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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
Chalet in Coolbaugh Township
4.9 out of 5 average rating, 118 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
Chalet in Coolbaugh Township
4.95 out of 5 average rating, 227 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 Gouldsboro
4.99 out of 5 average rating, 104 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.

Superhost
Townhouse in Blakeslee
4.88 out of 5 average rating, 219 reviews

Jack Frost ski-in/out*Hiking*Fireplace

If you've been searching for a modern cozy base for your ski trip, hiking expedition, white water trip or just a comfortable escape from the city, look no further: You've found your perfect Mountainside Retreat at Jack Frost! This home has an open access living-dining room, a deck with outdoor seating and BBQ, and 2 upstairs bedrooms and Ski-In/Out access to Jack Frost. Why this home? Newly renovated! Superhosts! Short walk/ski to Jack Frost runs! Summer access to Boulder Lake Club included!

Top Guest favourite
Chalet in Coolbaugh Township
5 out of 5 average rating, 109 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!

Guest favourite
Chalet in East Stroudsburg
4.98 out of 5 average rating, 252 reviews

Sauna | Hot Tub | Fire Pit | Hiking | Kayaks

Relax and unwind at this stunning Poconos vacation property. Melt your troubles away with a dip in the hot tub or experience our custom-built Finnish-style sauna. This property has been thoughtfully remodeled throughout with warm wood floors, hand crafted ceramic tiles, extra comfortable beds, and custom artistic details, creating a truly unique and luxurious feel. Relax in the spa-like bathroom, sit by the firepit, or enjoy the lakes, pools, tennis courts or other amenities in the community.

Top Guest favourite
Cabin in Tobyhanna
5 out of 5 average rating, 100 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
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.

Guest favourite
Chalet in Coolbaugh Township
4.95 out of 5 average rating, 227 reviews

Hot-tub | zipline hiking | kayak | foliage winery

☞ 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

Top Guest favourite
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 favourite
Townhouse in Tannersville
5 out of 5 average rating, 217 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 favourite
Cabin in Coolbaugh Township
4.91 out of 5 average rating, 105 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

Quick stats about holiday rentals with a pool in Coolbaugh Township

  • Total rentals

    860 properties

  • Nightly prices starting at

    $70 NZD 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