Vacation rentals with a pool in Coolbaugh Township

A spacious outdoor pool area features a large water umbrella fountain creating a playful splash effect. Clear blue water is surrounded by a textured pool deck, while vibrant greenery and a playground are visible in the background under a bright blue sky.

4.9 out of 5 average rating, 111 reviews

Pocono Chalet Getaway | POOLS, Hot Tub, KING Ste &

"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

Chalet in Tobyhanna Township

4.94 out of 5 average rating, 214 reviews

The Poconos House-Chalet in the Woods (Arrowhead)

The Poconos House is a small cozy two bedroom + loft, 1 bathroom chalet style house in the Poconos Mountains inside Arrowhead Lake Community. Rustic and quaint, yet with modern touches, The House is cool during the summer and cozy during the winter, and a great base for Poconos exploration. We renovated the interior and are excited to share our home! Please be respectful of our happy place that we worked hard on. (Please read Guest Access, house inside a community that requires additional fees)

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, 78 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.

4.99 out of 5 average rating, 146 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!

4.95 out of 5 average rating, 210 reviews

Nature Escape Resort | HotTub, Pools, Beach, Grill

Escape to this charming chalet in Pocono Lake, where relaxation meets adventure! Located in the beautiful Arrowhead Lake community (passes included), enjoy a private deck with a luxurious 10-person hot tub, a spacious BBQ grill & unwind by the fire pit in the backyard while relaxing in a hammock; Just a 3-min walk to the pool, & a private kayak for lake exploration. Minutes away from Kalahari, Camelbeach, Whitewater Rafting, Zip TreeVentures, etc. Your perfect escape for unforgettable memories!

4.88 out of 5 average rating, 198 reviews

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

Modern Townhouse * 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!

4.98 out of 5 average rating, 106 reviews

Home in Tobyhanna

Oak View: Vintage Fireplace, Sonos Sound, Firepit!

**Summer availability of our beautiful community pool and lake!** Welcome to Oak View, our light-filled Scandinavian-inspired dream getaway. We're thrilled to welcome you to our place and hope you'll love it as much as we do. A relaxing and peaceful place, Oak View offers lots of special touches, including a midcentury wood stove, in-ceiling Sonos speakers, huge sliding doors, outdoor firepit, and peaceful wooded views. Less than 20 minutes from indoor water parks, resorts, and state parks!

Cabin in Coolbaugh Township

An outdoor fire pit is surrounded by four wooden Adirondack chairs, arranged to create a cozy gathering space. Natural stone pathways lead to a modern home nestled among trees, while a spacious deck is visible in the background.

5 out of 5 average rating, 29 reviews

Luxury Family Cabin | HotTub | Sauna | ColdPlunge

Escape to our modern & cozy refurbished Poconos retreat. Accommodates 10 comfortably. A great getaway for two families with adults & children. Enjoy contrast therapy with the sauna/hot tub/cold plunge. Enjoy the games room, nature hikes, fishing, bikes, kayaks & more. Located in a gated community with lakes, beaches, pools, & playgrounds. Close to ski resorts, water parks & forest. Fully-equipped kitchen to gather & create memorable meals is easy. Ideal for anyone seeking tranquility & reset.

Cabin in Coolbaugh Township

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.

4.86 out of 5 average rating, 146 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.

Cottage in Coolbaugh Township

A fire pit area is surrounded by several white outdoor chairs arranged on a gravel pathway. The cottage is visible in the background, framed by trees in a natural setting. The ground is covered with mulch and scattered leaves, enhancing the rustic ambiance.

4.96 out of 5 average rating, 47 reviews

Cozy Cottage in Pocono Mt *Pet Friendly*

Nestled in the scenic Pocono Mountains, Windermere Cottage offers a cozy and tranquil escape from the hustle and bustle of everyday life. With its charming ambiance, rustic decor, and serene surroundings, this cottage is the perfect place to unwind and reconnect with nature. Enjoy easy access to skiing at Jack Frost Skii Resort, Big Boulder Ski Resort and Camelback. Many walking and hiking trails nearby, including Austin T. Natural Area and Hickory Run State Park. *Pet Friendly*

4.91 out of 5 average rating, 108 reviews

Mountain Mommas at Arrowhead - a Family Retreat

Mountain Mommas is a well appointed home aiming to make vacations easier especially for those traveling with littles! There are many family features such as a dual tv/playroom space, baby gates, a minicrib and a baby monitor. We love dogs and a dual large crate side table is onsite. The home has many smart features such as contactless entry, amazon echo dots, ac/heat mini splits, and a digital guest guide. The neighborhood is amenity packed! *see other details

5 out of 5 average rating, 108 reviews

Cabin in Tobyhanna

A-Frame Cabin: HotTub/Sauna•Fireplace+ Pool/Lake

*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!

Vacation rentals for every style

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Popular amenities for Coolbaugh Township rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.84 out of 5 average rating, 121 reviews

The basement game room features a pool table and a ping pong table, offering a spacious area for entertainment. A bright rug with colorful circles adds a playful touch, while a stylish sofa provides seating for relaxation after games.

Home in Tobyhanna

Birthday Paradise | Pool, Hot Tub & Game Zone!

FrancinaRating, 5 stars2 weeks ago

I recently stayed at this Airbnb and had a fantastic experience! The home was exactly as pictured—clean, comfortable, and thoughtfully decorated. It had everything I needed for a relaxing stay, from cozy bedding to a well-stocked kitchen. The neighborhood was quiet and safe, and I really appreciated how easy check-in was. The host was responsive and made sure I had everything I needed. I would absolutely stay here again and highly recommend it to anyone looking for a great place to stay!

4.98 out of 5 average rating, 147 reviews

Home in Effort

Villa in the Sky - Best View of Pocono Mountains!

MichaelRating, 5 stars3 months ago

My girlfriend and I stayed in Jonathan’s home for our Valentine’s Day weekend. The house was beautiful and the views were amazing. Jonathan checked in on us to see if we had everything we needed and recommend local restaurants and places to visit he even gave us the time we should wake up to enjoy the sunrise which we did. All in all the trip was a 10/10 and we can’t wait to return!

4.86 out of 5 average rating, 121 reviews

Home in Albrightsville

Woodland Mountain Summer Vacation Getaway

MaureenRating, 5 stars3 months ago

We had a great time. Plenty of space for everyone. The house was very comfortable and clean. Would definitely recommend especially if you are vacationing with a large group.

4.86 out of 5 average rating, 229 reviews

Home in Albrightsville

Private swimming pool,Hot Tube, A/C Game room.

OlgaRating, 5 stars1 month ago

Hello, my family and I were very grateful and delighted in Adam's house. It was very clean, tidy and very nice. It was a perfect few days of spending time with the family. Beautiful house. I recommend it

4.93 out of 5 average rating, 112 reviews

A wooden deck surrounds a round above-ground pool, offering seating for four on metal lounge chairs. Lush green grass and trees provide a natural backdrop, while the beige siding of the house adds a cozy touch to the outdoor space.

Home in Albrightsville

Big House, Private pool, Hot tub & Lots of privacy

GeomaraRating, 5 stars3 weeks ago

Had a great time at this home! The jacuzzi and pool were fantastic additions—perfect for relaxing. The home was spacious, offered plenty of privacy, and had a warm, inviting atmosphere.

4.8 out of 5 average rating, 129 reviews

An aerial view showcases a spacious home surrounded by lush greenery, featuring a 33-foot round swimming pool in the backyard. The inviting pool is surrounded by a deck, with lounge chairs positioned nearby, providing a serene outdoor setting.

Home in Tobyhanna

Cozy home for 10 ~ Private pool, BBQ, fire pit

EsteeRating, 5 stars3 months ago

We had a wonderful stay at this house. It was clean, spacious, very warm despite the cold, and had a terrific pool table and air hockey table. Our family relaxed and spent good time together.

4.88 out of 5 average rating, 120 reviews

Home in Jim Thorpe

Luxurious Oasis w/Hot Tub

JoannRating, 5 stars2 weeks ago

An absolutely beautiful home with every possible amenity, a wonderful host and what a nice location! What more could you want? Home was perfectly clean, every amenity listed was in perfect working order, and so much space for my family to move around!

4.83 out of 5 average rating, 207 reviews

Home in Lehman township

Poconos Gateway

DeniseRating, 5 stars4 weeks ago

We had a great time. Sergy was very helpful

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Condo rentals with a pool

A sparkling outdoor pool is depicted, with lounge chairs placed around its perimeter. Shade is provided by a large umbrella, while a picturesque lake and green hills are visible in the background. Several people can be seen enjoying the water.

4.79 out of 5 average rating, 144 reviews

Cozy Lake Front Condo on Big Boulder Lake.

DanielleRating, 5 stars4 months ago

Jackie's condo is spacious and welcoming. Beautiful lakefront property, minutes from Big Boulder. Close to all the local restaurants. Layout is larger than it appears on the listing. Felt right at home!

A landscaped pool area features a large swimming pool surrounded by lounge chairs and umbrellas. A small building houses amenities, with a peaceful lakeside view in the background. Greenery enhances the setting, creating an inviting environment for relaxation.

4.85 out of 5 average rating, 117 reviews

Lakefront 2 Bedroom Condo Lake Harmony

WhitneyRating, 5 stars1 month ago

An amazing lakefront property. Great for hiking, adventuring, and skiing in the winter. I would stay again.

The outdoor pool area features a spacious pool surrounded by lounge chairs and shaded umbrellas. A hot tub is positioned nearby. Lush greenery and scenic lake views are visible in the background, offering a serene atmosphere for relaxation.

4.95 out of 5 average rating, 78 reviews

Lakeview Retreat: Pool/Lakefront! 10min 2 Raceway

MichelleRating, 5 stars1 month ago

Communication was excellent, place was clean, well stocked with everything we needed for a short stay. The lake was pretty, the weather was a tad chilly but view of lake was really nice!

Condo in East Stroudsburg

An indoor swimming pool is shown, featuring two lanes and a shallow area. White lounge chairs line the sides, providing seating for guests. Natural light enters through overhead windows, brightening the space. Wall-mounted lighting enhances visibility in all areas.

4.38 out of 5 average rating, 8 reviews

Wyndham Shawnee Village Poconos Condo Resort

SantaRating, 5 stars58 months ago

Just want to said is a nice house and very clean we had a great time because we love to BBQ and the pool and we BBQ next to the pool it was nice to see the kids from outside the pool we would love to go back next year

5 out of 5 average rating, 56 reviews

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

DominiqueRating, 5 stars1 day ago

We had the best time, and this was the absolute perfect spot! Clean, comfortable, perfect location with beautiful views and easy access to the pools and hot tub! Amy was incredibly responsive and helpful. 10/10 recommend and would visit again!

A serene pool area is framed by lush greenery and mountains, showcasing sun loungers and umbrellas. Nearby, a comfortable living space features a cozy fireplace and stylish decor. A lovely bedroom offers soft bedding and artistic wall accents, while a table on the patio overlooks the lake.

4.9 out of 5 average rating, 30 reviews

A Stone's Throw - Lake & Mountain Front Views

SapnaRating, 5 stars3 weeks ago

Me and my friends stayed in this property to celebrate bachelorette. The property is at perfect location and it was such a peaceful place to stay. I’d recommend this place for peaceful vacation.

Condo in East Stroudsburg

A scenic view of a winding river cutting through lush green hills is presented. A couple stands on a rocky outcrop, overlooking the expansive landscape dotted with trees under a bright blue sky, conveying a sense of tranquility and connection to nature.

5 out of 5 average rating, 3 reviews

Shawnee Village, PA, 2 Bedroom Fairway #3

LorettaRating, 5 stars53 months ago

Great place! Loved the location! Everything needed to make our stay comfortable! Will definitely be back soon!