Holiday houses in Madison

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Top-rated holiday rentals in Madison

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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, 13 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.

Top Guest favourite
A modern living space features a stone fireplace centered on a wall with a large mounted television. Two windows invite natural light and views of the wooded outdoors. Comfortable seating is arranged around a circular coffee table, complemented by a textured area rug.
Chalet in Pocono Lake
5 out of 5 average rating, 133 reviews

Chalet Retreat*FirePit*W/D*HotTub*Fireplace*EV

A stunning chalet ideally situated in the Pocono mountains. Your destination for a weekend escape or a longer stay all year round! Outside one can enjoy a natural setting in a beautiful 1-acre private wooded property, hot tub, two fire pits, a deck for morning coffee, or a delicious BBQ. Our home offers a tranquil interior atmosphere and home is conveniently located near all Pocono Mountains' seasonal activities. Whether you want to unwind or recharge, our home provides the perfect retreat.

Top Guest favourite
The living room features vaulted ceilings with exposed wooden beams. A stone fireplace is framed by comfortable seating arrangements, including two armchairs and a spacious sofa. A spiral staircase leads to the loft, while large windows allow natural light to fill the space.
Cabin in Gouldsboro
4.99 out of 5 average rating, 120 reviews

Peaceful Pocono Getaway - Fresh Air and Fun

Vaulted ceilings, living room fireplace, 2 first floor bedrooms in this airy and private 4-season cabin with easy access to the amenities in the area. The house is a short walking distance to the indoor pool (open Labor Day to Memorial Day), and just a street away from a beautiful state park with over 2000 acres to explore with trails and a sandy beach 250 acre lake. The outdoor pool, beaches, tennis courts and more are open Memorial Day to Labor Day. 3 Ski slopes are less than 30 minutes away.

Guest favourite
A window offers a clear view of the lush greenery outside, showcasing a serene forest scene. A wooden table with a placemat is visible in the foreground, along with a red mug resting on it, inviting a cozy atmosphere.
Home in Lake Ariel
4.89 out of 5 average rating, 147 reviews

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 8 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!

Top 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, 108 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
Cottage in Hawley
5 out of 5 average rating, 151 reviews

Cottage on House Pond

Intimate Lakefront country cottage on beautiful House Pond. Just 3 minutes from the Lake Wallenpaupack boat launch and 5 minutes from shopping, restaurants, bars, boat tours, fantastic hiking trails, and more. At this quiet, newly renovated (2022) retreat, you can experience great fishing, incredible sunrises and sunsets, bald eagles, blue herons, deer, various birds, and other wildlife. Relax and dine on the deck or lakeside flagstone patio while enjoying crackling embers in the fire pit.

Guest favourite
The late 19th century farmhouse exhibits a charming blend of stone and stucco exterior. A well-manicured lawn surrounds the home, bordered by lush trees for privacy. The structure features multiple windows on the second floor, providing natural light to the living spaces.
Home in Falls
4.93 out of 5 average rating, 112 reviews

Cozy secluded farmhouse in Wyoming County, PA

This late 19th century farmhouse has been beautifully restored to feature the original hardwood flooring throughout but comes equipped with all the most important 21st century updates (heat, running water, electricity, wifi). Our 3 bd/ 1 bath home is perfect for a relaxing weekend getaway for couples, friends, or families, whether you want to serve a 3-course meal at our antique dining room table or relax at the picnic table while grilling in our outdoor fireplace.

Guest favourite
An exterior view of The Cedar House reveals a charming wooden facade complemented by a stone pathway. Lush green grass surrounds the entrance, where colorful flower pots enhance the inviting appeal. Large windows allow natural light to fill the inviting spaces inside.
Home in Spring Brook Township
4.97 out of 5 average rating, 104 reviews

THE CEDAR HOUSE

Escape to the foothills of beautiful Pocono Mountains, enjoy the beauty of nature surrounding The Cedar House. Bring your family, friend and pets. Create beautiful memories from PA. Enjoy the five and a half acres of land, and wild animals passing by . At night enjoy the outdoor fire pit or warm up by the woodstove. Relax under the shade of trees, read a good book and admire lake view. The Cedar House has an unique interior, furnished with custom furniture.

Guest favourite
Tiny home in Gouldsboro
4.88 out of 5 average rating, 174 reviews

Outdoor Movies | Hot Tub | Wii |Firepit | by Lake

*Outdoor projector is here!* This spacious tiny retreat is fully stocked for a memorable family vacation or a romantic couple’s getaway. Soak in your private hot tub, toast s’mores by the fire, sway in the hammock under the stars, or stay in and enjoy hours of gaming on our new Nintendo Wii. Enjoy access to 2 beaches, an Olympic-sized pool (seasonal) mini golf, tennis courts & more. Just minutes from Pocono favorites like skiing, casinos, and waterparks.

Top Guest favourite
Chalet in Covington Township
4.96 out of 5 average rating, 51 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.

Superhost
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, 281 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
A cozy living room features a blue sofa and armchair arranged around a glass coffee table. A patterned area rug adds warmth to the space, while a wall-mounted artwork of a tree brings a touch of nature. A small desk with a chair is visible in the background.
Home in Honesdale
4.97 out of 5 average rating, 195 reviews

Teal Cottage in Honesdale

Newly renovated cute cottage in historical Honesdale. Originally built in the 1940's as a TV repair shop and lovingly converted into a home. You will find yourself in rural PA, yet close enough to walk to the shops and restaurants in town. Get away from the hustle and bustle of city life and enjoy a few peaceful days in our lovely town. Garage parking for one car or a 15 minute walk from the Shoreline bus drop-off.

Popular amenities for Madison holiday rentals