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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 favourite
A covered hot tub with bubbling water is surrounded by trees, creating a serene woodland atmosphere. Bright blue Adirondack chairs are positioned nearby, inviting relaxation. Soft lighting is strung overhead, adding a gentle glow to the peaceful outdoor space.
Chalet in Coolbaugh Township
4.92 out of 5 average rating, 145 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 favourite
The living area features a cozy seating arrangement with a white sectional sofa and two light-colored armchairs. A stone fireplace serves as the focal point, complemented by wooden paneling. A round coffee table is set with snacks, while natural light streams through large windows.
Chalet in Coolbaugh Township
4.98 out of 5 average rating, 152 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!

Top guest favourite
An inviting outdoor space features a hot tub with bubbling water, surrounded by trees and a warm sunset sky. Cozy seating is arranged around a fire pit, while a wooden sauna with a curved roof stands nearby, illuminated by string lights.
Chalet in Coolbaugh Township
5 out of 5 average rating, 134 reviews

Family gem by the lake w/ game room. Dog friendly

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!

Top guest favourite
Cabin in Tobyhanna
5 out of 5 average rating, 131 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 favourite
An inviting outdoor area showcases a hot tub surrounded by a wooden deck, complementing the barbecue grill. The inner rooms feature a cozy seating arrangement with a stone fireplace, alongside a game area equipped with air hockey and arcade gaming options, providing entertainment for families.
Home in Tobyhanna
4.96 out of 5 average rating, 136 reviews

*Pocono Spring Special! w/ Hot Tub/Fire PIT

Welcome to White Tail Getaway! 4 bedroom, 2.5 bath with HOT TUB! Home was built in 2022 and has everything you need to have a fun-filled getaway for the whole family. The wooded hills and valleys in the Poconos have long been a popular recreation area. The community offers seasonal (*Memorial day to Labor Day) amenities such as mini golf, pool with the Lakeside cafe, swimming beach, canoes & kayaks and paddle boat rental , basketball, tennis court and playground all a short distance away.

Guest favourite
An A-frame cabin is nestled among trees, with a wooden deck featuring a hot tub and outdoor seating. A stone pathway leads to the entrance, surrounded by natural boulders and greenery, creating a peaceful outdoor retreat.
Home in Tobyhanna
4.95 out of 5 average rating, 134 reviews

Hot Tub + Sauna | Loft Theater | Fire Pit Retreat

Skylight Chalet: Your private escape in the heart of the Pocono Mountains. Situated on nearly an acre of lush forest & boulders our retreat offers a perfect balance of comfort, coziness, and relaxation. Unwind in the hot tub beneath the stars, rejuvenate in the sauna, or gather around the fire pit for cozy evenings with friends & family. Whether you seek adventure or peaceful relaxation, our cabin provides a serene sanctuary for your getaway. 📅 Book today and secure your Pocono getaway!

Top guest favourite
The exterior perspective highlights a modern Scandinavian-style home with oversized glass doors that provide a view into the inviting interior. An outdoor seating area with two chairs is visible, along with a dining table and kitchen beyond. String lights frame the scene, enhancing the ambiance.
Home in Tobyhanna
4.98 out of 5 average rating, 141 reviews

Oak View: Firepit, BBQ, and Sonos Sound!

**Summer access to gorgeous community lake and pool!** Welcome to Oak View, our light-filled Scandinavian-inspired dream getaway. We're thrilled to welcome you to our place and hope you'll love it as much as we do. A relaxing and peaceful place, Oak View offers lots of special touches, including a midcentury wood stove, in-ceiling Sonos speakers, huge sliding doors, outdoor firepit, and peaceful wooded views. Less than 20 minutes from indoor water parks, resorts, and state parks!

Top guest favourite
Farm stay in Long Pond
5 out of 5 average rating, 136 reviews

Pocono Escape: Pool Sauna Hot Tub Games Tesla EV

Set on a quiet, private lot, the home pairs space to gather with thoughtful amenities like an above ground pool, sauna, hot tub, fire pit, and game room — ideal for guests who value comfort, privacy, and a true sense of retreat. Whether you’re planning a family trip, a ski weekend with friends, or a quiet winter escape, the house is arranged to feel easy and lived-in rather than busy — with simple check-in, professional cleaning, and thoughtful details throughout.

Guest favourite
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
4.83 out of 5 average rating, 112 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***

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, 287 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.

Top guest favourite
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, 250 reviews

Arrowhead Lake Chalet | Walk to Pool

Looking for a peaceful Pocono escape with fun for the whole family? Welcome to our newly renovated chalet in Arrowhead Lake! Tucked away on a quiet cul-de-sac, this cozy, pet-friendly retreat is a short walk to a heated pool and close to beaches, skiing, and Kalahari Water Park. Relax by the fireplace, unwind on the spacious deck, and enjoy easy self check-in, family-friendly amenities, and year-round adventure.

Guest favourite
The cabin features a modern exterior with large windows and a dark finish, enhancing its rustic charm. A welcoming deck is accessed by steps, surrounded by natural landscaping. Warm lights are positioned above, providing subtle illumination for evening gatherings.
Cabin in East Stroudsburg
4.92 out of 5 average rating, 143 reviews

Gorgeous Lake Cabin in Poconos

The perfect escape from city life. Up winding mountain roads you'll land at your private cabin just a walk away from the beautiful lake. Enjoy our private hot tub or sit outside on our expansive deck & watch the wildlife. Gather around the firepit to make s'mores. If you're looking to be more active, there are basketball courts, tennis courts, & swimming all within our safe and peaceful gated community.

Popular amenities for Coolbaugh Township rentals with a pool

When is the best time to visit Coolbaugh Township?

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Avg. price$337 CAD$326 CAD$290 CAD$289 CAD$305 CAD$312 CAD$362 CAD$357 CAD$283 CAD$285 CAD$318 CAD$366 CAD
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Quick stats about vacation rentals with a pool in Coolbaugh Township

  • Total vacation rentals

    Explore 880 vacation rentals in Coolbaugh Township

  • Nightly prices starting at

    Coolbaugh Township vacation rentals start at $55 CAD per night before taxes and fees

  • Verified guest reviews

    Over 41,150 verified reviews to help you choose

  • Family-friendly vacation rentals

    870 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 440 rentals that welcome pets

  • Rentals with dedicated workspaces

    510 properties have a dedicated workspace

  • Wifi availability

    880 of Coolbaugh Township vacation rentals include wifi 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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