Holiday houses in Madison

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Top-rated holiday rentals in Madison

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Top Guest favourite
An outdoor fire pit, surrounded by rustic chairs, provides a cozy gathering spot. Stacked firewood is neatly arranged nearby, and a cabin is visible in the background, nestled among the trees. The scene is illuminated by evening light, enhancing the natural beauty of the surroundings.
Cabin in Cresco
4.98 out of 5 average rating, 176 reviews

The Little Black Cabin: Hot tub/Cold Plunge/Sauna

The Little Black Cabin (LBC) offers the perfect balance between rustic and lux. We remodeled this cabin with the goal to create a space where you can reconnect with nature while simultaneously indulging in pure comfort. It's a space designed to inspire, and to revitalize your mind, body and spirit - A place where you can chop wood, take a walk, light a fire, sit and relax under the stars, or enjoy a hot tub, cold plunge, or Finnish-style handmade sauna - We welcome you to The Little Black Cabin.

Guest favourite
A spacious kitchen is highlighted by a large island with a polished countertop, surrounded by wooden cabinetry. Pendant lights hang above, providing illumination. In the background, a dining area is visible, featuring a dark wood table with chairs, and a stone fireplace enhances the rustic charm.
Home in Moscow
5 out of 5 average rating, 14 reviews

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.

Guest favourite
A cozy seating area features two comfortable couches positioned around a wooden table. Soft lighting from candles complements the natural light streaming through large windows, revealing an autumn landscape with vibrant foliage outside.
Tiny home in Lake Ariel
4.96 out of 5 average rating, 83 reviews

Eco Cedar Tiny Cabin/Poconos/Private forest view

Surround yourself in nature & experience a relaxing escape away from the bright lights, just 2h from NYC! The cedar tiny cabin is a holistic space full of light & tranquility! It is an organic space free of chemicals/VOS, a space to unwind & reconnect with self. The interior walls are made of pure western cedar wood & the bathroom tiles are natural river pebble/rock. A true private forest experience in the woods! There is mountain fresh air, hiking, skiing, and beautiful nights full of starts!

Guest favourite
Cabin in Lake Harmony
4.93 out of 5 average rating, 213 reviews

"The Lure" Delightful, Private Waterfront Getaway

The Lure is a fully renovated 1940s fishing cabin reimagined into romantic waterfront retreat for 2 on the glacial waters of Round Pond in Lake Harmony. Designed for couples, this home pairs vintage charm with modern indulgence--private hot tub beneath the stars, crackling wood-burning fireplace, fire lit evenings by the shore, and quiet mornings drifting by canoe. Secluded yet moments from adventure: hiking, dining, skiing, Jim Thorpe, and Pocono Raceway--where romance lingers and time slows.

Guest favourite
Home in Newfoundland
4.93 out of 5 average rating, 56 reviews

Renovated Luxury Home in Poconos

This newly renovated home located in the heart of Pocono Mountains is overlooking a peaceful pond, offers luxury amenities like a hot tub, sauna, and game room, plus a children's room designed with fun in mind. The modern, fully equipped kitchen features a coffee bar with an expresso machine! Perfect for families, this stylish home offers both relaxation and fun in a private, serene setting. Minutes from state parks and other mountain adventures. More guests can be accommodated upon request.

Guest favourite
A two-story yellow farmhouse is framed by lush greenery, with a stone walkway leading to the front entrance. The home features large windows and a welcoming porch with white railings. Nearby, a greenhouse is visible in the background.
Home in The Hideout
4.93 out of 5 average rating, 123 reviews

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.

Top Guest favourite
A modern lakefront home is positioned within a wooded landscape, featuring floor-to-ceiling windows that provide a panoramic view of the surroundings. The exterior is surrounded by lush greenery, including ferns and large rocks, enhancing the natural setting. A deck extends from the home, inviting outdoor enjoyment.
Home in Greentown
4.98 out of 5 average rating, 57 reviews

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.

Top Guest favourite
Home in Clifton Township
5 out of 5 average rating, 25 reviews

Short Walk to Beach-Sauna+Hot Tub-Backyard Oasis

Welcome to the Adventure Lodge at Big Bass Lake; where comfort meets the call of the wild! This spacious 3-story home offers plenty of room for everyone to relax, with a huge yard, 2 decks, and inviting outdoor space ideal for gatherings. Enjoy full access to community amenities, including the lake just a short walk away, pools, and more. Whether you're lounging on the deck, exploring nearby nature, or cozying up indoors, you'll feel right at home—and yes, your pets are welcome too!

Guest favourite
Chalet in Covington Township
4.97 out of 5 average rating, 61 reviews

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.

Top Guest favourite
Home in Barrett Township
5 out of 5 average rating, 8 reviews

Boutique Farm Stay | 30 Acres & Baby Goats

Escape to a beautifully renovated modern farmhouse set on 30 private acres in the Pocono Mountains. Delivering a boutique resort-quality experience, the home features designer interiors, luxury bedding, a fully equipped kitchen, and a stunning stone fireplace. Explore the seasonal creek, meet our friendly baby goats and rabbits, and enjoy the peaceful surroundings of the Ik & Lo Resort at Barn Swallow Stables, a boutique nature resort.

Guest favourite
A spacious living area features a stone fireplace and large windows overlooking Lake Larsen. Comfortable seating is arranged on warm wooden floors, leading to an inviting outdoor deck with a dining table and umbrella. Natural light enhances the relaxing ambiance.
Home in Gouldsboro
4.87 out of 5 average rating, 295 reviews

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.

Top Guest favourite
Aerial view of a lakeside cabin surrounded by lush greenery and trees, with a river flowing nearby. The cabin's exterior features a sloped roof and a spacious yard, providing a serene setting amidst nature.
Cabin in Greentown
4.95 out of 5 average rating, 43 reviews

Lazy River Cabin: Lakefront Stay

Welcome to the Lazy River Cabin Lakefront Stay on Lake Wallenpaupack! This chic 3-bedroom, 3-bathroom retreat combines modern amenities with tranquil Poconos scenery. Expertly designed, it serves as your ideal home away from home, perfect for lakeside relaxation and easy access to local attractions. Unwind, relax, and make lasting memories with loved ones at this serene getaway, featuring a private dock and spacious backyard.

Popular amenities for Madison holiday rentals