Holiday rentals with a pool in Coolbaugh Township

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.

4.9 out of 5 average rating, 123 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

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.

4.95 out of 5 average rating, 232 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!

Cabin in Coolbaugh Township

An outdoor space features dark wooden adirondack chairs arranged around a circular stone fire pit, with a cabin backdrop and trees surrounding the area. Twinkling string lights are visible above, with a soft pink and purple sky creating a serene evening atmosphere.

4.99 out of 5 average rating, 103 reviews

Walk to Lake~Modern & Cozy Cabin w/Hot Tub

El Ranchito Poconos is featured as 1 of 20 best cabins in: Stay: Best Cabins of the East Coast ||Coffee Table Book Enjoy the perfect setting for a restful retreat in this Pocono Lake cabin! Nestled in Arrowhead Lake community, this 2-bedroom, 1-bathroom cabin offers a stunning modern interior and access to resort amenities like multiple pools and 4 beaches. After a day out, soak in the hot tub or relax by the fire pit. With plenty of amenities, there is no better place for your next adventure!

The living area features a cozy seating arrangement with a white sectional sofa and two light-colored armchairs. A stone fireplace serves as the focal point, complemented by wooden paneling. A round coffee table is set with snacks, while natural light streams through large windows.

4.98 out of 5 average rating, 152 reviews

Cinderloch Chalet -Modern Living in the Poconos !

Welcome to @cinderlochchalet ! Stay with us at our fully renovated modern Chalet in a private amenity filled community. The 3br,2 bath home is located within the gates of the Arrowhead Lake Community in the Pocono Mtns. Within minutes of the cabin you will find 2 lakes with 4 beaches, 3 pools (as available), 8 playgrounds,and a community lodge.We are also within 10-30 minutes of Jack Frost/Big Boulder, Kalahari, Camelback, Pocono Raceway and Mt Airy Casino. We look forward to hosting you!

4.99 out of 5 average rating, 204 reviews

Cabin in Albrightsville

Your Cozy Stay Awaits; A 50s Mtn Chalet w/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.

4.99 out of 5 average rating, 109 reviews

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

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.

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.

5 out of 5 average rating, 115 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!

5 out of 5 average rating, 109 reviews

Cabin in Tobyhanna

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.

The exterior of the modern chalet is showcased, featuring a large front deck with steps leading up to the main entrance. A natural stone pathway and lush greenery surround the home, while oversized windows reflect the surrounding forest.

4.95 out of 5 average rating, 232 reviews

Hot-tub | pool table | fireplace | ski | Camelback

☞Community Fees included ☞Private 10-person hot tub ☞Fireplace ☞Full pool table, ping-pong topper, arcade infinite table, board games ☞Firepit (wood included) ☞High-speed Wi-Fi ☞Fully stocked kitchen ☞BBQ grill ☞7 Mins to Austin T. Natural Area/hiking trails, waterfalls ☞20-30 mins to Kalahari water park, Camelback zip lines & (ski & snow tubing), Pocono Daytripper Wine Trolley, Jack Frost & Big Boulder ski Mountains, etc. ☞Pet friendly ☞Self check-in ☞King bed ☞On-site washer + dryer

4.95 out of 5 average rating, 110 reviews

Home in Tobyhanna

Insta-Worthy Retreat: Sauna|HotTub|Fire Pit

Welcome to Skylight Chalet: Escape to our serene A-frame cabin located in the tranquil woods 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.

Townhouse in Tannersville

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.

5 out of 5 average rating, 224 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!

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.

4.92 out of 5 average rating, 115 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 rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 168 reviews

A spacious living area is highlighted by a large, inviting sectional sofa adorned with decorative pillows. Natural light floods the room through expansive windows. A dining area with a modern table and colorful chairs complements the bright, airy atmosphere, while a staircase adds architectural interest.

Home in Tobyhanna

Modern Home in ❤️ Poconos Camelback Lake 🎣 🏊‍♂️ 🎱

4.95 out of 5 average rating, 304 reviews

Home in Pocono Summit

Nadine Serene Cabin - Ski, Soak, Relax

Home in Coolbaugh Township

4.96 out of 5 average rating, 26 reviews

Warm fires, cool air, holiday bliss!

4.94 out of 5 average rating, 117 reviews

A light-filled living area features a spacious gray sofa positioned across from a black armchair. A wooden coffee table sits in the center, complemented by a lamp on a side table. Two large windows allow ample natural light, and simple decor enhances the open layout.

Home in Pocono Lake

Cozy Home Arrowhead Lake Community, pet friendly

4.92 out of 5 average rating, 195 reviews

An outdoor space features a wood barrel sauna set among autumn foliage. Black, Adirondack-style chairs surround a circular firepit with flickering flames, creating a cozy gathering area. The sauna is minimally designed with a wooden exterior and a single door.

Home in East Stroudsburg

Sauna | Movie Theater | Hot Tub | Dogs OK |Firepit

4.87 out of 5 average rating, 275 reviews

A spacious living area features a stone fireplace and large windows overlooking Lake Larsen. Comfortable seating is arranged on warm wooden floors, leading to an inviting outdoor deck with a dining table and umbrella. Natural light enhances the relaxing ambiance.

Home in Gouldsboro

Lake Front Retreat in the Poconos * King Bed*

4.99 out of 5 average rating, 151 reviews

An outdoor deck features comfortable lounge furniture in shades of blue, surrounded by lush greenery. A stock tank pool is seen, offering a relaxing spot. Soft gravel pathways lead to various seating areas, creating a serene outdoor retreat on the property.

Home in Stroudsburg

Simply Serene: Wild West City, 4 acres of privacy

4.87 out of 5 average rating, 122 reviews

A cozy outdoor fire pit area is surrounded by inviting Adirondack chairs. Soft string lights create a warm ambiance, while stone steps lead to the back of the house, showcasing large windows and outdoor seating. Lush greenery enhances the serene setting.

Home in Long Pond

Serene Whitetail Retreat, Entertainment Galore!

Apartment rentals with a pool

A dining area features a wooden table surrounded by six high-backed chairs. Natural light streams through large sliding glass doors, highlighting the muted green walls and simple floral decor. Soft drapes frame the windows, adding a touch of elegance to the space.

4.8 out of 5 average rating, 148 reviews

Cozy Lake Front Condo on Big Boulder Lake.

4.83 out of 5 average rating, 18 reviews

Waterfront Serenity | Ski-Side Lakefront Getaway

The image depicts a calm lake under a clear blue sky. Gentle waves ripple across the water, reflecting the surrounding landscape, including distant trees and buildings along the shoreline. A few clouds are visible scattered in the sky, contributing to the serene atmosphere.

4.83 out of 5 average rating, 129 reviews

Lakefront 2 Bedroom Condo Lake Harmony

A ground floor covered patio features comfortable Adirondack chairs and a propane grill. A blue area rug lies beneath, and the outdoor space offers views of the pool and Big Boulder Lake beyond, framed by green trees and a clear blue sky.

4.92 out of 5 average rating, 96 reviews

Lakeview Retreat: 2 min to Ski, Fireplace

Apartment in East Stroudsburg

A series of wooden structures are positioned on a hillside, surrounded by trees. An expansive green field lies in the foreground, with a golf cart visible near the edge of the grass. The sky is clear with a few scattered clouds.

4.75 out of 5 average rating, 4 reviews

Shawnee village, Poconos timeshare

A large window frames a serene view of Big Boulder Lake, with lush greenery in the foreground and colorful boats visible on the water. Sheer curtains softly diffuse the natural light, adding a gentle brightness to the cozy living space.

4.98 out of 5 average rating, 66 reviews

Midlake Magic. Lakefront, Ski, Hike, Beach, Pool

4.91 out of 5 average rating, 43 reviews

2BR Lakefront Condo Big Boulder Ski Mountain View

Apartment in East Stroudsburg

A panoramic view showcases lush green mountains surrounding a winding river below. The landscape features a mix of rolling hills and dense foliage under a bright blue sky, with scattered clouds adding depth to the serene scene.

4.88 out of 5 average rating, 8 reviews

Shawnee Village, PA, 2 Bedroom King Depuy #1

Other holiday rentals with a pool

Home in Coolbaugh Township

A spacious living area features a stone fireplace as a focal point, surrounded by large windows that provide natural light. Seating includes a comfortable sofa set and a wooden dining table with several chairs. Sliding doors lead to an outdoor deck area.

4.92 out of 5 average rating, 13 reviews

Chalet de Coho: A Pocono Lake Arrowhead Retreat

4.98 out of 5 average rating, 89 reviews

The living room features a spacious leather sofa adorned with patterned pillows. A wooden coffee table displays decorative items, while a large ceiling fan provides airflow. Natural light enters through multiple windows, highlighting the open staircase and the tasteful decor throughout the room.

Home in Gouldsboro

Serene & Fun Family Gem ~ Hot Tub & Theater Room!

The exterior of a chalet is showcased, featuring a brown wooden facade and an angled roof. A wooden deck is visible with outdoor seating arranged around a table. Lush greenery surrounding the property creates a natural, tranquil setting.

4.88 out of 5 average rating, 82 reviews

5 Min Walk to Lake - Lucky Arrow Lakehouse

Cabin in Coolbaugh Township

The living room features a cathedral ceiling with a wooden finish, complemented by large windows that provide abundant natural light. Comfortable brown seating is arranged around a central wooden coffee table, with a stone fireplace set against a wall, creating a cozy gathering space.

4.93 out of 5 average rating, 85 reviews

Pocono Family Cabin in Arrowhead Lake Community

A spacious living room features a high vaulted ceiling with wooden beams. A large brick fireplace is the focal point, surrounded by comfortable seating. Natural light filters through the windows, while a cozy throw adds warmth to the inviting atmosphere.

4.8 out of 5 average rating, 82 reviews

Hot Tub, Lake, Beach and Hiking!

4.97 out of 5 average rating, 30 reviews

An outdoor space is visible, featuring a wooden table set for dining, surrounded by dark chairs. A firepit is positioned nearby, with firewood stacked along one side. The cabin is framed by tall trees, illuminated by string lights, creating a warm ambiance.

Cabin in Tobyhanna

NEW! Modern Cabin | Hot Tub, Firepit, Country Club

Cabin in Coolbaugh Township

An open-concept living area features a spacious sectional sofa positioned around a low coffee table. A wall-mounted gas fireplace adds warmth, while large windows provide views of the outdoors. Natural light fills the space, enhanced by a wooden ceiling and neutral decor.

4.92 out of 5 average rating, 24 reviews

4BR | Hot Tub | Karaoke | Close to Skiing