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
4.95 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 Albrightsville
4.99 out of 5 average rating, 194 reviews

Experience a 50s Diner-Style Cabin w/a Jukebox!

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
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.

Top Guest favourite
Home in East Stroudsburg
5 out of 5 average rating, 200 reviews

Themed| Lake | Pool | Hot Tub | Movie Screen

A truly unique stay in the Pocono Mountains, home to rolling mountain terrain, breathtakingly beautiful waterfalls, thriving woodlands, + 170 miles of winding river. Created with the “ultimate night in" experience in mind, guests can sip wine under the stars in a private hot tub, + enjoy movies on their own 135" movie screen equipped w/ the world's first LED 4K gaming projector. Enjoy themed bedrooms and experience a stay where the forest takes you away as you stay in ultimate comfort + luxury.

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!

Top Guest favourite
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 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
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!

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