Vacation rentals with a pool in Coolbaugh Township

4.98 out of 5 average rating, 141 reviews

An outdoor patio area features a heated swimming pool and a 7-person hot tub, surrounded by lounge chairs and wooden picnic seating. A cozy seating arrangement is positioned under a shaded area, while colorful pool floats rest beside the inviting water.

Chalet in Pocono Summit

Summit | Lake | Chalet

Picture yourself in the coziest corner of the cottage. Reading a book, taking a nap while you're friends are just getting back from skiing. The hot tub's hot, something's cooking on the stove and everyone's starting to pour some wine in preparation for a relaxing weekend. Want to experience a modern day cabin where design sets the tone for comfort & minimalism? Welcome home. $200 pet fee , 2 pets maximum. 5th bed is in the open loft Pool is open for 23’ season Heated - at additional cost

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, 112 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

4.96 out of 5 average rating, 205 reviews

Cabin in Pocono Pines

Cozy Cabin*Firepit*Loft*Optional Lake Naomi ($)

This cozy cabin is perfectly positioned for everything the Poconos has to offer: 10 miles to Jack Frost/Big Boulder (epic pass), 10 miles to Camelback (ikon pass), hike Hickory Run State park or just stay in grill a meal, roast s'mores, cozy up and stream a movie or play your favorite board game. Temporary membership to the neighboring private Lake Naomi Club may be available for purchase for 7+ night stays (beaches,pools). Tobyhanna township: 25 years minum age to rent. Registration # 003832.

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, 82 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, 147 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!

4.98 out of 5 average rating, 101 reviews

Lake Chalet w/Hot Tub, Pool Table & Fire Pit

Cozy 3BR w/loft, 2 full bathroom cabin style chalet w/hot tub located in scenic Arrowhead Lake, has 4 beds w/2 sleeper sofas & is the perfect place to stay, year-round, with friends & family! Relax around the fire pit or enjoy coffee on the main deck! Chalet has a stocked kitchen & is w/in walking distance to one of the heated community pools. Community offers many amenities - lakes, swimming pools, beaches, gym & playgrounds. Camelback/Jack Frost/Big Boulder/Kalahari all within 20 minutes!

4.98 out of 5 average rating, 108 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

A spacious living room features wooden walls and a cathedral ceiling. Soft seating is arranged around a central coffee table, with a gas fireplace providing warmth. Large windows allow natural light to fill the space, while glass doors lead to the deck with forest views.

4.95 out of 5 average rating, 19 reviews

Peaceful Cabin At Arrowhead Lake

Take it easy at this unique and tranquil getaway. Our cabin is nestled in the heart of the Poconos in Arrowhead Lake, a 5 Star gated Community. As you enter the home you are embraced by the warmth of the wooden interior, the cathedral ceiling and large windows that allow you to feel part of nature. During hot months the central air provides a solice and on those cold nights in the fall and winter sit by the gas fireplace and enjoy the view of the great outdoors. Perfect for relaxing!

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.

4.87 out of 5 average rating, 149 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.

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

Welcome to your new home away from home. Take a dip in the pool, enjoy cooking on the BBQ grill, read a book in the gazebo or gather on the patio to enjoy the outdoors together. Inside there are also plenty of things to immerse yourselves in, a pool table and hockey table, comfortable spaces with TVs to watch your favorite movies and a jacuzzi! ✔ 3 Comfortable Bedrooms ✔ 2 ½ Bathrooms ✔ Fully Equipped Kitchen ✔ 33-foot Outdoor Pool ✔ Jacuzzi ✔ Pool Table ✔ Hockey Table ✔ Fire-pit

An aerial view showcases the community pool area, featuring a large, rectangular swimming pool with a smaller adjacent hot tub. Surrounding the pool are grassy areas and lounge chairs, providing a space for relaxation. The pool area is enclosed within a fence and includes amenities, enhancing the communal experience.

4.95 out of 5 average rating, 212 reviews

Escape| Free amenities | pool | beach | BBQ Hiking

☞ Community FREE Passes for all amenities ☞ 5-minute walking distance to Minisink Pool, playgrounds & tennis/pickleball courts. ☞ 3 Pools (Heated ) ☞ Relax on white sand lake beaches ☞ Private 10-person hot tub ☞ Private kayak ☞ Fully stocked kitchen ☞ King bed ☞ Parking ☞ 440 Mbps wifi ☞ 4 Smart TVs ☞ Pet friendly ☞ BBQ (gas) ☞ Self check-in ☞ Onsite washer + dryer ☞ Air conditioning 》25 mins to Kalahari, Camelbeach, Whitewater Rafting, Zip TreeVentures, waterfalls, etc.

4.91 out of 5 average rating, 109 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

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Coolbaugh Township rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 147 reviews

Home in Effort

Villa in the Sky - Best View of Pocono Mountains!

MichaelRating, 5 stars4 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!

Home in Coolbaugh Township

The living area features a cozy arrangement of navy sofas surrounding a wooden coffee table, with a natural stone fireplace as the centerpiece. A large smart TV is mounted on a wooden accent wall, and wooden beams extend upwards, enhancing the spacious feel.

4.96 out of 5 average rating, 23 reviews

Beautiful Lake Chalet! Amenity Filled - Sleeps 12

YazminRating, 5 stars4 months ago

Had a great time with the family! Easy check in and easy to find the house. Dev was also very responsive when messaging about anything. The house was beautiful and super clean! Definitely will love to book for the summer again here. Thank you! It was perfect for a great snow-tubbing weekend.

Home in Tobyhanna Township

A charming lakeside home is set against a sunset sky painted in shades of pink and purple. Snow blankets the ground, leading to the welcoming front porch adorned with an American flag. The lake can be seen in the background, enhancing the serene landscape.

4.93 out of 5 average rating, 122 reviews

Lake Escape - LAKEFRONT Home - Arrowhead

MariaRating, 5 stars2 weeks ago

We had an amazing stay at this beautiful cottage by the lake. The setting was peaceful and picturesque, with kayaks available to enjoy the water — such a nice touch! The house itself was clean, cozy, and full of charm. The basement was a highlight with tons of games and entertainment options, perfect for relaxing evenings. Michael, the host, truly went above and beyond. He was incredibly responsive and made sure we had everything we needed throughout our stay. I definitely plan on coming back and would highly recommend this place to anyone looking for a relaxing and fun getaway.

Home in Coolbaugh Township

4.95 out of 5 average rating, 147 reviews

Spacious Gateway / walk to pool & beach, Hot tub

LeahRating, 5 stars3 weeks ago

Stayed here for a retreat with the board of my college radio station. We had loads of fun even with the subpar weather. Sleeping arrangements were no issue even with 12 people, and the house's amenities (fire pit, hot tub, game room, grills especially) were of great use. Would absolutely choose to come back if we do the same trip next year :)

4.88 out of 5 average rating, 125 reviews

Home in Long Pond

Resort-style Living:Pocono Estate with pool/hottub

WandaRating, 5 stars1 week ago

Perfect for a Relaxing weekend with friends and Family

Home in Coolbaugh Township

A welcoming living area is set with two wooden-framed sofas, accented with checkered cushions. A wooden coffee table sits between them, while a stone fireplace adds warmth to the space. A round mirror hangs above the fireplace, and natural light filters in through a nearby window.

4.94 out of 5 average rating, 16 reviews

Cozy home near lake. Relax & recharge this summer.

KristenRating, 5 stars4 weeks ago

I had a fantastic experience staying at this Airbnb! The space was exactly as described, clean, stylish, and very comfortable. The host was incredibly responsive and welcoming, offering great local tips and making sure we had everything we needed throughout the stay. I’d absolutely stay here again and recommend it to anyone looking for a great Airbnb experience!

Home in Tobyhanna Township

A sunken living room features a cozy seating area with a pink couch and glass coffee table, framed by a decorative brick wall and a fireplace. A wooden staircase leads to the upper level, enhancing the home's open layout.

4.83 out of 5 average rating, 98 reviews

Cute Artist Chalet Getaway

RodneyRating, 5 stars1 month ago

We had an amazing wknd here in mid May! Erick’s place provided a much needed getaway from busy city life. One of my favorite moments was sitting in the back porch on a rainy morning having coffee and reading a good book. The place has 3 bedrooms and 1 and half bathrooms with the coolest sunken living room area ever. I was initially concerned at the lack of air conditioning in the bedrooms but that mountain air gets cool and crisp at night so A/C is not necessary. I will definitely be looking for Erick’s place next time I spend a wknd in the Poconos!

4.93 out of 5 average rating, 102 reviews

Home in Pocono Summit

Lakefront,Game room, with dock, close to Camelback

SarahRating, 5 stars2 weeks ago

I stayed here with 6 girls for my bachelorette trip and we had a great time. Location is great so much to do in the area and loved sitting out my the lake. Only thing I'd say is that the spillway is a little louder than I expected. I loved all the wildlife that we saw too.

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Condo rentals with a pool

Condo in East Stroudsburg

An indoor swimming pool features clear, blue water and well-maintained tile surroundings. Several lounge chairs are positioned along the perimeter, and natural light filters through the ceiling, contributing to a bright and inviting atmosphere.

4.67 out of 5 average rating, 15 reviews

Shawnee Village 2 bedroom Sleeps 6

ElonRating, 5 stars40 months ago

Tawny was a great host. She communicated with me throughout my stay to make sure things went smoothly. Her hospitality is 10/10 and would recommend booking with.

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, 145 reviews

Cozy Lake Front Condo on Big Boulder Lake.

DanielleRating, 5 stars5 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.

4.84 out of 5 average rating, 120 reviews

Lakefront 2 Bedroom Condo Lake Harmony

EvanRating, 5 stars4 weeks ago

A great spot for a getaway! Beautiful views and such a cozy place to stay.

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.

4.9 out of 5 average rating, 81 reviews

Lakeview Retreat: Pool/Lakefront! 10min 2 Raceway

Muhammad SaadRating, 5 stars2 weeks ago

We had a family trip and this place is awesome. It felt like home. Well maintained, clean and organized. Pool access is also good to have and its on the back of property. Overall I can't say how good the place is. Its too awesome.

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 stars59 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, 57 reviews

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

CortniRating, 5 stars1 week ago

Amy has an amazing property. Everything was beautiful, we had plenty of linens. We had a grill night and she had plenty of utensils (cutting board, knives, etc.) so we didn’t have to worry about buying those things, friendly community, steps away from the pool and the lake, I can’t recommend this place enough, thank you Amy!

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.

4.91 out of 5 average rating, 32 reviews

A Stone's Throw - Lake & Mountain Front Views

MichaelRating, 5 stars4 weeks ago

We truly enjoyed Sharon's place! Its very clean, with great surroundings and so many little thoughtful details. The balcony faces the pool which is very convenient. Rule pools are quite strict ( have to drop off pick up entry bracelets every time, no kids in warm pool/spa). Great restaurants nearby!