Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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Top guest favorite
The spacious great room features high wooden ceilings supported by exposed beams. Large windows allow natural light to fill the space, which includes a cozy seating area with a light-colored sofa, a dining table, and a fully equipped kitchen in the background.
Barn in Jermyn
4.98 out of 5 average rating, 199 reviews

Restored Barn - 44 Acres Near Elk Mountain

Reconnect with nature at this unforgettable retreat. Escape to our renovated barn on a 44-acre eco-paradise. Experience modern farmhouse living with 25-foot ceilings, a great room with beautiful views, fully equipped kitchen, king-size bed in giant loft bedroom, and cozy gas stoves. Hike, kayak or fish on the 100 acre lake, forage for wild berries and ramps in season, or go skiing at Elk Mountain right down the road. One-of-a-kind serenity and rustic, natural luxury in Pennsylvania's wilderness.

Guest favorite
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 favorite
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.

Guest favorite
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, 148 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 favorite
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, 110 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 favorite
A castle-style retreat is showcased, featuring a whimsical dragon statue and a large chess set in the foreground. A tranquil pond with a fountain is visible, alongside a magnificent castle structure designed with classic stone elements and a welcoming entrance, all set amidst lush greenery.
Castle in East Stroudsburg
4.99 out of 5 average rating, 438 reviews

Pocono Castle w/ Dungeon Escape Room &Private Pond

Sleep in a Fairy Tale at Pocono Castle! Live the dream in this 2,300 sq. ft storybook retreat, where you’ll sleep like royalty in a real fairy tale castle. Unwind in luxury with a bubbling hot tub, a cedar sauna, and endless magical touches. Dress up as Kings, Queens, or Knights and explore the grounds, featuring a private one-acre pond & maybe you’ll catch a Golden Fish! With enchanting bedrooms, outdoor adventures, and unforgettable charm, this is the OMG getaway you’ve been waiting for!

Top guest favorite
Cottage in Hawley
5 out of 5 average rating, 152 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 favorite
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.

Guest favorite
A relaxing outdoor space features a hot tub surrounded by a wooden deck. Soft lighting from string lights creates a comfortable ambiance. Through the glass doors, a cozy indoor area with a hanging chair and green accent wall is visible, inviting rest and connection with nature.
Cabin in Blakeslee
4.94 out of 5 average rating, 173 reviews

King Size - Romantic - Massage - Pet Friendly

Reconnect with one another and Nature in our updated cabin. * Comfortable and Cozy * Massage Room with oils * Warm fireplace and faux bearskin rug * King size bedroom * Hot Tub * Decor is an optional upgrade * Hiking begins at the door step * Close to many local Pocono attractions Ideally suited for a couple this cabin is nestled in a quaint community surrounded by state forest. We are required to register guests 48 hrs prior to check in.

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.

Superhost
A relaxing hot tub is situated under a wooden gazebo, surrounded by lush greenery. Water is seen bubbling and flowing, creating a tranquil atmosphere. The private space is framed by wooden fence panels, enhancing the secluded experience.
Cabin in Greentown
4.85 out of 5 average rating, 117 reviews

Cheerful 3bedroom cabin house Hot tub/Lake access!

Rustic meets contemporary with this updated log cabin. from the granite counter tops, walnut floors, and custom built reclaimed doors inside, to the spacious levels of wrap around decks outside this home screams luxury. it is within walking distance to lake Wallenpaupack where if desired beautiful bennington pontoon is awaiting to be rented. Come experience the ultra modern feel and sense of relaxation that this home gives

Top guest favorite
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 vacation rentals