Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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Guest favorite
A charming cottage exterior is framed by lush greenery, showcasing a blend of stone and wooden siding. A wooden ramp leads to the entrance, providing accessibility. Tall trees surround the property, enhancing the natural setting and creating a peaceful atmosphere.
Cottage in Barrett Township
4.92 out of 5 average rating, 224 reviews

Hot Tub Retreat * Fire pit and Hammock in nature

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

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.

Superhost
A modern bathroom is showcased, featuring a sleek glass shower enclosure and a stylish soaking tub. A marble sink is positioned atop a dark vanity with wooden accents. Soft natural lighting illuminates the space, highlighting grey stone walls and elegant fixtures.
Home in Tobyhanna
4.86 out of 5 average rating, 440 reviews

Pocono Mountains Home Near Kalahari and Casino

Escape to a cozy fall getaway near Kalahari, Mount Airy Casino, Crossings Outlets, Lake Wallenpaupack, & Tobyhanna State Park 2 miles away w/ fall foliage, & mountain air, lake views, wildlife, & picnic spots. Nestled off a rugged private road. This spa style retreat has a soaking tub, rain shower, smart lights, kitchen w/ smart stove, plush beds, LED mirrors w/ music sync, & retro arcade fun. Perfect for couples, birthday getaways or families seeking a peaceful Poconos stay w/ modern amenities.

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, 109 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
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
A newly constructed townhouse is featured, showcasing a blend of green siding and stone accents. The entrance is framed by a covered porch with white railings. A spacious driveway is visible, leading to a two-car garage. Lush landscaping complements the exterior.
Townhouse in Tunkhannock
4.84 out of 5 average rating, 101 reviews

Condominium Rental at StoneHedge Golf Course

Brand new townhouse on one of Northeastern Pennsylvania's Signature golf courses. Golf and romance packages available. Breakfast available upon request for an additional fee. Within steps of our seasonal on-site restaurant (April-October). This location is great for visiting family members, spending a couple of days on the course, and a romantic getaway with a loved one in the beautiful Endless Mountains. Easy access to Route 6 between historic downtown Tunkhannock and Clark Summit.

Top guest favorite
The living area features a neutral color scheme with a comfortable sofa and a decorative coffee table. A flat-screen TV mounted on the wall provides entertainment, while the adjacent kitchen area showcases modern appliances and cabinetry, blending functionality with a home-like feel.
Apartment in Honesdale
4.99 out of 5 average rating, 289 reviews

The Little Hayloft in Historic Honesdale, PA

The Little Hayloft is a newly renovated small one bedroom apartment in the heart of downtown historic Honesdale. Years ago, it was actually once a hayloft above a three horse stable before the invention of automobiles! Just a few blocks from Main Street Honesdale and walking distance to the historic heart of Honesdale, you will find plenty of great food and drink, shopping, art and antiques and much more charm that the little lovely town of Honesdale, PA has to offer!

Superhost
A charming wooden cottage is enveloped by lush greenery, featuring a spacious deck with sturdy railing. The exterior showcases large windows, allowing natural light to fill the interior. A pathway leads to the outdoor area with seating, creating an inviting space for relaxation.
Home in Greentown
4.94 out of 5 average rating, 333 reviews

Brand new one bedroom paradise

Gorgeous Brand new Cottage! Close to many ski resorts! Montage, Jack Frost, Elk Mountain Big Bear, and Camelback. 25-35 minutes out. Away from the hustle and bustle!Perfect getaway! All you need is your clothes and food! Fully sanitized& filled with all essentials. GLAZE under the stars around the fire pit. This beautiful house is minutes away from grocery stores, shops and other facilities. 25 minutes away from Woodloch Pines and 20 minutes from SkyTop!

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, 172 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.

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