Family-friendly holiday rentals in Coolbaugh Township

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Top-rated family-friendly rentals in Coolbaugh Township

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A covered hot tub with bubbling water is surrounded by trees, creating a serene woodland atmosphere. Bright blue Adirondack chairs are positioned nearby, inviting relaxation. Soft lighting is strung overhead, adding a gentle glow to the peaceful outdoor space.
Chalet in Coolbaugh Township
4.9 out of 5 average rating, 119 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
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!

Superhost
A modern bathroom is showcased, featuring a sleek glass shower enclosure and a stylish soaking tub. A marble sink is positioned atop a dark vanity with wooden accents. Soft natural lighting illuminates the space, highlighting grey stone walls and elegant fixtures.
Home in Tobyhanna
4.87 out of 5 average rating, 400 reviews

Pocono Mountains Home Near Kalahari and Casino

Escape to a cozy fall getaway near Kalahari, Mount Airy Casino, Crossings Outlets, Lake Wallenpaupack, & Tobyhanna State Park 2 miles away w/ fall foliage, & mountain air, lake views, wildlife, & picnic spots. Nestled off a rugged private road. This spa style retreat has a soaking tub, rain shower, smart lights, kitchen w/ smart stove, plush beds, LED mirrors w/ music sync, & retro arcade fun. Perfect for couples, birthday getaways or families seeking a peaceful Poconos stay w/ modern amenities.

Top guest favourite
The entrance features a cozy porch with wooden siding and large windows. Two bright red chairs adorned with colorful cushions sit on a patterned rug next to a small table. A bouquet of sunflowers adds a welcoming touch to the space.
Bungalow in Pocono Pines
4.95 out of 5 average rating, 215 reviews

The CABINette Getaway in Lake Naomi

Our charming cabin is a cozy little spot, nestled in the middle of the pristine Pocono Mountains in the premier platinum club Community of Lake Naomi. Our two bedroom house sleeps 6 and offers the perfect get-a-way for single travelers, couples or a family just a 1 ½ hour drive from Philly or NYC. Our house comes with a full kitchen, wifi, fire pit, a large front deck and a new sunroom that can be used to relax when it isn’t too cold out. The minimum to rent is 25. Township Registration #011242

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, 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.

Guest favourite
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, 220 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
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, 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 favourite
Cabin in Tobyhanna
5 out of 5 average rating, 102 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
The exterior of a modern chalet is surrounded by lush greenery, featuring large windows that highlight the interior space. A spacious front deck is visible, providing an inviting entryway. The gravel driveway leads to additional outdoor landscaping, enhancing the serene forest setting.
Chalet in Coolbaugh Township
4.92 out of 5 average rating, 101 reviews

Serenitie Chalet | Modern Poconos Escape w/Firepit

Step into our newly renovated, 3 bedroom/2bath chalet and you will be instantly transported to a place of calm and serenity. The home features a bright & airy Great Room with soaring ceilings, gorgeous hardwood floors, gourmet kitchen and a luxurious master suite. Enjoy treelined views from the stunning wall of windows, relax with a cup of coffee on our spacious deck or gather with friends & family in our cozy backyard retreat. This is the perfect place to relax, refresh and recharge.

Guest favourite
Chalet in Coolbaugh Township
4.95 out of 5 average rating, 229 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

Top guest favourite
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 favourite
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, 112 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 family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Coolbaugh Township

  • Total rentals

    1.6K properties

  • Nightly prices starting at

    £15 before taxes and fees

  • Total number of reviews

    72K reviews

  • Pet-friendly rentals

    830 properties allow pets

  • Rentals with a pool

    850 properties have a pool

  • Rentals with dedicated workspaces

    910 properties have a dedicated workspace

Destinations to explore