
Holiday rentals in Madison
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Top-rated holiday rentals in Madison
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Forest Lake Log House
Welcome to our log home on a private lake. No HOA, no gates, just privacy. It offers the perfect escape into nature while retaining a sense of tranquility and rustic charm. Set against the backdrop of Pennsylvania's lush forests, this picturesque home combines the timeless beauty of log construction with modern amenities, making it the ideal retreat for those seeking peace and privacy. If you’re seeking a weekend or week long getaway, this is a place to make memories that will last a lifetime.

owl's nest rustic retreat
Relax in nature when you stay at this restful retreat situated on 2 quiet acres of calm wooded wonderland. The 2-bed, 1-bath cabin accommodates up to 6 guests. Spacious living room and ample kitchen space make sure that entertaining your group is a breeze. Outdoor deck with grill for BBQ nights. The covered front porch is ideal for watching the wildlife pass through the property. Cozy up next to the fire pit for s'more fun! Enjoy exploring all that the Poconos has to offer when you stay here!

Blue Shutters Cabin Retreat!
Nestled on 165 acres of private land, Blue Shutters Cabin Retreat offers an escape from the hustle and bustle of every day life. Whether you're seeking adventure or serenity, Blue Shutters Cabin has it all. Some of Blue Shutters highlighting features: Dual Purpose Dinette Table (converts to Poker Table), 10 Speaker Surround Sound + Bluetooth, Billiards Room (9ft table), Sauna+ Steam Room, Gas Grill, Fire Pit, Professional Outdoor Ping Pong Table, Bocce, Horseshoes, Chess, Checkers and more!

private hot tub wii outdoor movies lake access
*OLYMPIC SIZED POOL & AQUATIC CENTER OPENS JUNE 25!* This spacious Pocono tiny home is fully stocked for your next memorable family vacation or romantic couple’s getaway. Soak in your private hot tub, toast s’mores by the fire, cozy up for movie night with our new outdoor projector, or enjoy hours of gaming on the Nintendo Wii. Endless fun awaits you with access to 2 beaches, Aquatic center (seasonal) mini golf, tennis courts, & more. Just minutes from skiing, casinos, hiking and waterparks.

They call me Mellow/ Countryside Farm view
A lovely spot to relax in the rural countryside. Enjoy the fresh country air and observe the neighboring livestock. 6 miles to Lake Wallenpaupack. Nearby hiking trails at Lacawac Sanctuary, Schumans point and Varden conservation . Horseback riding at Why-Not riding stable. Antique shops and boutiques in historic Hawley and Honesdale. Under 30 miles to Montage Mountain Resorts, Elk Mountain, Ski Big Bear and Shawnee Mountain Ski Area. All bedrooms are on 2nd floor. Full bath on 1st floor.

Camp Double Oak | Modern Lakeside Retreat
Find your sanctuary at Camp Double Oak, where the peaceful embrace of nature meets the finest in luxury living. Nestled deep within serene woodlands of Northeast Pennsylvania's Pocono Mountains, this 3-bedroom 2-bath lakefront home offers one-of-a-kind experience. ✔ Lakefront ✔ Luxury Design ✔ 2h -> New York/Philadelphia ✔ Chef’s Kitchen ✔ EV Charger ✔ Kayaking ✔ Fire pit ✔ Grill ✔ High-Speed Internet 1.2 Gig Add my home to your Wishlist by clicking the ❤ in the upper-right corner.

Poconos Lodge Retreat in Private Lake Community
The Lyman Lodge is a cozy retreat nestled in Big Bass Lake, a premier resort community in the Poconos. Enjoy all the region has to offer while relaxing with high-end comforts. Community amenities include lake access, indoor/outdoor pools, tennis, basketball, and pickleball courts, playgrounds, a splash pad, and fitness center. Lyman Lodge is also conveniently located near top Poconos attractions for year-round fun. Unwind and explore at the Lyman Lodge—your cozy Poconos hideaway!

Condé Nast featured A-frame. Hot Tub. Lake. Pools
Sink into the hot tub and let the Poconos do the rest. This Condé Nast-featured mid-century A-frame is nestled among the trees, just minutes from the lake — a beautifully curated escape two hours from NYC with everything you need to completely unwind. Soaker tub with a tree-top view, chef’s kitchen, fire pit, community pools, and a bathroom so good it’s been featured in Condé Nast, Houzz and West Elm. This is the one you’ve been saving on Pinterest

Lake Front Retreat in the Poconos * King Bed*
Our single level lake home awaits your family's memories. Our 3 bedroom, 2 bathroom lake home accommodates up to 6 guests. Lake Larsen can be viewed from any point in our home. A King bed is provided in the master bedroom. Relax, Play, and Enjoy. Our home is located in the 5 * star community of Big Bass Lake. The town of Gouldsboro provides for a country setting, however it is very close to many of the Pocono's attractions.

City Seclusion and Creative Retreat on the Brook.
total seclusion in East Mountain area of Scranton close to everything. Giant pine trees in a super quiet neighborhood offer a refreshing getaway or convenient stay for visiting relatives,going to music shows,concerts,mountain biking etc. Writers,artists and travelers will love this second floor walk up space. Note: There is no TV in the apartment. WiFi is available for streaming content on your devices.

Cozy Poconos Cabin. Firepit, Beach & Lake Access
Welcome to Smugglers Nook:Your Perfect Pocono Escape! Escape to the beauty of the Pocono Mountains at Smugglers Nook, your cozy home-away-from-home nestled within the serene Hideout community. This charming 1,400 sqft cabin is designed for both relaxation and adventure, offering everything you need for a memorable getaway. Whether you’re here to unwind or explore, Smugglers Nook is the perfect choice.

Private Lakefront Poconos Getaway
Private 4BR house on a tranquil lake in the beautiful Poconos. Come and enjoy the many sights, hiking trails and family activities the mountains have to offer. In the evening, sit down by our charming lake and relax listening to the sounds of nature. Bring your binoculars... if you're lucky, you may be able to see the eagles that visit the lake! PLEASE BRING YOUR OWN TOWELS... THANK YOU!
Popular amenities for Madison holiday rentals
Other great holiday rentals in Madison

Alice's House: Summer Fun for Friends and Family

Blue Jay Escape

Eco Cedar Tiny Cabin/Poconos/Private forest view

Romantic AFrame Cabin | Stargaze | FirePit | Grill

Romantic cabin /hot tub/king bed/coffee bar/cable!

Lake Ariel Retreat - NO HOA - Lakefront - Fire pit

Pine Woods Loft • Hot tub • Indoor Pool • Gameroom

Modern Farmhouse |30 Acres Mountain Views & Nature
Destinations to explore
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- Camelback Resort & Waterpark
- Bushkill Falls
- Bethel Woods Center for the Arts
- Pocono Raceway
- Ricketts Glen State Park
- Blue Mountain Resort
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Camelback Mountain Resort
- Jack Frost Ski Resort
- Camelback Snowtubing
- Delaware Water Gap National Recreation Area
- Sunset Hill Shooting Range
- Hickory Run State Park
- Pocono Mountains
- Resorts World Catskills
- Camelback Mountain
- Mohegan Sun Pocono
- Promised Land State Park
- Aquatopia Indoor Waterpark
- Camelbeach Mountain Waterpark
- Penn's Peak
- Big Boulder Mountain
- Crayola Experience





