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.

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 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.

4.96 out of 5 average rating, 264 reviews

A charming A-frame cabin is nestled among towering trees, with a porch invitingly positioned at the front. Natural light streams through the surrounding foliage, creating a serene atmosphere. The gravel driveway leads to the entrance, emphasizing the cabin's rustic appeal.

Cabin in Hamlin

Mid-century A-frame nestled amongst the trees

This little A-frame is a mid century dream nestled among the trees in the Pocono Mountains of Northeastern Pennsylvania and is within a few minutes walk to the lake. Beautifully and loving curated, filled with mid- century furniture, lots of art, books and records. A highlight of the cabin is the upstairs bathroom, featured in Condé Nast, Houzz and West Elm, it's a Pinterest dream come true. Come take a soak in our beautiful soaker tub among the trees. 2 hours from NYC.

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

Free amenities | pool | beach | BBQ | hiking kayak

☞ 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

5 out of 5 average rating, 111 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!

4.88 out of 5 average rating, 262 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*

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.

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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

4.94 out of 5 average rating, 32 reviews

The property is surrounded by lush greenery, with a stunning lake reflecting hues of pink and purple from the sunset. The design of the home is complemented by large windows, offering picturesque views of the serene waters and trees in the vicinity.

Home in Pocono Summit

Kalahari I Lake Access I Pool I Beach I PlayArea

TreyRating, 5 stars5 days ago

This place was gorgeous …right on the lake with SO MANY thoughtful touches like games, kayaks, a fire pit, BBQ, outdoor seating areas and located right next to a park and beach …for this region a very special place and experience.

4.95 out of 5 average rating, 288 reviews

A private hot tub is nestled on a stone patio, surrounded by chairs and a table. A green lawn and wooded area provide privacy, while the cabin's exterior features large windows allowing natural light to enter. Relaxation areas are set up for outdoor enjoyment.

Home in Pocono Summit

Nadine Serene Cabin - Hike, Soak, Relax

KelseyRating, 5 stars2 days ago

Great stay for our 3 person family. Quiet neighborhood with great amenities.

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.

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 stars4 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.

The main living area features a high, wooden ceiling that complements the large triangular windows, allowing natural light to flood in. A cozy seating arrangement sits adjacent to a stone fireplace, and a dining table is visible in the background.

4.97 out of 5 average rating, 37 reviews

Eudaimonia: 3 bedroom Chalet (New Construction)

DavidRating, 5 stars3 days ago

This place was incredible and exceeded our expectations for a family of 4 with two small children of a toddler and newborn. The place was beautiful, spacious, and had everything we needed there for us. Christina was extremely accommodating to all our requests and always responded very quickly. The community is amazing there is multiple beaches and pools nearby. Was so a fun family trip and well 100 percent be coming again next year. Highly recommend!!

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 stars1 month 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!

4.95 out of 5 average rating, 96 reviews

A serene outdoor space showcasing a wooden dock extending into the calm lake, with kayaks positioned nearby. Two adirondack chairs are placed on the grassy area, surrounded by lush trees, offering a peaceful spot to enjoy the lakefront view.

Home in Tobyhanna

Lakefront House Panoramic sauna Amazing Views Kayk

CarolRating, 5 stars10 months ago

A very clean, comfortable and well equipped place! we had peaceful family time kayaking, enjoying the view of the water, and it was also cool enough to enjoy the sauna! Great wifi to also do some work calls as well. Kitchen and grills well equipped for simple enjoyable family cooking and meals. The projector TV was great for family movie night. Fire pit was beautiful for s'mores. Bathrooms w great hot water/water pressure. Beds comfortable! We would love to return. We were very happy at the home and thus we did not try any community amenities. Hosts were responsive!

A sandy beach area is depicted with a white lifeguard chair positioned prominently in the foreground. The calm water reflects the bright sun, surrounded by trees and distant hills under a clear blue sky.

4.85 out of 5 average rating, 75 reviews

Arrowhead Lake Home

SandraRating, 5 stars2 weeks ago

Our little family of four just spend a weekend at Christopher’s and we felt right at home. The place is large, beautiful and in a great community with amenities. Note that you have to bring your own linens and towels and pay community fees, which was all clearly explained in the listing. We loved our stay and will be back!

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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 stars1 month ago

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

A private balcony is shown, featuring a round table with metal mesh chairs and red cushions. A propane grill is positioned nearby. The view overlooks a tranquil lake surrounded by greenery and a shared outdoor pool area, providing a peaceful retreat.

4.86 out of 5 average rating, 76 reviews

Big Boulder Lake Retreat: Pool & Lake Steps Away!

ScherleyRating, 5 stars1 month ago

We stayed here for Memorial Day weekend! The view of the lake, mountain, and pool from the balcony was absolutely stunning and peaceful. The condo looks exactly like the pictures and even better. We rented a boat and went fishing on the lake which was very relaxing. The kids loved the pool and all the activities at the Boulder Lake Club. Megan and Duane are amazing hosts. Great communication from the time of booking until checkout. Very helpful and accommodating. The condo was very clean and nicely stocked with everything needed. We truly enjoyed our stay and can't wait to go back!!! Thanks Megan and Duane for an amazing stay!!

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

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 stars1 month 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!

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!