Vacation rentals in Madison

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Top-rated vacation rentals in Madison

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
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, 208 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 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, 151 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 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!

Guest favourite
The exterior view reveals a charming cabin nestled among towering trees, surrounded by gravel and greenery. Inside, a cozy sitting area features a modern fireplace, while the kitchen showcases contemporary appliances and a spacious layout, all with warm wooden accents.
Home in Hawley
4.97 out of 5 average rating, 143 reviews

Tall Pines Cabin - Close to Lake Wallenpaupack

Welcome to Tall Pines Cabin! Upon arrival, you'll be greeted by the idyllic surroundings of lush greenery, towering pine trees, and a sense of peaceful seclusion. The property spans across acres of pristine land, ensuring absolute privacy and a sense of escape from the hustle and bustle of city life. The interior of this home is both inviting and cozy, featuring a blend of rustic charm and modern amenities. Local attractions include: Lake Wallenpaupack Woodloch Pines Cricket Hill Golf Club

Guest favourite
A charming cottage is set among tall trees, featuring a sturdy wooden deck leading to the entrance. Vibrant green landscaping surrounds the stone pathway, and a chimney adds a rustic touch to the exterior.
Cottage in Canadensis
4.93 out of 5 average rating, 282 reviews

Peace under the trees * Hot Tub, Hammock, Fire pit

WELCOME TO BEAUTIFUL SKYVIEW COTTAGE . Enjoy relaxing in this quaint interior and private deck with hammock and beautiful hot tub operating ALL year❣️climb in and relax..it’s your Pocono getaway! Fire pit, cozy main bedroom, tiled bathroom, central air, fully stocked kitchen (even a blender), coffee and some spices supplied, rear deck with nice firepit, and last but not least FAST Wi-Fi with convertible workspace for those who may need to stay in touch during getaway. Longer stay discounts!

Guest favourite
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
4.85 out of 5 average rating, 452 reviews

Pocono Mountains Home Near Kalahari and Casino

A summer getaway Duplex 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 favourite
Home in Gouldsboro
4.98 out of 5 average rating, 121 reviews

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!

Guest favourite
A unique freestanding treehouse stands elevated among tall trees. Stairs lead to the entrance, with a wooden deck extending from the side. The exterior features a combination of dark wood and rustic planks, and large windows allow natural light into the space.
Treehouse in Hawley
4.93 out of 5 average rating, 122 reviews

Gorgeous Luxury Treehouse Tiny Home

Welcome to Treetop Getaways Luxury Treehouse Campground! We are the only one of its kind! Come enjoy a night in the trees at this absolutely gorgeous freestanding treehouse. This beautiful little 200 sq ft rustic cabin in the air, has absolutely everything you could ever want from your vacation including a pull out sofa bed and a regular bed, hot and cold running water, regular toilet, everything you need to cook, Wi-Fi, TV, and the most comfortable bed you've ever slept in.

Guest favourite
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, 339 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!

Top guest favourite
Chalet in Covington Township
4.97 out of 5 average rating, 59 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
A modern house is set within a wooded area, surrounded by tall trees and greenery. A gravel driveway leads up to the entrance, showcasing a spacious yard. A small garage is visible to the right of the house, emphasizing the tranquil and private location.
Home in Tunkhannock Township
4.96 out of 5 average rating, 146 reviews

Place in the woods

Enjoy this quiet yet ideally located Pocono Lake vacation rental! Nestled in a private, wooded area, just minutes from the Pocono Raceway, Kalahari Casino and Waterpark, Big Boulder Mountain, and Tobyhanna State Park,this property let’s you choose the way you want to vacay!If relaxing in nature is more your speed, kick back at the 3-bedroom, 2-bathroom home, where you can roast s’mores by the firepit

Guest favourite
The exterior of the rustic cottage features a wooden facade and two sets of French doors. Chairs are positioned on a stone path leading to the entrance, surrounded by a manicured garden area with pebbles and greenery. Nearby trees provide a natural backdrop.
Guesthouse in Stroudsburg
4.96 out of 5 average rating, 269 reviews

Cozy guest cottage with indoor fireplace

Take it easy at this unique getaway in the Poconos! This vintage one room cottage is the perfect space for soaking in nature, getting creative, or exploring the attractions of the Pocono Mountains. The cozy cottage is within 20 minutes of ski resorts, Kalahari, and the Delaware Water Gap national recreation park. Reach downtown Stroudsburg and it’s restaurants and nightlife within 7 minutes.

Top guest favourite
A picnic area is visible by the tranquil lake, featuring wooden benches arranged on a grassy expanse. The serene water reflects surrounding greenery, with trees framing the scene. This peaceful spot invites relaxation and outdoor dining, surrounded by nature's sounds.
Home in Tobyhanna
4.95 out of 5 average rating, 152 reviews

Private Lakefront Poconos Getaway

Private 4BR house on a tranquil lake in the beautiful Poconos. Come and enjoy the many sights, hiking trails and family activities the mountains have to offer. In the evening, sit down by our charming lake and relax listening to the sounds of nature. Bring your binoculars... if you're lucky, you may be able to see the eagles that visit the lake! PLEASE BRING YOUR OWN TOWELS... THANK YOU!

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