a peaceful mountain escape with plenty to do for the whole family? You've found it! Enjoy a newly renovated chalet in Arrowhead Lake, a gated community full of amenities. Located at the end of a quiet cul-de-sac, it's just a short walk to a heated pool. Relax by the fireplace, unwind on the spacious deck,or explore nearby attractions like Jack Frost Ski Resort and Kalahari Water Park. With beaches, pools, and family-friendly fun, this cozy retreat is perfect for your Pocono getaway!

Top guest favorite
The cabin exterior features a wooden façade surrounded by lush greenery. An outdoor seating area is arranged around a stone fire pit, with several Adirondack chairs positioned on a stone patio. A spacious deck extends from the rear of the cabin, with sliding doors visible.
Cabin in Gouldsboro
4.99 out of 5 average rating, 119 reviews

Peaceful Pocono Getaway - Fresh Air and Fun

Vaulted ceilings, living room fireplace, 2 first floor bedrooms in this airy and private 4-season cabin with easy access to the amenities in the area. The house is a short walking distance to the indoor pool (open Labor Day to Memorial Day), and just a street away from a beautiful state park with over 2000 acres to explore with trails and a sandy beach 250 acre lake. The outdoor pool, beaches, tennis courts and more are open Memorial Day to Labor Day. 3 Ski slopes are less than 30 minutes away.

Top guest favorite
The living room features a spacious leather sofa adorned with patterned pillows. A wooden coffee table displays decorative items, while a large ceiling fan provides airflow. Natural light enters through multiple windows, highlighting the open staircase and the tasteful decor throughout the room.
Home in Gouldsboro
4.98 out of 5 average rating, 101 reviews

Serene & Fun Family Gem ~ Hot Tub & Theater Room!

Look no further! This majestic 3BR 3Bath luxury cabin, ideally nestled on a secluded lot in the Big Bass Lake Community in the heart of Pocono Mountains. It promises a high-end family oasis a few mins from picturesque lakes, exciting attractions, and breathtaking natural landmarks. ✔ Large Private Hot Tub ✔ Game & Theater Room ✔ 3 Comfortable Bedrooms ✔ Living Room ✔ Full Kitchen ✔ Charcoal Grill ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Community Amenities (Pools, Lakes, & More) See more below!

Top guest favorite
Cabin in Tobyhanna
5 out of 5 average rating, 120 reviews

Romantic Log Cabin W/ Hot Tub, Fire Pit, Projector

Immerse yourselves in the perfect blend of serenity and romance at our fully renovated Poconos log cabin. It offers a private feel, while located in a safe neighborhood. Cuddle up in our living room day bed while enjoying backyard forest views through the giant picture window. Relax in the hot tub or by the fire pit where memories are made! Centrally located, the cabin provides access to ski resorts and hiking trails. As guests, you'll also enjoy access to the lake, pool, and sports courts.

Guest favorite
The exterior of the lodge showcases a wooden deck surrounded by trees, with simple outdoor seating. Soft lighting illuminates the space, inviting relaxation in a natural setting. The rustic charm of the building blends harmoniously with the surrounding forest.
Home in Gouldsboro
4.97 out of 5 average rating, 108 reviews

Poconos Lodge Retreat in Private Lake Community

The Lyman Lodge is a cozy retreat nestled in Big Bass Lake, a premier resort community in the Poconos. Enjoy all the region has to offer while relaxing with high-end comforts. Community amenities include lake access, indoor/outdoor pools, tennis, basketball, and pickleball courts, playgrounds, a splash pad, and fitness center. Lyman Lodge is also conveniently located near top Poconos attractions for year-round fun. Unwind and explore at the Lyman Lodge—your cozy Poconos hideaway!

Guest favorite
Home in Pocono Summit
4.87 out of 5 average rating, 126 reviews

Hot Tub, Hammocks, Fire-Pit, Sunroom, Game Room!

Welcome to your one-of-a-kind mountain escape in Pocono Summit! This newly updated 3-bedroom, 2-bath home blends creative design with natural beauty—perfect for families, friends, or anyone seeking relaxation and adventure. Inside, unwind in the immersive illusion art game room. For outdoor explorers, use kayaks and paddle out on the nearby lake. With peaceful surroundingseasy access to Camelback Mountain, Kalahari Waterpark, and Big Pocono State Park, this is more than a stay.

Top guest favorite
Chalet in Pocono Pines
4.96 out of 5 average rating, 159 reviews

Hot Tub+Fire Pit | Game Room Lake Naomi Golden Owl

Welcome to Golden Owl - our recently renovated, 1900 square foot oasis in the Lake Naomi 5 Star Platinum Rated community. Our bright and airy Mid-century modern inspired two floor raised chalet is tucked away in a private wooded lot only a short walk or bike to the lake, trout pond and main club pool. We aimed to create a special getaway for two or three small families looking to get a break from the fast pace of everyday life and invite you to experience our slice of nature.

Guest favorite
A spacious living room features a high vaulted ceiling with wooden beams. A large brick fireplace is the focal point, surrounded by comfortable seating. Natural light filters through the windows, while a cozy throw adds warmth to the inviting atmosphere.
Chalet in Coolbaugh Township
4.82 out of 5 average rating, 100 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
A light-filled living area features a spacious gray sofa positioned across from a black armchair. A wooden coffee table sits in the center, complemented by a lamp on a side table. Two large windows allow ample natural light, and simple decor enhances the open layout.
Home in Pocono Lake
4.94 out of 5 average rating, 124 reviews

Cozy Home Arrowhead Lake Community, pet friendly

Arrowhead Lake Community. Cozy cottage in Arrowhead offers 4 beaches with picnic areas and playgrounds, 3 heated pools one which is handicap accessible, Canoes, Kayaks, Paddle boards, and Bikes will be available to rent for a 2-hour period for $20. Pools will be open for Memorial Day Weekend (Saturday, Sunday & Monday). Pools will only be open on weekends (Saturday & Sunday) until mid-June when they will be open daily, The gym is open 5 am - 10 pm daily.

Superhost
A spacious living area features a stone fireplace and large windows overlooking Lake Larsen. Comfortable seating is arranged on warm wooden floors, leading to an inviting outdoor deck with a dining table and umbrella. Natural light enhances the relaxing ambiance.
Home in Gouldsboro
4.87 out of 5 average rating, 279 reviews

Lake Front Retreat in the Poconos * King Bed*

Our single level lake home awaits your family's memories. Our 3 bedroom, 2 bathroom lake home accommodates up to 6 guests. Lake Larsen can be viewed from any point in our home. A King bed is provided in the master bedroom. Relax, Play, and Enjoy. Our home is located in the 5 * star community of Big Bass Lake. The town of Gouldsboro provides for a country setting, however it is very close to many of the Pocono's attractions.

Guest favorite
The exterior of the cabin is highlighted with a wooden deck, framed by trees. An inviting open space is visible in the backyard with a fire pit surrounded by seating options, ideal for outdoor gatherings. A serene creek flows peacefully nearby, enhancing the natural setting.
Cabin in Coolbaugh Township
4.93 out of 5 average rating, 121 reviews

Creekside Cabin + short walk to lake & pool

LITTLE POCONOS CABIN Come unwind in our fully renovated cabin with a beautiful creek right in the backyard! Short walk to the lake, pool, canoe/kayak rentals, playground + state game lands Perfect for couples and small family groups *20-35 mins to hiking, waterfalls, golf, Camelback, Kalahari, Jack Frost/Big Boulder, Pocono Raceway, Mt Airy and Outlets* COMMUNITY AMENITIES: FOUR BEACHES, THREE POOLS, FISHING, GYM, GAME ROOMS

Popular amenities for Coolbaugh Township rentals with a pool

When is the best time to visit Coolbaugh Township?

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Avg. priceﺩ.ﺇ830ﺩ.ﺇ826ﺩ.ﺇ735ﺩ.ﺇ771ﺩ.ﺇ815ﺩ.ﺇ834ﺩ.ﺇ966ﺩ.ﺇ955ﺩ.ﺇ757ﺩ.ﺇ760ﺩ.ﺇ848ﺩ.ﺇ977
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Quick stats about vacation rentals with a pool in Coolbaugh Township

  • Total vacation rentals

    Explore 860 vacation rentals in Coolbaugh Township

  • Nightly prices starting at

    Coolbaugh Township vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 39,710 verified reviews to help you choose

  • Family-friendly vacation rentals

    850 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 460 rentals that welcome pets

  • Rentals with dedicated workspaces

    520 properties have a dedicated workspace

  • Wi-Fi availability

    850 of Coolbaugh Township vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Coolbaugh Township rentals

  • 4.8 Average rating

    Coolbaugh Township stays are highly rated by guests—averaging 4.8 out of 5!

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