Vacation rentals with a pool in Coolbaugh Township

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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 favorite

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.

Chalet in Coolbaugh Township

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!

Superhost

A spacious cabin interior features light wood floors and bright, natural lighting from large windows. A modern kitchen showcases stainless steel appliances and a central island with seating. A wooden dining table and elegant spiral staircase add warmth and a sense of openness to the design.

Cabin in Pocono Summit

4.93 out of 5 average rating, 151 reviews

The Hummingbird Cabin | Pocono Mountains Oasis

Welcome to The Hummingbird Cabin, where modern style meets sequestered oasis. Unwind and relax at this thoughtfully designed cabin and take delight in the simple joys life has to offer. Whether in the hot tub under the stars or on the sofa next to the fireplace, you will find yourself in a total state of serenity. Enjoy a glass of wine with friends and let the memories begin. Just a short drive to ski mountains, trails, lakes and endless outdoor activities, look at our guidebook for local recs.

Top guest favorite

An outdoor swimming pool is surrounded by lush green trees. Blue lounge chairs are placed neatly around the pool, which features clear water and marked lanes. A bathing area is also visible, along with a basketball hoop on the far side.

Cabin in Gouldsboro

4.99 out of 5 average rating, 101 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

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

4.87 out of 5 average rating, 215 reviews

Included Daily Access Boulder Lake/Pool * Hike

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 favorite

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, 107 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 favorite

A private hot tub is showcased, with calm water reflecting the surrounding atmosphere. Soft string lights illuminate the outdoor firepit area, featuring wooden Adirondack chairs arranged around it, offering a cozy setting for relaxation.

Chalet in East Stroudsburg

4.98 out of 5 average rating, 250 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.

Guest favorite

A collage of images showcases various features of the cabin. Elements include a spacious living area with comfortable seating, a game room with a pool table and movie screen, a backyard with lounge chairs and a hot tub, and a community pool surrounded by greenery.

Cabin in Coolbaugh Township

4.87 out of 5 average rating, 155 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 favorite

Chalet in Coolbaugh Township

4.95 out of 5 average rating, 226 reviews

Hot tub | hiking | Kayak | waterfall | zipline

☞ 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

Guest favorite

A swimming pool is visible featuring multiple lanes marked by floating lane dividers. Surrounding the pool, umbrellas provide shade for lounging chairs. Lush trees create a natural backdrop, while a building with restrooms is situated to one side.

Home in Pocono Lake

4.94 out of 5 average rating, 113 reviews

Cozy Home Arrowhead Lake Community, pet friendly

Arrowhead Lake Community. Cozy cottage in Arrowhead offers 4 beaches with picnic areas and playgrounds, 3 heated pools one which is handicap accessible, Canoes, Kayaks, Paddle boards, and Bikes will be available to rent for a 2-hour period for $20. Pools will be open for Memorial Day Weekend (Saturday, Sunday & Monday). Pools will only be open on weekends (Saturday & Sunday) until mid-June when they will be open daily, The gym is open 5 am - 10 pm daily.

Guest favorite

Chalet in Coolbaugh Township

4.92 out of 5 average rating, 109 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!

Superhost

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

4.87 out of 5 average rating, 270 reviews

Lake Front Retreat in the Poconos * King Bed*

Our single level lake home awaits your family's memories. Our 3 bedroom, 2 bathroom lake home accommodates up to 6 guests. Lake Larsen can be viewed from any point in our home. A King bed is provided in the master bedroom. Relax, Play, and Enjoy. Our home is located in the 5 * star community of Big Bass Lake. The town of Gouldsboro provides for a country setting, however it is very close to many of the Pocono's attractions.

Guest favorite

The exterior of the cabin is highlighted with a wooden deck, framed by trees. An inviting open space is visible in the backyard with a fire pit surrounded by seating options, ideal for outdoor gatherings. A serene creek flows peacefully nearby, enhancing the natural setting.

Cabin in Coolbaugh Township

4.91 out of 5 average rating, 103 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