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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 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, 132 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 with a steeply pitched roof is surrounded by snow-covered trees. The wooden deck is visible, accompanied by several brightly colored chairs arranged on the snowy ground. A distant shed can be seen among the winter landscape.
Chalet in Coolbaugh Township
4.94 out of 5 average rating, 240 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
Cabin in Albrightsville
4.99 out of 5 average rating, 214 reviews

Stunning 50s Ski Chalet, Jukebox, Hot Tub & More!

Step into our 50s diner-inspired chalet — where classic charm meets modern comfort. Highlights: *Stunning mint green fridge *Custom Diner banquette seating *A jukebox! *California king-sized bed *High-speed wifi *Dogs Welcome! *Spa-like retro-tiled bathroom *Deluxe hot-tub *Luxurious velvet sofa *Stunning spiral staircase to open loft *Adorable "Little Bear Cave" Play space *Pass-Thru Cafe Window on the deck Retro meets modern... enjoy the best of both worlds here @thehappydayschalet.

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, 117 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 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, 123 reviews

Pocono Family Gem! Hot Tub. Sauna. Games. Fire Pit

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, 117 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.

Top guest favorite
A chalet is nestled among vibrant autumn foliage, displaying a blend of orange and yellow leaves. The home features a welcoming porch and is framed by tall trees. A paved driveway leads up to the entrance, enhancing the tranquil setting.
Chalet in Coolbaugh Township
4.96 out of 5 average rating, 102 reviews

Private cul-de-sac|AC|Kg Bed|Fire Pit|Games & WiFi

Experience the stylish 4BR 2Bath chalet in the serene and family-friendly cul-de-sac in the upscale Arrowhead Lake gated community. Explore the lake, partake in outdoor activities, visit picturesque nature trails, exciting events, and more! The comfortable design and a rich amenity list will leave you in awe. ✔ 4 Comfy BRs ✔ Full Kitchen ✔ Outdoor Area (BBQ, Fire Pit) ✔ Foosball Table ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Parking (up to 4 Vehicles) ✔ Community Amenities (Pools, Sports & More)

Superhost
A relaxing hot tub is positioned on a spacious deck overlooking vibrant foliage and natural greenery. Nearby, a dining table with chairs can be seen, enhancing the outdoor space for gatherings. The sky is partially cloudy, adding to the serene atmosphere of the retreat.
Home in Tobyhanna
4.9 out of 5 average rating, 220 reviews

Serene Getaway:8: Jacuzzi, Large Decks, Fire Pit

Escape to our serene Poconos getaway! Nestled among majestic trees with breathtaking views in every direction, our retreat is the perfect sanctuary for relaxation. Unwind in the private hot tub and soak in the tranquility or cozy up around the fire pit for magical nights under the starlit skies. Star-gazing at its finiest! Conveniently situated near premier Poconos attractions: Camelback Mountain, Kalahari, Great Wolf Lodge & Mount Airy Casino If you have any questions, I'm here to help.

Top guest favorite
A log-sided cabin is showcased amidst autumn foliage, featuring a set of welcoming steps leading to the entrance. The surrounding trees display vibrant fall colors, and sunlight filters through the branches, illuminating the exterior of the home and driveway.
Cabin in Albrightsville
4.91 out of 5 average rating, 213 reviews

Cozy Pocono Cabin on an Acre

If you are looking for a quiet and intimate getaway or adventure, this is it! Step into this unique log sided cabin with all the Pocono's aesthetic you could want. Relax & recharge in the open concept knotty pine kitchen and living room. The vaulted loft provides an open & airy feel. The bedrooms feature brand new beds and large closets. The kitchen is well stocked and the living room features a wood burning fire place, Roku TV, two couches, a DVD collection, Nintendo 64 and boardgames.

Top guest favorite
A spacious dining area features a large wooden table surrounded by tan chairs. A blue vase filled with greenery is centered on the table. The open-concept space is complemented by a cozy yellow sofa in the background and artwork on the dark wall.
Cabin in Albrightsville
5 out of 5 average rating, 125 reviews

Poconos Cabin Retreat w/ Hot Tub & Fireplace

Picture this: morning coffee on an oversized deck as deer wander by, evenings soaking in your private year-round hot tub under the stars, and nights curled up by the fireplace in a home guests call “exceptionally clean and incredibly cozy.” Set in a quiet private lake community and close to top Pocono attractions, Winnie’s Retreat is your peaceful reset without giving up comfort or convenience—perfect for romantic escapes, anniversaries, and unforgettable weekend getaways.

Guest favorite
A spacious living area features comfortable couches adorned with decorative pillows, complemented by a coffee table displaying a board game. A well-equipped kitchen is visible in the background, while a cozy bedroom with a spacious bed is depicted alongside garden chairs arranged outside, surrounded by greenery.
Chalet in Coolbaugh Township
4.91 out of 5 average rating, 115 reviews

Mountain Mommas at Arrowhead Lake

Mountain Mommas is a well appointed home aiming to make vacations easier especially for those traveling with littles! There are many family features such as a dual tv/playroom space, baby gates, a minicrib and a baby monitor. We love dogs and a dual large crate side table is onsite. The home has many smart features such as contactless entry, amazon echo dots, ac/heat mini splits, and a digital guest guide. The neighborhood is amenity packed! *see other details

Guest favorite
A spacious living area features a large sectional sofa in muted tones, arranged around a wooden coffee table. Above the stone fireplace, a flat-screen TV is mounted. Natural light floods in through double doors leading to the deck, accompanied by decorative wall art.
Townhouse in Blakeslee
4.88 out of 5 average rating, 242 reviews

Ski In/Out JackFrost Townhouse w Fireplace

You may have just found your perfect Mountainside Retreat at Jack Frost! This newly renovated, ski-in/ski-out townhouse is a cozy base for any Pocono adventure. With comfortable bedding for 6 guests, and occupancy up to 8 guests, it features a wood-burning fireplace, a fully equipped kitchen, an EV charger, and summer lake club access. Enjoy modern comforts and direct slope access for an unforgettable getaway from the city.

Popular amenities for Coolbaugh Township rentals with a pool

When is the best time to visit Coolbaugh Township?

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Avg. price€ 192€ 191€ 170€ 178€ 188€ 193€ 223€ 221€ 175€ 176€ 196€ 226
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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 € 34 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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