Holiday rentals with a pool in Jackson Township

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, 100 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!

4.95 out of 5 average rating, 156 reviews

An open living area features a large modular couch positioned around a circular coffee table. A modern kitchen with white cabinetry is visible, complemented by a dining area with a light fixture above. Natural light streams through skylights and sliding doors leading to an outdoor space.

Home in Henryville

Rustic Private Ranch w/ Saltwater Pool & HotTub!

Escape to our newly remodeled secluded Modern Ranch home nestled in the heart of the Pocono Mountains! This luxurious 4 bedroom 2 bathroom retreat boasts, a living area and a smart gym with Peloton & Lululemon Mirror. Relax in the spacious outdoor patio, outdoor dining area, & private lounge. Kickback around the reclaimed steel firepit under the stars. Book your getaway now and reconnect with nature in style. Smart Gym Includes Lulu Lemon Smart Mirror + Peloton Roku Smart 4kTV in every room!

5 out of 5 average rating, 204 reviews

The spacious living area features a large green sofa, two cozy accent chairs, and a rustic coffee table made from natural wood. A stone fireplace adds warmth, while soft lighting and large windows enhance the inviting atmosphere.

Home in East Stroudsburg

Themed| Lake | Pool | Hot Tub | Movie Screen

A truly unique stay in the Pocono Mountains, home to rolling mountain terrain, breathtakingly beautiful waterfalls, thriving woodlands, + 170 miles of winding river. Created with the “ultimate night in" experience in mind, guests can sip wine under the stars in a private hot tub, + enjoy movies on their own 135" movie screen equipped w/ the world's first LED 4K gaming projector. Enjoy themed bedrooms and experience a stay where the forest takes you away as you stay in ultimate comfort + luxury.

4.99 out of 5 average rating, 149 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

✨IT'S ALL ABOUT FINDING THE CALM IN THE CHAOS ✨ & making memories .. 🌿4 ACRES OF PRIVACY, TRANQUILITY & WILD WEST CHARM 🌿4 COZY BEDROOMS • 3000+ SQ FT OF PURE FUN 🏡Modern Custom Designed Retreat in the Heart of the Poconos - Stunning Nature & Wildlife yet Minutes from All Major Poconos' Attractions 💖Perfect for Any Group Size - From Romantic Getaways, to Family Reunions, Special Occasions, OR Relaxing with Friends & Loved Ones ⭐Over 100 Indoor & Outdoor FUN Activities for All Ages ⭐

A spacious living room features wooden walls and a high ceiling with exposed beams. A comfortable seating area includes dark leather couches and a rustic wooden coffee table. A wood-burning fireplace adds warmth, while large windows allow natural light and views of the surrounding greenery.

4.86 out of 5 average rating, 169 reviews

Ski-On/Off Camelback, Snowtubing, Pool, Waterparks

Welcome to my Townhouse located on Camelback Ski Mountain in the Poconos. The house location is only 150ft away from the Ski Slopes entrance and only a few minutes away from all the Attractions located on Camelback Mountain.Enjoy a nice relaxing getaway in my all year around house and take advantage of all the attractions the poconos has to offer like Aquatopia Waterpark, CBK Mountain Adventures, Camelbeach Waterpark, Kalahari Waterpark, Mt Airy Casino, Paintball, Rafting and Shopping Outlets

5 out of 5 average rating, 106 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.

An open-concept living area features a large sectional couch arranged around a coffee table. A stone fireplace serves as a centerpiece, with a mounted television above it. Expansive windows allow natural light to fill the space, offering views of the surrounding nature.

4.96 out of 5 average rating, 249 reviews

EASTSKY CHALET - Comfort, Privacy, Knockout Views!

One of few homes that boasts a huge Wall of Windows that open to views of Camelback Mountain and the nature outside. The house is set back just a bit for that extra privacy. This Mountain Home features 3 master suites with full bathroom with each bedroom. Cozy enough for couples yet spacious enough for families and friends. Winter mountain views from every room in the house. Nicely stocked kitchen and gas BBQ grill on the deck. Minutes away from everything you’d come to the Poconos for.

Chalet in East Stroudsburg

Large windows allow natural light to illuminate the open living space, featuring a sectional leather sofa, a round wooden coffee table, and a stone fireplace with a wood stack. A dining area with an elegant table is visible in the background, framed by greenery.

4.96 out of 5 average rating, 192 reviews

The Blue Forest Chalet: Hot tub/Firepit/Hike/Kayak

Welcome to the Blue Forest Chalet! This newly remodeled home perfectly blends chic with woodsy for the ultimate Pocono Retreat. Whether you come for adventure or just to relax, we have you covered. Unwind and indulge in an art-filled bathroom with a Japanese soaking tub or sit outside and watch the deer roam by from your private hot tub. Located in the heart of the Poconos, just minutes from excellent Hiking, Skiing, Swimming, Kayaking, Fishing, Shopping, Restaurants, Waterparks, and more.

A spacious living room features a wood-burning fireplace and a large wall-mounted TV. Comfortable sofas are arranged around a central coffee table, creating an inviting gathering space. Natural light filters through expansive glass doors, revealing views of the outdoor scenery.

4.93 out of 5 average rating, 194 reviews

Cozy Camelback Townhome - Ski In/Out Amazing View!

Welcome to High Pass Lodge! Freshly renovated & conveniently located on top of Camelback Mountain, within walking distance ski-in/out. Indoor heated pool, sauna, hot tub, & more for guests to enjoy (included with your stay). Close to Water Parks, Big Pocono State Park, Breweries, Casinos, Pocono Raceway, Shopping Outlets, Restaurants, & more activities for any season! Enjoy the breathtaking views from the deck while grilling, or cozy up in front of the living room fireplace, and Roku TV.

4.88 out of 5 average rating, 102 reviews

A spacious living area features large windows that provide ample natural light and views of the greenery outside. A comfortable sectional sofa is adorned with decorative pillows, and a wooden coffee table sits in the center, topped with a small arrangement of plants. A telescope is positioned near the window.

Home in Tannersville

Luxurious mountain beauty with all the amenities

Beautiful updated mountain townhouse in The Village at Camelback. All amenities included. Guests can enjoy hotel quality luxury towels and high thread count linens, flat screen smart TVs in every room, DVD player and XBox 360, wood burning fireplace, jacuzzi bathtub, board games, and fully stocked kitchen. Just a short 2 minute walk to skiing and snow boarding slopes. Guests can also drive to the snow tubing hills, indoor/ outdoor waterparks, casino, indoor pool, gym and rec. center.

4.92 out of 5 average rating, 200 reviews

The living room features large windows that allow natural light to fill the space. A comfortable sectional sofa and armchair provide seating, complemented by a coffee table. A smart TV is positioned on a media console, with snowshoe decor adorning the walls.

Chalet in Albrightsville

Beautiful Peaceful Chalet

New 7 SEAT HOT TUB! In the heart of Pocono Mountains a newly renovated, modern, spacious & family-friendly chalet in an amenity filled community Private 3000sqft 4bed3bath home located on 1.5acres backing up to a nature preserve Enjoy the sauna, hot tub, game room, fireplace, fire pit We are in a community with 5lakes, 3beaches, fishing lake, 2pools, playgrounds, tennis & basketball courts Minutes from bird watching, hiking, wineries, skiing, indoor water parks, golfing & casinos

4.95 out of 5 average rating, 101 reviews

An open-concept kitchen and dining area displays a large wooden table covered with a red and black checkered tablecloth. The stylish kitchen features wooden cabinets and stainless steel appliances, while a cozy living area is visible, adorned with a Christmas tree and holiday decorations.

Cabin in Albrightsville

Poconos Treehouse Cabin|Hike|Bike|Lake|Relax

Hike, Bike, Kayak, Fish, Relax...Create memories in the Poconos surrounded by nature's wonder! Minutes from Jim Thorpe, Hickory Run/Lehigh Gorge State Parks, Pocono Raceway, Kalahari, Jack Frost & more! Nature's Wonder Treehouse Cabin is located in a private lake community offering outdoor fun & wildlife at your doorstep! Our peaceful, modern, & well-appointed cabin is perfect for your family vacation, remote work locale, girl's trip, outdoor retreats etc. Endless fun awaits!

Popular amenities for Jackson Township rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 302 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

4.98 out of 5 average rating, 122 reviews

An indoor heated pool is featured, with crystal-clear water reflecting the overhead light. Lounge chairs are positioned along one side, and a mural depicting mountains sets a calming backdrop. Large windows allow natural light to illuminate the space while overlooking the outdoor area.

Home in Long Pond

!*Heated Indoor Pool!* Modern HUGE 5BA/6BD House*!

4.97 out of 5 average rating, 177 reviews

A spacious mountain home is framed by lush greenery, featuring a combination of wooden and stone elements. Large windows reflect the surrounding landscape, and a manicured lawn provides an inviting outdoor space. Tall trees create a natural backdrop, enhancing the peaceful setting.

Home in Lake Harmony

Mountain & Lake Escape w/ Hot Tub & Free Massages!

4.85 out of 5 average rating, 123 reviews

Home in Long Pond

Poconos Getaway/HOT TUB/near a lake

4.85 out of 5 average rating, 136 reviews

A well-lit outdoor deck features a hot tub illuminated with soft red lighting. Nearby, a gazebo draped with curtains is adorned with string lights, creating a cozy ambiance. Wooden furniture, including a red rocking chair, complements the relaxing setting.

Home in Albrightsville

Unique Mountain Cottage, Hot Tub,Game Room,CentrAC

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*

4.87 out of 5 average rating, 119 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!

4.85 out of 5 average rating, 118 reviews

The living room features high ceilings and large windows, allowing for ample natural light. A stone fireplace serves as a focal point, flanked by modern furniture including two armchairs and a coffee table. The space opens to a dining area in the background.

Home in East Stroudsburg

HUGE Poconos Mansion w Hot Tub, Game Room, FirePit

Condo 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

Autumn Escape -Waterfront Serenity Condo

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

A scenic view of a lake under a soft purple sky illustrates natural beauty. A well-furnished outdoor seating area with wood grain tabletops is visible in the foreground, complemented by surrounding greenery. The image also features cozy sleeping arrangements with vibrant bedding.

4.9 out of 5 average rating, 42 reviews

Fall Escape: 2BR Condo Near Hiking & Jim Thorpe

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

Condo 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

Condo in East Stroudsburg

5 out of 5 average rating, 3 reviews

Shawnee Village, Poconos, PA.-2Bd

Other holiday rentals with a pool

5 out of 5 average rating, 33 reviews

An inviting fire pit is surrounded by eight Adirondack chairs, situated by the lake. Soft outdoor lighting illuminates the scene as the sun sets, casting warm hues across the sky. A wooden deck can be seen in the background, nestled among trees.

Home in East Stroudsburg

Poconos Lakefront | Hot tub/Sauna, Firepit, Kayaks

4.78 out of 5 average rating, 9 reviews

An aerial view showcases a spacious property enveloped by lush greenery. The home features a private pool and sportscourt, alongside diverse outdoor amenities including a kids' playground, BBQ area, and a landscaped yard for outdoor activities.

Home in Stroudsburg

Sleeps 14! Pool Hot Tub Sauna Pickleball Arcade

Cabin in Coolbaugh Township

The exterior of a modern cabin is seen surrounded by snow-covered ground and tall trees. The dark wooden structure features large windows, allowing for natural light to fill the interior. A welcoming porch with several chairs invites relaxation amidst the serene woodland setting.

4.97 out of 5 average rating, 62 reviews

Luxury Family Cabin | HotTub | Sauna | ColdPlunge

5 out of 5 average rating, 81 reviews

An open living space features a comfortable sectional couch facing a mounted television. A wooden dining table with seating is positioned nearby. Large windows allow natural light to fill the area, with views of the deck and surrounding trees visible through glass sliding doors.

Cabin in Tannersville

2 Master BDRM, 2 Min to Camelback - Sleeps 10

A spacious living area features large windows that bring in natural light, with views of the outdoor surroundings. Comfortable blue sofas are arranged around a wooden coffee table, and decorative cushions add pops of color. Artwork adorns the walls, complementing the modern design.

4.99 out of 5 average rating, 74 reviews

*Glamorous Getaway* Stay on TOP of Camelback Mtn

4.91 out of 5 average rating, 69 reviews

An aerial view captures the Villa surrounded by lush greenery, showcasing a spacious outdoor deck leading to a sparkling pool. A pathway meanders through the property, while the inviting architecture blends with the natural landscape.

Home in Stroudsburg

!Poconos Hidden Villa de’Casablanca Pool+Spa Creek

4.98 out of 5 average rating, 85 reviews

A contemporary living space features a modern design with hardwood flooring, a dining area, and a cozy entertainment section. Natural light flows through large windows, illuminating the space. Outside, a deck reveals bright blue chairs arranged around a table, ideal for relaxation and conversation.

Home in Tannersville

Mountainside Retreat-Ski On/Off-Large Private Deck