Family-friendly holiday rentals in Penn Estates

4.82 out of 5 average rating, 154 reviews

Poconos Play Park Resort | Hot Tub, Bowling, Games

Welcome to your private Poconos resort! This massive 5 bedroom home has been completely upgraded to create a modern vacation experience, loaded with amenities! TWO game rooms, pool table, ping pong, air hockey, arcade games, fire pit, hot tub, bowling, frisbee golf, and so much more - all completely yours! 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!

KitchenFamilyOutdoor spaces

4.99 out of 5 average rating, 195 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.

FamilyIndoor spacesTV

5.0 out of 5 average rating, 261 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.

KitchenFamilyBeach

A spacious living area is highlighted by a stone fireplace and large windows allowing natural light. Comfortable seating is arranged around a coffee table, with a television mounted on the wall. The layout connects to an adjacent dining area, creating an open concept feel.

4.95 out of 5 average rating, 160 reviews

12 Beds | Game Loft | Sauna | Fire Pit | Baby Gear

Welcome to your cozy, family-friendly Pocono escape in gated Penn Estates! • 5 bedrooms + office, 12 beds & 4 bathrooms • Vaulted living room with fireplace + 75” Smart TV • Game loft with pool, ping pong, foosball & arcade • Kid-favorite bunk rooms with slide, toys & Legos • Indoor sauna + outdoor fire pit • Stocked kitchen + baby gear • Dog-friendly + EV charger • Peaceful wooded setting Near Shawnee, Camelback, Kalahari, snow tubing, hiking & shopping! Perfect for ski weekends & getaways.

FamilyIndoor spacesNearby

4.88 out of 5 average rating, 135 reviews

Home in East Stroudsburg

Backyard Oasis • 5BR • Hot Tub • 2 Fire Pits

Escape to your own private Backyard Oasis — featuring an LED-lit hot tub, 2 fire pits, game room, outdoor gaming area, hammock, and a fully fenced resort-style yard built for unforgettable group getaways, couples’ retreats, and family vacations. Home designed for maximum comfort with 4,200 SF of space to unwind. Relax under the stars, gather around the fire, and enjoy the perfect Pocono retreat just minutes from Camelback, Shawnee, skiing, water parks, hiking, casinos, restaurants, and more.

KitchenFamilyLocation

A serene outdoor seating area is nestled among trees, featuring comfortable chairs and a wooden coffee table. The view overlooks a calm lake with a fountain, surrounded by rocks and green foliage, reflecting a peaceful natural setting.

4.89 out of 5 average rating, 214 reviews

Lady of the Lake-Poconos Premier Lakefront Retreat

Embodying everything your heart can conjure when dreaming upon the perfect lakefront vacation, this 3500 sq ft Grand Dame of the Poconos, with its stunning lake views in every direction, fresh off a complete remodel, is being offered to the public for the very first time. From hot tubs, hammocks, kayaks & other peaceful places to relax, to game and groovy rooms meant for social shenanigans and fun, this mid-century beauty on the lake will be the talk of friends and family for years to come!

KitchenIndoor spacesValue

Castle in East Stroudsburg

A castle-style retreat is showcased, featuring a whimsical dragon statue and a large chess set in the foreground. A tranquil pond with a fountain is visible, alongside a magnificent castle structure designed with classic stone elements and a welcoming entrance, all set amidst lush greenery.

Pocono Castle: Dungeon Escape Room & Private Pond

Sleep in a Fairy Tale at Pocono Castle! Live the dream in this 2,300 sq. ft storybook retreat, where you’ll sleep like royalty in a real fairy tale castle. Unwind in luxury with a bubbling hot tub, a cedar sauna, and endless magical touches. Dress up as Kings, Queens, or Knights and explore the grounds, featuring a private one-acre pond & maybe you’ll catch a Golden Fish! With enchanting bedrooms, outdoor adventures, and unforgettable charm, this is the OMG getaway you’ve been waiting for!

Indoor spacesFamilyCheckout

4.99 out of 5 average rating, 475 reviews

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, 172 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!

FamilyIndoor spacesQuiet

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.

Indoor spacesKitchenNearby

5.0 out of 5 average rating, 100 reviews

Pocono Hideaway Hot Tub, Fire Pit & Family Fun

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.

KitchenIndoor spacesHiking

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, 144 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.

KitchenFamilyCondition

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.

4.89 out of 5 average rating, 176 reviews

Poconos Mountain Retreat 4BR 3BA 15 Min Camelback

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!

KitchenFamilyPool

Popular amenities for Penn Estates family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.86 out of 5 average rating, 127 reviews

Lakefront Resort w/ HotTub, Fire Pit, Games, Boats

FamilyKitchenBathroom

5.0 out of 5 average rating, 14 reviews

Poconos Retreat: Pool, Hot Tub, Sauna

FamilyKitchenLayout

4.99 out of 5 average rating, 82 reviews

Poconos Bliss | Sauna • Hot Tub • Arcade Lounge

FamilyKitchenAccuracy

5.0 out of 5 average rating, 43 reviews

Forest Retreat -Pool-FullSpa-Theater-SpeakeasyMORE

KitchenFamilySkiing

5.0 out of 5 average rating, 10 reviews

Silverline Social Club |Pool|Gameroom|HT|Sauna

Indoor spacesFamilyHospitality

5.0 out of 5 average rating, 10 reviews

The Ridge at Penn Estates | A 4BR Pocono Retreat

FamilyIndoor spacesHot tub

5.0 out of 5 average rating, 7 reviews

Pirate Themed Lake House Fun Family Adventure

FamilyIndoor spacesView

An inviting outdoor seating area features a wooden deck overlooking a serene lake, framed by lush trees. A person relaxes in a dark wooden chair, holding a drink, while mist rises gently from the water's surface, enhancing the tranquil setting.

4.95 out of 5 average rating, 84 reviews

Lakefront Hot Tub I Game Room I Fire Pit I Kayaks

FamilyKitchenHiking

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 158 reviews

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.

Home in Long Pond

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

KitchenFamilyCleanliness

A cozy bedroom is presented with a spacious bed adorned with neatly arranged pillows. Flanking the bed, two nightstands each hold lamps that cast a soft light. The backdrop features calming green walls and framed artwork, while a decorative plant adds a touch of nature.

4.9 out of 5 average rating, 168 reviews

✦Peaceful House in the Woods 4BD/3BA w/Game Room✦

Indoor spacesFamilyLayout

4.89 out of 5 average rating, 153 reviews

Poconos Chalet - Hot Tub - Lake

KitchenFamilyBeach

4.82 out of 5 average rating, 290 reviews

An outdoor deck area features comfortable wicker seating with bright blue cushions, complemented by a coffee table adorned with a few glasses. A fire pit adds warmth, and greenery surrounds the space, providing a serene view of the wooded area beyond.

Cabin in Penn Estates

Cozy Cabin Waterfront/Pocono/Fire pit/ Pool table

KitchenIndoor spacesCleanliness

4.81 out of 5 average rating, 32 reviews

Lakeside Retreat!Beach, Kayak, Fishing, Pool &more

KitchenIndoor spacesCheck-in

4.88 out of 5 average rating, 26 reviews

Labor Day Weekend Opening-Sauna/PoolTable/Sleeps12

FamilyIndoor spacesNearby

An outdoor space surrounded by tall trees features a large wooden deck attached to the house. A cozy fire pit with glowing lights and red adirondack chairs creates a welcoming seating area. A colorful playground with a slide and climbing structure is visible on one side.

4.86 out of 5 average rating, 63 reviews

5BR | Huge Deck | Playset | Hot Tub | 2 Game Rooms

KitchenFamilyView

4.92 out of 5 average rating, 12 reviews

Lake Front! Hot Tub, Fire Pits, Game Room

FamilyKitchenBackyard

Family-friendly home rentals with a pool

5.0 out of 5 average rating, 201 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

KitchenFamilyNearby

4.9 out of 5 average rating, 93 reviews

Family Pocono Retreat • Stream • Pool • Firepit

KitchenIndoor spacesAccuracy

A cozy dining area is showcased, featuring a wooden bench with textured pillows alongside a simple white table supported by turned legs. Gray upholstered chairs provide additional seating, with natural light illuminating the space through nearby windows.

4.96 out of 5 average rating, 76 reviews

Pocono Mountains Beautiful & Calm Family Retreat

FamilyKitchenTV

5.0 out of 5 average rating, 14 reviews

Luxury Woodland Escape | Swim Spa Oasis | Firepit

FamilyIndoor spacesWi-Fi

An outdoor kitchen is featured, equipped with a grill and ample counter space, illuminated by warm lights. A spacious dining table surrounded by lounge seating is set up nearby, with a fire pit at the center. A play structure with a slide is visible in the background.

5.0 out of 5 average rating, 47 reviews

5BR,Sauna,Hot Tub,2 Game Rms,Outdoor Kit,Fire Pit!

Indoor spacesKitchenQuiet

4.96 out of 5 average rating, 68 reviews

New Family Retreat w/ Private Pool, Hot Tub, Sauna

FamilyIndoor spacesAmenities

4.85 out of 5 average rating, 98 reviews

Poconos Group Retreat: Hot Tub*Fire Pit*Lake*Ski

FamilyKitchenParking

A spacious living area features a large leather sectional sofa arranged around a wooden coffee table. A stone fireplace is present, complemented by large windows that provide natural light. A flat-screen TV mounted on the wall offers entertainment options.