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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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Guest favorite
The chalet features a welcoming front deck surrounded by trees. White plastic chairs are arranged around a table, and string lights add a soft glow. A decorative pumpkin and garden stones enhance the entrance, complementing the rustic charm of the structure.
Chalet in Coolbaugh Township
4.95 out of 5 average rating, 228 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 living area features a blend of modern furniture, including cozy green armchairs and a comfortable sofa. Natural light filters through sheer curtains, illuminating the space. A staircase is visible, leading to the upper level, while a dining area with a table and chairs is positioned nearby.
Home in Tobyhanna
4.99 out of 5 average rating, 163 reviews

Spacious Luxury Poconos Getaway 🎣🏊‍♂️🚣

Large luxury contemporary home located inside a private gated community (A Pocono Country Place) consisting of 4 private bedrooms, 2.5 baths. Community offers access to 4 swimming pools, playgrounds, paddle boats, mini golf basketball & tennis courts. Located in the heart of the Poconos there are additional opportunities for entertainment within a close proximity that includes water parks, skiing, snow tubing, recreational parks, hiking, fishing, biking, shopping and fine dining NASCAR & casinos

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, 105 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
An aerial view of a chalet is surrounded by trees, showcasing a spacious deck with outdoor seating and a hot tub. Warm lights illuminate the outdoor area, creating a welcoming atmosphere. The roof features multiple skylights, enhancing the home's charm.
Chalet in Coolbaugh Township
5 out of 5 average rating, 110 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!

Top guest favorite
Cabin in Tobyhanna
5 out of 5 average rating, 101 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
A collage of images showcases various features of the cabin. Elements include a spacious living area with comfortable seating, a game room with a pool table and movie screen, a backyard with lounge chairs and a hot tub, and a community pool surrounded by greenery.
Cabin in Coolbaugh Township
4.87 out of 5 average rating, 158 reviews

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

[ SUPER HOST LISTING ] Beach / Community Pool will be open on Memorial Day Weekend "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.

Top guest favorite
Home in Tobyhanna
4.95 out of 5 average rating, 107 reviews

Relax & Unwind: Sauna|Hot Tub|Fire Pit Getaway

Welcome to Skylight Chalet: Escape to our serene A-frame cabin located in the tranquil woods 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.

Guest favorite
Chalet in Coolbaugh Township
4.95 out of 5 average rating, 228 reviews

Hot-tub | Fireplace | zipline | hiking | kayak

☞ Community Fees included ☞Private 10-person hot tub ☞Private kayak ☞ Fireplace ☞High-speed Wi-Fi ☞Full pool table, ping-pong topper, arcade infinite table ☞ Tennis courts ☞7 Mins to Austin T. Natural Area/hiking trails, waterfalls ☞20-35 mins to Kalahari, Camelback zip lines, Pocono Daytripper Wine Trolley, Fall foliage & pumpkin festivals, horseback riding, etc. ☞ Fully stocked kitchen ☞Firepit (wood included) ☞ Pet friendly ☞ Self check-in ☞ King bed ☞ On-site washer + dryer

Chalet in Pocono Summit
4.97 out of 5 average rating, 156 reviews

Summit | Lake Chalet

Picture yourself in the coziest corner of the cottage. Reading a book, taking a nap while you're friends are just getting back from skiing. The hot tub's hot, something's cooking on the stove and everyone's starting to pour some wine in preparation for a relaxing weekend. Want to experience a modern day cabin where design sets the tone for comfort & minimalism? Welcome home. $200 pet fee , 2 pets maximum. 5th bed is in the open loft Pool Heated - at additional cost

Top guest favorite
Cabin in Tobyhanna
4.99 out of 5 average rating, 125 reviews

Wood Cabin: HotTub/Sauna•Fireplace-20min Camelback

*Summer access to the community Pool, Lake and Kayaks* Welcome to the Woodside A-Frame - a unique stylish and cozy A-frame cabin in the heart of Pocono Mountains. My husband and I built it with a lot of love. We truly enjoy our home and are very excited to share it with you. We strive for our guests to have nothing less than a five-star experience. The house is clean, very well maintained and appointed. Come withdraw and relax at the Woodside A-frame!

Top guest favorite
The image captures a lively game room featuring a slide, colorful play structures, and a cozy seating area. A spacious dining area is visible, with large windows overlooking the scenic mountain view. The wooden accents and modern decor create a welcoming ambiance.
Townhouse in Tannersville
5 out of 5 average rating, 218 reviews

Mountain Top! Family Paradise w Hot Tub & Game Rm

Best Poconos MOUNTAIN TOP vista! We're not simply offering a house with a stunning MOUNTAIN view, a newly completed gut renovation, contemporary furniture, stylish decor, an airy atmosphere, along with a remodeled game room and private hot tub; we’re providing an elevated mountain top living experience-an unforgettable journey you'll treasure for a lifetime. Take a look at all the details. Book now and experience the ultimate in mountain living!

Guest favorite
An inviting chalet features a spacious deck with seating and views of the surrounding woods. The open-concept living area showcases large windows allowing natural light, complemented by a comfortable leather sofa. An outdoor firepit area includes Adirondack chairs, surrounded by a gravel path.
Chalet in Coolbaugh Township
4.92 out of 5 average rating, 111 reviews

Hopskip Modern | Firepit | Grill | Walk to Lake

This fall, Hopskip Home to your modern chalet nestled in the woods of amenity-filled Arrowhead Lake community and close to the top Pocono attractions like Kalahari 14mi, Aquatopia 17mi, Camelback 17mi, Mt Airy 18mi, Pocono Raceway 11mi and more. This home offers the perfect mix of relaxation and recreation. Autumn in the Poconos is calling – BBQ, firepit, lake (only a 0.3mi walk), leaf peeping, pumpkin farms and more fall fun awaits!

Popular amenities for Coolbaugh Township rentals with a pool

Quick stats about vacation rentals with a pool in Coolbaugh Township

  • Total rentals

    860 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    40K reviews

  • Family-friendly rentals

    850 properties are a good fit for families

  • Pet-friendly rentals

    450 properties allow pets

  • Rentals with dedicated workspaces

    510 properties have a dedicated workspace

Destinations to explore