Holiday rentals with a pool in Arlington Heights

4.99 out of 5 average rating, 198 reviews

The cozy outdoor area features a fire pit surrounded by several Adirondack chairs. Soft lighting from string lights enhances the inviting atmosphere of the cabin, which is illuminated from within, showcasing a spacious deck and large windows that reflect the night sky.

Chalet in Penn Estates

Poconos Treetop Lakehouse: Lakefront/Spa/Sauna

Accessible, dog-friendly, waterfront A-line with breathtaking views only 50 ft from lake. Stepless entry/shower, elevator. Newly renovated & stylishly furnished w/ 4 bedrooms, 3 full bathrooms, hot tub, sauna, gourmet kitchen, 12 person custom dining table, coffee bar, fireplace, game room w/ billiards/foosball/arcade, many outdoor games, 3 outdoor decks, Big Green Egg grill, fire pit, fire table, hammocks, many types of boats, fishing poles, work desk, high speed WiFi, 5 Smart TV’s, EV charger.

ValueFamilyPool

4.98 out of 5 average rating, 224 reviews

Home in East Stroudsburg

Entertainers Retreat • Fire Pit + Games • Hot Tub

Nestled within the Poconos mountains is this ultimate city escape packed with luxury amenities for the whole family to enjoy all just 5 mins from the ski slopes. Inside you’ll find open plan living with a Hamptons-style kitchen, 4 beautiful bedrooms and a fun games room, while outside you can enjoy the outdoor cinema, the social fire pit, BBQ’s, the luxe hot tub and so much more! Stay just 5 mins to Shawnee Ski Resort, the Country Club & Stroudsburg with its restaurants, shopping & attractions!

ValueFamilyWifi

5.0 out of 5 average rating, 263 reviews

Enchanted Forest Escape | 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" 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.

LocationValueHospitality

5.0 out of 5 average rating, 202 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/Escape Room/4 Acres

✨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 ⭐

LocationValueSkiing

4.97 out of 5 average rating, 108 reviews

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.

Home in East Stroudsburg

Pocono Cove: Hot Tub,Bar,Fire Pit,Theater,Games +!

Indulge in the ultimate Pocono Mountains experience at this stunning 3BR/2.5BA Pocono Paradise. Just a few miles from Golf, Skiing, Waterparks! This modern chalet boasts a Hot Tub, Fire Pit, BBQ, Game Room, Home Theater, and Dry Bar. Inside, discover a luxury interior with a high-end design and entertainment, perfect for friends and family getaways. This 2,500 sq. ft. retreat sleeps 10 & offers unrivaled entertainment. Book now for an unforgettable stay in the heart of the Pocono Mountains!

LocationFamilyHiking

A spacious bathroom is equipped with a glass-enclosed shower and a sleek, black concrete soaking tub. Natural light filters through large windows, offering views of the surrounding greenery. Gray tile lines the floors and walls, while modern fixtures add a stylish touch.

4.89 out of 5 average rating, 175 reviews

Modern Poconos Mansion 5BR 3BA | Hot Tub | Sauna +

This is a one of a kind home custom built home, completely remodeled from the ground-up with custom finishes not found in the Poconos! This massive 5 bedroom home is not only stunning inside, but is also filled with amenities such as a outdoor 6 person hot tub, a sauna, a custom made concrete bathroom tub overlooking the forest, and has one of the largest, most breath-taking private deck with endless views of the Poconos forest that you can enjoy with seating for 12 and a propane fire pit!

ValueLocationCheck-in

4.9 out of 5 average rating, 145 reviews

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.

Cabin in Penn Estates

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.

FamilyValueLaundry

5.0 out of 5 average rating, 102 reviews

Pizza Oven, Hot Tub, Game Loft: Gated Poconos

Escape to a cozy luxury retreat tucked away in the heart of the Pocono Mountains - where modern design & peaceful nature come together to create a memorable mountain getaway. Recently renovated with comfort and connection in mind, this stylish home is perfect for couples trips, family vacations, girls weekends, or relaxing escapes with friends. Whether you're soaking in the hot tub, or gathering around the fire pit, every space was designed to help you slow down and unwind.

LocationFamilyNearby

Superhost

A spacious living area features a stone fireplace and a comfortable sofa adorned with orange cushions. Sunlight filters in through large windows, illuminating the warm wooden floors. Above, a loft area is visible, enhancing the open feel of the home.

4.79 out of 5 average rating, 146 reviews

The Marron Escape | Poconos Getaway

Everything you need to relax and unwind is at The Marron Escape — a spacious and comfy home with 3 Queen size beds in the heart of the Poconos. This 2300 sq ft lake view home is great for anyone looking to getaway from the hustle and bustle of everyday life. Whether you are seeking adventure or want to kick back and relax, The Marron Escape is the perfect location. So, come unwind and escape. You deserve it. Please note: after the 7th guest, there is a $75 per guest fee.

ValueFamilyView

An indoor mini golf course features four holes set against a vibrant mural of mountains and colorful skies. The course is surrounded by artificial green turf, with obstacles made from wood. The ceiling is adorned with glowing accents that enhance the whimsical atmosphere.

4.95 out of 5 average rating, 132 reviews

OMG! Glow in the Dark Mini Golf, Pickleball, Bball

Conveniently located just minutes away from all the natural attractions that the Poconos has to offer (lakes, hiking, & more!), you will have all the amenities & entertainment you could need right here at home. Indoor mini golf, movie theater, fire pit, game room, and much more! 15 min - Delaware Water Gap, Downtown Stroudsburg 20 min - Kalahari Resort, Shawnee Mountain, Big Pocono State Park 30 min - Bushkill Falls Experience The Poconos With Us & Learn More Below!

ValueLocationPool

Superhost

Villa in East Stroudsburg

7 bdrm 5000sf Grand Pool Villa|Hottub|Sauna|Movie

[Inground pool will be open on 5/11/2026]. Our huge 5000 sq ft, 7 bedroom, 4.5 bathroom home which sleeps 20 guests, is located very centrally in the heart of Poconos.Enjoy the amazing flat backyard with brand new OUTDOOR PRIVATE INGROUND POOL (20x45 size, 3’-6’ deep) Tastefully decorated, this home has everything you need to enjoy your time whether you want to relax, play a game of poker, billiards, or cook a family meal at our oversize kitchen for a large group!

FamilyValueKitchen

4.88 out of 5 average rating, 130 reviews

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.