
Holiday rentals with a pool in Penn Estates
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Penn Estates

Total holiday rentals
Explore 170 holiday rentals in Penn Estates

Nightly prices starting at
Penn Estates holiday rentals start at £103 per night before taxes and fees

Verified guest reviews
Over 12,090 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
170 of Penn Estates holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Penn Estates rentals

4.8 Average rating
Penn Estates stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Penn Estates
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

12 beds | Lake, Pools & Game Loft | Fire Pit
Welcome to your 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 table, foosball & arcade games • Kid-favorite bunk rooms with slide, toys & Legos • Fire pit, hammock, swing set & indoor sauna • Fully stocked kitchen + baby gear included • Dog-friendly + EV charger • 12 passes to pools, lakes & playgrounds Near Kalahari, Shawnee Mountain, hiking, tubing, shopping & more!

Fancy Poconos Castle & Indoor MEGA 10+ SWIM SPA
Welcome to your luxurious sanctuary in the heart of the Poconos. Located in the prestigious, Gold Star-rated Blue Mountain Lake Community, this 6,600 sq ft home offers breathtaking views and an estate-like experience. With elegant interiors, spacious living areas, and year-round beauty, every moment here is designed to impress. Whether relaxing or entertaining, comfort and sophistication await at every turn. Here, comfort is elevated, and unforgettable memories are just part of the experience.

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.

Luxury Woodland Escape | Swim Spa Oasis | Firepit
Nestled among the trees, our cozy chalet combines modern design, spa-inspired comforts, and warm hospitality to create a truly memorable stay in the mountains. Spend your mornings sipping coffee surrounded by nature, your afternoons soaking in the swim spa, and your evenings relaxing under glowing string lights in the hammock as the stars fill the sky. Our year-round luxury swim spa is for every season—heated for a warm soak on snowy evenings or cooled for a refreshing swim on summer days.

A-Frame | Hot tub | King Bed | Firepit | Lakes
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.

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!

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.

Lakefront Resort w/ HotTub, Fire Pit, Games, Boats
Poconos relaxation at it's finest. Tranquility awaits at our beautiful lakefront vacation home, located just over an hour from NYC. Our Pocono lakehouse is the perfect escape for those who want to feel like they are a world away, but may not want to drive for hours to get there. Our home is situated in the Penn Estates Gated Community of East Stroudsburg. The lakehouse home feels cozy and secluded with a large, private, wooded property, with direct access to the backyard lake.

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.

Modern 5BR Pocono Cabin | Fire Pit, Hot Tub, Games
This 5 bedroom beauty will take your breath away! This sleek, modern home is masterfully designed from head-to-toe to give you and your friends & family the vacation of your dreams. Game room, pool table, foosball, fire pit, hot tub, and SO much more awaits for you here! 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!

Poconos Chalet -HotTub-Karaoke-Lake
This home was created by my sister and me as the kind of Pocono escape we always searched for ourselves — warm lighting, peaceful mornings, nature outside the windows, and space to slow down. Hidden in the woods of a private gated community, the house features a hot tub, gas fireplace, billiards loft, outdoor dining deck, kayaks, and access to lakes, pools, beaches, sports courts, and walking trails — all close to Camelback, Kalahari, restaurants, and hiking
Popular amenities for Penn Estates rentals with a pool
House rentals with a pool

Lakefront Hot Tub I Game Room I Fire Pit I Kayaks

Hot Tub + Game Room | Near Camelback & Lakes

Poconos Retreat: Pool, Hot Tub, Sauna

Getaway Dream - Hot Tub- Surrounded by Nature

Simply Serene: Wild West City/Escape Room/4 Acres

Air Conditioned- Private Sauna- Lake/Pool Access

Family Pocono Retreat • Stream • Pool • Firepit

Magical Lake View 5 BR/Hot Tub/Game RM/Poker Room!
Apartment rentals with a pool

Peaceful Lakefront Retreat Waterfront Serenity

Lakefront 2 Bedroom Condo Lake Harmony

Lakeview Retreat: Pool/Lakefront! Hot Tub, Raceway

Lakefront Condo + Club & Pool Access | Sleeps 9

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

4 Free Lake Passes! Summer-Direct walkout to pool!

Pocono Mountain Chalet | 5 Min to Waterpark | Pool

Drift&Anchor-Lakefront-Pool-Ski-Mountain Views
Other holiday rentals with a pool

Designer Chalet | Firepit | Pool | Lake | Movie Rm

4BR Pocono Dome Home Arcade, Hot Tub, Sauna

Pocono Cabin w/Fire Pit | Hot Tub | Pool | Lake

WOW! Private Heated Pool, Hot Tub, Fire Pit & MORE

Amazing Modern Lakefront Chateau

Pocono Mountains Beautiful & Calm Family Retreat

Poconos home w/ theater, game room & hot tub

Pocono W/ Movie Theater, Hot Tub & Views
When is the best time to visit Penn Estates?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £212 | £207 | £179 | £162 | £169 | £183 | £231 | £244 | £154 | £165 | £190 | £225 |
| Avg. temp | -1°C | 0°C | 5°C | 11°C | 17°C | 22°C | 24°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Destinations to explore
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- Rentals with an EV charger Penn Estates
- Rentals with a kayak Penn Estates
- Rentals with beach access Penn Estates
- Rentals with a fireplace Penn Estates
- Chalet rentals Penn Estates
- Family-friendly rentals Penn Estates
- House rentals Penn Estates
- Rentals with a washing machine and dryer Penn Estates
- Rentals with a patio Penn Estates
- Rentals with lake access Penn Estates
- Rentals with a hot tub Penn Estates
- Waterfront rentals Penn Estates
- Fitness-friendly rentals Penn Estates
- Rentals with outdoor seating Penn Estates
- Pet-friendly rentals Penn Estates
- Rentals with a firepit Penn Estates
- Rentals with pools Monroe County
- Rentals with pools Pennsylvania
- Rentals with pools United States
- Camelback Resort & Waterpark
- Mountain Creek Resort
- Bushkill Falls
- Bethel Woods Center for the Arts
- Pocono Raceway
- Dorney Park & Wildwater Kingdom
- Blue Mountain Resort
- Montage Mountain Resorts
- Camelback Mountain Resort
- Jack Frost Ski Resort
- Camelback Snowtubing
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Hickory Run State Park
- Camelback Mountain
- Bear Creek Ski and Recreation Area
- Promised Land State Park
- Mohegan Sun Pocono
- Pocono Mountains
- Camelbeach Mountain Waterpark
- Aquatopia Indoor Waterpark
- Penn's Peak
- Big Boulder Mountain
- Crayola Experience





