
Holiday rentals in Madison
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Top-rated holiday rentals in Madison
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Peaceful & Private * Hot Tub, Fire Pit, Hammock
Fun in the Pocono Mountains. Property is Beautiful and Cozy with a Year round Hot Tub ready for you to climb in and RELAX! Fully stocked kitchen, clean linens supplied for the comfortable queen sized beds. Hiking, ATV’s, horseback riding, Skytop adventure center is 3 minutes to Zip Line, Treetop Climb, Paintball, Arrow Tag. Excellent food & drinks at several very local restaurants. Also close to Casino, Camelback & Kalahari. Discounts for multi night stays Fast Wi-Fi and “convertible” workspace

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!

Luxury Apartment in Scranton's Hill Section
Luxury apartment located in a historic, beautiful, 14,000 sq. ft mansion in the heart of the Hill section of Scranton. This home was originally built in 1892 for a coal baron and has a rich history. The apartment is truly one of a kind with generous rooms, 12 foot high ceilings, custom kitchen, along with a peaceful and private stone patio located at the back of the apartment. The stone patio is part of the professionally landscaped backyard gardens that you are welcome to enjoy!

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

Chalet with year round heated pool, sauna, jacuzzi
Secluded chalet tucked away in the woods of Moscow PA but central to all skiing and water park attractions. Three levels of the home provide ample space for big families to spread out with 4 bedrooms, 3 full bathrooms and 2 half bathrooms. Built in 2025 this is a brand new home ready to welcome your family for your mountain adventure. The pool is heated year-round with a full spa, sauna, and jacuzzi. Our backyard is fully fenced in and private.

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.
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

Renovated 3BR House in Tobyhanna FirePit PingPong

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

Romantic AFrame Cabin | Stargaze | FirePit | Grill

Pine Woods Loft • Hot tub • Indoor Pool • Gameroom

Modern Farmhouse |30 Acres Mountain Views & Nature
Destinations to explore
- New York City Holiday rentals
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- Washington Holiday rentals
- Boston Holiday rentals
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- Niagara Falls Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- 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





