Holiday 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 favourite
A large hot tub sits on a wooden deck, illuminated by colorful lights in shades of purple and green. The surrounding area features trees in the background, providing a secluded atmosphere.
Chalet in Coolbaugh Township
4.95 out of 5 average rating, 241 reviews

Arrowhead Lake Chalet: Hot Tub & Games

Your perfect Poconos getaway awaits! This home is ideal for families and groups, featuring a loaded game room, a 10-person hot tub, a cozy stone fireplace, baby gear, a dedicated workspace, high-speed WiFi, a record player, and a fully equipped kitchen ensure a comfortable & entertaining stay for everyone. Enjoy access to Arrowhead Lake Community amenities, including a private gym, game room, events, pools, and beaches. Relax, unwind, and make lasting memories in this ultimate mountain retreat.

Top guest favourite
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
4.95 out of 5 average rating, 239 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 favourite
Cabin in Albrightsville
4.99 out of 5 average rating, 211 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 favourite
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 favourite
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, 120 reviews

Winter wonderland * Skiing*Sauna*Hot tub*Game room

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!

Superhost
A modern chalet is nestled within a wooded landscape, surrounded by trees shedding their leaves. An inviting pathway leads to the entrance, illuminated by soft outdoor lighting. The sky exhibits gentle hues of orange and pink as sunset approaches.
Chalet in Albrightsville
4.9 out of 5 average rating, 208 reviews

Tucked Away Precious Haven

Tucked inside the Pocono Mountains a newly refreshed, modern, expansive & family welcoming chalet in an amenity filled community Private 3000sqft 4bed3bath escape resting on 1.5acres with uninterrupted views into a protected woodland preserve Enjoy the sauna, new hot tub, game room, fireplace, fire pit Community offers 5lakes, 3beaches, fishing lake, 2pools, playgrounds, tennis & basketball courts Moments from bird watching, hiking, wineries, skiing, indoor waterparks, golfing & casinos

Top guest favourite
Cabin in Tobyhanna
5 out of 5 average rating, 114 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
Chalet in Long Pond
4.96 out of 5 average rating, 118 reviews

Cozy Dog Friendly chalet near Kalahari and Lakes

A Pocono Mountains retreat in Emerald Lakes. Black Bear Chalet is a cozy, family & dog friendly cabin which is close to Camelback, Kalahari, & Pocono Premium Outlets. Cozy up to the wood burning fireplace in the living room, firepit outside, enjoy some family games upstairs in the loft or prepare that delicious meal in the well equipped kitchen. Community amenity passes are available for purchase to enjoy the indoor & outdoor pools and beaches. Interior Christmas decor starting Dec 7th.

Top guest favourite
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, 210 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 favourite
Home in Tobyhanna
4.96 out of 5 average rating, 117 reviews

Insta-Worthy Retreat: Sauna|HotTub|Fire Pit

Welcome to 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 your stay today!

Guest favourite
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

Top guest favourite
An outdoor area features a spacious deck with a hot tub at its center, surrounded by wooden fencing. Dining furniture is arranged on the deck, and decorative string lights hang overhead, enhancing the inviting atmosphere of the space.
Cabin in East Stroudsburg
5 out of 5 average rating, 133 reviews

Hot Tub, GameRoom, Fire Pit, Mins to Skiing, Pets

Escape to the Poconos at the Whispering Willow Lodge. Relax with family or friends at our beautifully appointed 4 bedroom + loft with plenty of space for everyone. Enjoy the outdoors on our spacious deck, have a soak in the hot tub or cozy up by the fireplace. Centrally located in Penn Estates Private, gated community which offers swimming pools, lakes, beach, tennis, volleyball & more. Minutes to skiing, water parks, shopping, rafting, hiking, and wineries.

Popular amenities for Coolbaugh Township rentals with a pool

When is the best time to visit Coolbaugh Township?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$291 SGD$290 SGD$257 SGD$270 SGD$286 SGD$292 SGD$339 SGD$335 SGD$265 SGD$260 SGD$286 SGD$311 SGD
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Quick stats about holiday rentals with a pool in Coolbaugh Township

  • Total holiday rentals

    Explore 860 holiday rentals in Coolbaugh Township

  • Nightly prices starting at

    Coolbaugh Township holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 40,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    850 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 450 rentals that welcome pets

  • Rentals with dedicated workspaces

    510 properties have a dedicated workspace

  • Wifi availability

    850 of Coolbaugh Township holiday 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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