Holiday rentals with a pool in Stroudsburg

4.93 out of 5 average rating, 172 reviews

A modern cabin exterior is visible through the framing of a hot tub. Large windows reflect the surrounding greenery, while the entrance features double doors that invite guests into the space. Lush foliage enhances the tranquil atmosphere just outside.

Home in Albrightsville

Modern Rustic Private Ranch w/ Saltwater Hot tub

Escape the hustle of the big city in style at this picture-perfect open floor plan Modern Ranch Home, nestled in nature surrounded by 1.5 acres of breathtaking native white birch trees. The Ranch house offers a one-of-a-kind modern rustic aesthetic from the pro design team at Restoration Hardware. Full kitchen, king-size master bedroom, indoor fireplace, indoor & outdoor dining area, outdoor lounge, rustic chiminea-style firepit. There’s something for the whole family (including furry friends).

4.99 out of 5 average rating, 164 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 🏡Unique 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 ⭐

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.

5 out of 5 average rating, 218 reviews

Enchanted Poconos Forest Escape | 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" themed experience, 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.

Chalet in East Stroudsburg

4.97 out of 5 average rating, 269 reviews

Sauna | Hot Tub | Fire Pit | Hiking | Skiing

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.

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, 181 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

4.93 out of 5 average rating, 212 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.

The spacious living area features a rustic stone fireplace beneath a flat-screen television. Natural light floods the space through large windows, enhancing the warm wooden tones. Comfortable seating includes a mix of armchairs and a plush sofa arranged around a coffee table, creating an inviting atmosphere.

4.89 out of 5 average rating, 131 reviews

Summit Lodge in The Poconos - Hot Tub

Kick back and relax in this newly renovated mountainside cabin. Girls weekend? Perfectly close to multiple wineries and eateries. Many adventure seeking attractions nearby. To make your stay as relaxing as possible, we provide linens, towels and paper products! **Renters must be at least 25 years of age. **All guests, including infants and children MUST be included in the guest count and may not exceed 8. **No pets please. **Please note 3 car max due to short/steep driveway.

Farm stay in Knowlton Township

A spacious bathroom features a walk-in shower with a glass enclosure, complemented by dual sinks mounted on a rustic shelf. The modern soaking tub is positioned near natural light from a window, while warm wooden flooring enhances the overall serene ambiance.

4.92 out of 5 average rating, 104 reviews

Winter Retreat in the Delaware River Valley

Relax & revitalize in nature: -4 Spacious Bedrooms/3 full bath -Olympic size pool/jacuzzi(available until early October) -Indoor Wood burning Fireplace -soaking tub - Seasonal Garden -200 Acres- 4+ Miles of Private Trails - Sauna -Stargazing net -Detached Cookhouse w/Wood Burning Open Fire kitchen/Dining Room(optional add on) Please check out our other listings for additional availability & size: airbnb.com/h/withintheforest airbnb.com/h/withinforestgetaway

The living room features a spacious wrap-around couch and a coffee table, creating an inviting area for relaxation. Large windows allow natural light to fill the space, while views of the surrounding trees are visible. A dining area and kitchen can be seen in the background.

4.91 out of 5 average rating, 150 reviews

Poconos Mountain Retreat 4BR 3BA 15 Min Camelback

Newly renovated Poconos Mountain Retreat home! House contains 4 bedrooms and 3 full bathrooms with plenty of back and side decks. The home is equipped with a new central ac and heating system with vents in each room! About a 15 minute drive to Camelback. Close to Shawnee Mountain, Tannersville Outlets, Sunset Shooting Range, Great Wolf Lodge, and all the major attractions. Less than a 12 min drive from 24 hour grocery stores, as well as bars and restaurants!

An outdoor area features a spacious deck with a hot tub at its center, surrounded by wooden fencing. Dining furniture is arranged on the deck, and decorative string lights hang overhead, enhancing the inviting atmosphere of the space.

5 out of 5 average rating, 141 reviews

Hot Tub, GameRoom, Fire Pit, Mins to Skiing, Pets

Escape to the Poconos at the Whispering Willow Lodge. Relax with family or friends at our beautifully appointed 4 bedroom + loft with plenty of space for everyone. Enjoy the outdoors on our spacious deck, have a soak in the hot tub or cozy up by the fireplace. Centrally located in Penn Estates Private, gated community which offers swimming pools, lakes, beach, tennis, volleyball & more. Minutes to skiing, water parks, shopping, rafting, hiking, and wineries.

A spacious living area is filled with natural light from large windows offering scenic views. A comfortable sectional sofa faces a low coffee table, and a foosball table is positioned nearby. A small dining area with high chairs is visible, creating an inviting space for relaxation.

4.85 out of 5 average rating, 250 reviews

Stunning Mountain Views @ Camelback Townhouse

A family-friendly spacious unit that can accommodate 8 people comfortably. Located near Premium Shopping Outlet, restaurants, Kalahari, Aquatopia, Camelbeach Waterpark, golf courses, casino, paintball, etc...The community pool, indoor and outdoor tennis courts/pickleball, and gym are all available to guests. This property has 3 bedrooms, 2.5 baths, minutes from a ski slope, A/C in LR, high-speed internet wifi, a wet bar, and wrap-around deck. Smart TV's.

4.9 out of 5 average rating, 149 reviews

Pocono cabin with hot tub and pool at Shawnee Mtn

All year round retreat cabin in the forest, great for romantic getaways. family/friends get together, drinks by fire-pit at night, quiet, nature-surrounded setting for meditating or conversation, grilling on the patio. Seasonal swimming pool (aprox May 23- Sept 8) and hot tub on site adds perfect ambiance for catching sunset. Located 10-20 min from attractions. An area where guests can enjoy a hike, bike ,kayak, sight-seeing. CHECK MY OTHER LISTINGS

Popular amenities for Stroudsburg 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, 135 reviews

The exterior perspective highlights a modern Scandinavian-style home with oversized glass doors that provide a view into the inviting interior. An outdoor seating area with two chairs is visible, along with a dining table and kitchen beyond. String lights frame the scene, enhancing the ambiance.

Home in Tobyhanna

Oak View: Vintage Fireplace, Sonos Sound, Firepit!

4.98 out of 5 average rating, 101 reviews

The living room features a spacious leather sofa adorned with patterned pillows. A wooden coffee table displays decorative items, while a large ceiling fan provides airflow. Natural light enters through multiple windows, highlighting the open staircase and the tasteful decor throughout the room.

Home in Gouldsboro

Serene & Fun Family Gem ~ Hot Tub & Theater Room!

4.96 out of 5 average rating, 312 reviews

Home in Pocono Summit

Nadine Serene Cabin - Ski, Soak, Relax

4.95 out of 5 average rating, 122 reviews

A vintage speakeasy scene captures a poker game in progress, complemented by a stylish backdrop. The kitchen showcases a modern design with white cabinetry and marble countertops, featuring a central island with seating. An entertainment zone includes video game consoles and racing simulators. The outdoor area features a fire pit surrounded by chairs, set against a wooded backdrop.

Home in Long Pond

Bootlegger's Bungalow~Unique Speakeasy~HotTub~Pool

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.

4.91 out of 5 average rating, 139 reviews

Lake Escape - LAKEFRONT Home - Arrowhead

4.81 out of 5 average rating, 227 reviews

A circle of blue camping chairs surrounds a stone fire pit, situated within a lush forest. Green trees and ferns create a natural setting, while sunlight filters through the foliage, providing a serene and inviting outdoor gathering space.

Home in Lehman township

Poconos Gateway

4.86 out of 5 average rating, 133 reviews

Home in Long Pond

Poconos Getaway/HOT TUB/near a lake

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.

4.82 out of 5 average rating, 138 reviews

HUGE Poconos Mansion w Hot Tub, Game Room, FirePit

Apartment rentals with a pool

A well-appointed sleeping area features a spacious bed with white linens and decorative throw pillows. Soft lighting from two bedside lamps creates a cozy ambiance. Framed nature artworks adorn the walls, complemented by patterned curtains that frame the window.

Condo at Split Rock

4.86 out of 5 average rating, 21 reviews

Ski-Side Lakefront Getaway / Waterfront Serenity

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, 132 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 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.

4.99 out of 5 average rating, 68 reviews

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

4.91 out of 5 average rating, 46 reviews

2BR Lakefront Condo Ski Big Boulder-Mountain View

Apartment in East Stroudsburg

5 out of 5 average rating, 3 reviews

Shawnee Village, Poconos, PA.-2Bd

Apartment in Tannersville

The living area features vaulted ceilings with decorative wooden beams and a cozy fireplace. A comfortable seating area is accompanied by a coffee table, while large glass doors open to a private deck with scenic views. Stylish decor enhances the space.

4.98 out of 5 average rating, 47 reviews

Pocono Mountain Chalet | 5 Min to Waterpark | Pool

Other holiday rentals with a pool

A cozy living room is featured, showcasing a comfortable sectional sofa paired with accent chairs. A wooden coffee table sits in the center, while a modern fireplace flanked by greenery provides warmth. The space is illuminated by natural light through large windows, creating a welcoming ambiance.

4.81 out of 5 average rating, 59 reviews

Cozy 3 BR Game Area Fire Pit

5 out of 5 average rating, 9 reviews

Pocono Cabin w/Fire Pit, Fireplace |Near Camelback

The cabin features a contemporary wooden façade with large vertical windows that enhance natural light. A front porch with steps and decorative shrubs offers an inviting entrance. Surrounding trees create a serene and private atmosphere, complemented by a pastel-colored sky at dusk.

4.8 out of 5 average rating, 88 reviews

Private Wooded Escape w/ Hot Tub + Fire Pit

Chalet in Coolbaugh Township

The exterior of the modern chalet is showcased, featuring a large front deck with steps leading up to the main entrance. A natural stone pathway and lush greenery surround the home, while oversized windows reflect the surrounding forest.

4.95 out of 5 average rating, 247 reviews

Game Rm, Hot Tub, fireplace, ski, Camelback, Lake

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, 255 reviews

EASTSKY CHALET - Comfort, Privacy, Knockout Views!

4.97 out of 5 average rating, 126 reviews

A spacious dining area with a large wooden table is surrounded by six black chairs. The living area features comfortable leather seating arranged around a stone fireplace. Natural light enters through multiple windows, illuminating the high, vaulted ceiling and rustic chandelier.

Cabin in Tannersville

Huge Cabin 3min to Camelback: Hot Tub Pool & Grill

4.98 out of 5 average rating, 46 reviews

Poconos Hilltop Lakehouse: Lakefront/Spa/Sauna

An outdoor space is illuminated by string lights, creating a cozy ambiance. The red chalet exterior features large windows and sliding doors. Comfortable seating surrounds a fire pit, set on a grassy area, providing a welcoming spot for gatherings under the night sky.