Holiday rentals with a pool in Pocono Pines

Townhouse in Pocono Pines

4.97 out of 5 average rating, 206 reviews

Lakeside+Fire Pit | Poconos Retreat Crested Falcon

⟶ Gaze peacefully at the lake from the deck lounge with fire table ⟶ Perfect for getting a break from the fast pace of everyday life ⟶ Charge up with a Level 2 EV Charger ⟶ Family friendly configuration Guests love CONVENIENT LOCATION & PROXIMITY TO ATTRACTIONS + AMENITIES Casual sophistication at your 1500 square foot 3 bed, 2.5 bath retreat on the lake in Pinecrest Golf & Country Club. Comfortably sleeping 8 in our crisply designed two-level townhome that has a friendly nod to cabin living.

A spacious living area is showcased, featuring a sectional sofa with plush cushions. A modern kitchen with stainless steel appliances is visible, along with a dining area. Soft lighting creates a welcoming ambiance, complemented by a decorative electric fireplace.

4.98 out of 5 average rating, 194 reviews

Luxury 6BR Pocono Home In ♥️ of All Attractions 🎣 🏊

Large luxury contemporary home located inside a private gated community (A Pocono Country Place) consisting of 6 private bedrooms 3 full baths. Community offers access to 4 swimming pools, playgrounds paddle boats mini golf basketball & tennis courts. Located in the heart of the Poconos there are additional opportunities for entertainment within a close proximity that includes water parks, skiing, snow tubing, recreational parks, hiking, fishing, biking, shopping and fine dining NASCAR & casinos

A private hot tub is nestled within a gazebo, offering a tranquil space for relaxation. The surrounding area features a lush green yard and blue lounge chairs. Soft natural light filters through the gazebo's mesh canopy, enhancing the soothing atmosphere.

4.93 out of 5 average rating, 178 reviews

PoconoEscape w/Hot Tub, GameRoom & Community Pool!

Escape to the Heart of the Poconos in this prime-location retreat! Just 8 minutes from Kalahari, 3 minutes from the beach, and across from the all year indoor community heated pool.This home is near Camelback (10min), Mount Airy Casino, Pocono Raceway, and scenic hiking trails. Enjoy a private hot tub, cozy fire pit, game room, bikes, hammock, and free WiFi—plus TVs in every room! With unbeatable amenities and a location close to top attractions, this is the perfect stay for your next getaway!

4.99 out of 5 average rating, 120 reviews

The living room features vaulted ceilings with exposed wooden beams. A stone fireplace is framed by comfortable seating arrangements, including two armchairs and a spacious sofa. A spiral staircase leads to the loft, while large windows allow natural light to fill the space.

Cabin in Gouldsboro

Peaceful Pocono Getaway - Fresh Air and Fun

Vaulted ceilings, living room fireplace, 2 first floor bedrooms in this airy and private 4-season cabin with easy access to the amenities in the area. The house is a short walking distance to the indoor pool (open Labor Day to Memorial Day), and just a street away from a beautiful state park with over 2000 acres to explore with trails and a sandy beach 250 acre lake. The outdoor pool, beaches, tennis courts and more are open Memorial Day to Labor Day. 3 Ski slopes are less than 30 minutes away.

A fire pit area surrounded by two hanging chairs invites outdoor relaxation. The stone fire pit is ready for evening gatherings, framed by lush greenery.

4.95 out of 5 average rating, 105 reviews

Luxury Retreat: Indoor hot tub, Glow Mini Golf.

Book now and experience the magic of Lux Cabaña, a retreat designed for unforgettable group getaways in the Mt. Pocono mountains. Indoors enjoy a cozy fireplace living room, chef-ready kitchen, stylish bedrooms, indoor sauna + hot tub, game room, and gym. Outdoors glow-in-the-dark mini golf, outdoor movie theater under the stars, outdoor Sauna and a fire-pie. Minutes from skiing, hiking trails, lakes and city attractions. Perfect for family gatherings, birthdays and friends’ weekends.

4.89 out of 5 average rating, 217 reviews

A modern chalet is nestled within a wooded landscape, surrounded by trees shedding their leaves. An inviting pathway leads to the entrance, illuminated by soft outdoor lighting. The sky exhibits gentle hues of orange and pink as sunset approaches.

Chalet in Albrightsville

Newly Renovated! Tucked Away Precious Haven

Brand new. Renovated 2/24/2026! Newly refreshed, modern, expansive & family welcoming chalet in an amenity filled community Private 3000sqft 4bed3bath escape resting on 1.5acres with uninterrupted views into a protected woodland preserve Enjoy the sauna, new hot tub, game room, fireplace, fire pit Community offers 5lakes, 3beaches, fishing lake, 2pools, playgrounds, tennis & basketball courts Moments from bird watching, hiking, wineries, skiing, indoor waterparks, golfing & casinos

4.96 out of 5 average rating, 160 reviews

Chalet in Pocono Pines

Hot Tub+Fire Pit | Game Room Lake Naomi Golden Owl

Welcome to Golden Owl - our recently renovated, 1900 square foot oasis in the Lake Naomi 5 Star Platinum Rated community. Our bright and airy Mid-century modern inspired two floor raised chalet is tucked away in a private wooded lot only a short walk or bike to the lake, trout pond and main club pool. We aimed to create a special getaway for two or three small families looking to get a break from the fast pace of everyday life and invite you to experience our slice of nature.

4.94 out of 5 average rating, 227 reviews

Cabin in Albrightsville

Stunning romantic A-frame cabin with hot tub

Escape to Sojourn Chalet, a stylish A-frame cabin for 8 in the Poconos. This private, wooded retreat offers a boutique hotel vibe with a hot tub, firepit, and a wood burning fireplace. Perfect for romantic getaways or family trips, you'll enjoy access to 2 lakes, beach, and pool in the Towamensing Trails community. Unwind in luxury with spa-like comforts and a fully equipped chef's kitchen. Your serene mountain escape awaits!

5 out of 5 average rating, 137 reviews

Cabin in Tobyhanna

AFrame Cabin: HotTub/Sauna•Summer Pool/Lake/Kayaks

*20 minutes to Camelback* 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!

An inviting backyard pool area features a curved, in-ground pool surrounded by smooth concrete decking. Lounge chairs are arranged on one side, with a shaded seating area nearby. The space is enhanced by a backdrop of lush greenery, creating a peaceful outdoor retreat.

4.99 out of 5 average rating, 150 reviews

The Running Eagle. Pool, hot tub, and a game room.

***PRIVATE OUTDOOR POOL is open from Memorial Day Weekend through the end of September. Depends on the weather. Please check on exact dates. *** Running Eagle Modern Ranch located in The Estates @ Emerald Lakes! Yet another, designed with detail, equipped with all, and fully renovated SsMook home in Poconos. Relax in the Gameroom, a large home with a HOT TUB and in-ground pool. Pet fee is $50 per pet per stay.

4.92 out of 5 average rating, 112 reviews

The loft area features warm wooden floors and a sloped ceiling with exposed beams. A comfortable daybed is positioned near a hanging chair, enhancing the cozy ambiance. Light filters in through large windows, illuminating the room, while soft curtains add a touch of privacy.

Chalet in Tobyhanna

Pocono Mt. Chalet W/ Fire Pit, Grill, Deck!

*The home is ensconced within a gated community with amenities w/ a small daily fee* Kick back and relax in this rustic, yet modern 2 bed/ 2 bath with a loft full w/ amenities. This cozy chalet in the Poconos makes it the ideal vacation spot during those fall and winter getaways. Whether a day out on the slopes or hanging by the fireplace or making s'mores at the fire pit, you will fall in love with our home!

A bright scene shows a refreshing pool surrounded by a wooden deck. In the background, a spacious black cabin is visible along with a game shed. Towering trees and manicured landscaping enhance the serene atmosphere of the private outdoor space.

4.89 out of 5 average rating, 149 reviews

Resort-style Living:Pocono Estate with pool/hottub

Welcome to our secluded Poconos paradise! This enchanting Airbnb offers the ultimate escape, surrounded by a lush, tree-lined landscape that guarantees unparalleled privacy. Dive into our refreshing pool, indulge in the soothing hot tub, and let the games begin in our fantastic game shed. Unwind, rejuvenate, and create unforgettable memories. Book now for the perfect getaway in nature's embrace!😀

Popular amenities for Pocono Pines rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.98 out of 5 average rating, 138 reviews

Oak View: Vintage Fireplace, Sonos Sound, Firepit!

A spacious living room features a comfortable gray sectional sofa adorned with colorful cushions. A modern coffee table sits at the center, complemented by two accent chairs. A fireplace with a wooden mantel is situated below a wall-mounted television, creating a cozy gathering space.

4.94 out of 5 average rating, 125 reviews

Beautiful Cozy Colonial Gem in the Poconos

Home in Tobyhanna Township

A serene view of Arrowhead Lake is framed by lush greenery, showcasing a well-maintained lawn leading to a private sandy beach and dock. Gentle waves lap against the shore under a bright sky dotted with clouds.

4.92 out of 5 average rating, 143 reviews

Lake Escape - LAKEFRONT Home - Arrowhead

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.

4.93 out of 5 average rating, 138 reviews

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

4.96 out of 5 average rating, 211 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!

4.96 out of 5 average rating, 107 reviews

Home in Cresco

Luxury Pocono Retreat:Jacuzzi, Sauna, Gym, Games

A spacious living area features a comfortable leather sectional and a wooden coffee table. A stone fireplace serves as a focal point, accompanied by a large TV mounted above. Natural light floods the room through windows, and a dining area is visible in the background.

4.93 out of 5 average rating, 175 reviews

Luxury Family Retreat | Hot-Tub, Fire-pit, Games!

4.99 out of 5 average rating, 170 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

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

4.87 out of 5 average rating, 23 reviews

Lakefront+Ski Access | Waterfront Serenity Retreat

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.

4.84 out of 5 average rating, 134 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, 47 reviews

2BR Lakefront Condo Ski Big Boulder-Mountain View

Apartment in Shawnee on Delaware

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, 49 reviews

Pocono Mountain Chalet | 5 Min to Waterpark | Pool

Other holiday rentals with a pool

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, 75 reviews

Luxury Family Cabin | HotTub | Sauna | ColdPlunge

4.9 out of 5 average rating, 261 reviews

Cabin in Long Pond

Cozy Poconos Lake Retreat w/ Hot Tub, Sauna & Pool

4.88 out of 5 average rating, 41 reviews

A cozy living area features two beige sofas arranged around a central black coffee table. Natural light filters through sheer curtains, illuminating a decorative area rug. A potted plant adds a touch of greenery, while the stone accent wall enhances the space's charm.

Home in Pocono Summit

Home away from home in the mountains

4.92 out of 5 average rating, 134 reviews

The cabin features a modern exterior with large windows and a dark finish, enhancing its rustic charm. A welcoming deck is accessed by steps, surrounded by natural landscaping. Warm lights are positioned above, providing subtle illumination for evening gatherings.

Cabin in Penn Estates

Gorgeous Lake Cabin in Poconos

4.94 out of 5 average rating, 81 reviews

A charming chalet is nestled among lush green trees, featuring a wooden deck with seating. Large windows allow natural light to fill the space, and decorative flowers add a touch of color to the exterior.

Chalet in Lake Ariel

Indian Rocks Chalet

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, 252 reviews

Pocono Lake: Hot Tub, Fast WiFi, Fireplace, Ski

4.89 out of 5 average rating, 238 reviews

A rustic interior is showcased with wooden beams and warm tones. A dining area features a long table set for meals, while a cozy seating area with patterned cushions is present. A staircase leads to an upper loft, and a vintage-style lamp adds soft lighting.

Cabin in Albrightsville

The Gingerbread-Pocono cozy w/hot tub near lakes!