Holiday rentals 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, 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 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
4.9 out of 5 average rating, 155 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!

Superhost
The exterior of the cabin is surrounded by a blanket of fresh snow. The wooden structure features a covered porch with a set of stairs leading to the entrance, while trees in the background appear dusted with white.
Cabin in Roaring Brook Township
4.91 out of 5 average rating, 32 reviews

Blue Shutters Cabin Retreat!

Nestled on 165 acres of private land, Blue Shutters Cabin Retreat offers an escape from the hustle and bustle of every day life. Whether you're seeking adventure or serenity, Blue Shutters Cabin has it all. Some of Blue Shutters highlighting features: Dual Purpose Dinette Table (converts to Poker Table), 10 Speaker Surround Sound + Bluetooth, Billiards Room (9ft table), Sauna+ Steam Room, Gas Grill, Fire Pit, Professional Outdoor Ping Pong Table, Bocce, Horseshoes, Chess, Checkers and more!

Guest favourite
Tiny home in Gouldsboro
4.88 out of 5 average rating, 178 reviews

private hot tub wii outdoor movies lake access

*OLYMPIC SIZED POOL & AQUATIC CENTER OPENS JUNE 25!* This spacious Pocono tiny home is fully stocked for your next memorable family vacation or romantic couple’s getaway. Soak in your private hot tub, toast s’mores by the fire, cozy up for movie night with our new outdoor projector, or enjoy hours of gaming on the Nintendo Wii. Endless fun awaits you with access to 2 beaches, Aquatic center (seasonal) mini golf, tennis courts, & more. Just minutes from skiing, casinos, hiking and waterparks.

Top guest favourite
The inviting entrance of the two-story farmhouse displays a yellow exterior with white trim. A small porch is accessible via a ramp, lined with potted plants and colorful flowers. A welcome flag is prominently positioned in the grassy area, adding a cheerful touch to the entrance.
Home in The Hideout
4.93 out of 5 average rating, 121 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, 53 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 Gouldsboro
4.96 out of 5 average rating, 124 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
An elegant bathroom features a freestanding soaker tub positioned by a large triangular window. Natural light floods the space, showcasing views of surrounding trees. A small green stool complements the decorative patterned tile floor, while potted greenery adds a touch of nature.
Cabin in The Hideout
4.96 out of 5 average rating, 304 reviews

Condé Nast featured A-frame. Hot Tub. Lake. Pools

Sink into the hot tub and let the Poconos do the rest. This Condé Nast-featured mid-century A-frame is nestled among the trees, just minutes from the lake — a beautifully curated escape two hours from NYC with everything you need to completely unwind. Soaker tub with a tree-top view, chef’s kitchen, fire pit, community pools, and a bathroom so good it’s been featured in Condé Nast, Houzz and West Elm. This is the one you’ve been saving on Pinterest

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, 292 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 living area features two patterned sofas, a round coffee table, and a white rocking chair. Natural light filters through three large windows, illuminating the warm wooden floors. A standing lamp adds a cozy touch, while a decorative plant brings a hint of greenery.
Flat in Scranton
4.96 out of 5 average rating, 274 reviews

City Seclusion and Creative Retreat on the Brook.

total seclusion in East Mountain area of Scranton close to everything. Giant pine trees in a super quiet neighborhood offer a refreshing getaway or convenient stay for visiting relatives,going to music shows,concerts,mountain biking etc. Writers,artists and travelers will love this second floor walk up space. Note: There is no TV in the apartment. WiFi is available for streaming content on your devices.

Top guest favourite
A cozy outdoor fire pit area is surrounded by six red Adirondack chairs, providing a welcoming setting for gatherings. Soft string lights illuminate the space, while the cabin's wooden structure stands in the background, nestled among trees in a tranquil environment.
Cabin in The Hideout
4.99 out of 5 average rating, 106 reviews

Cozy Poconos Cabin. Firepit, Beach & Lake Access

Welcome to Smugglers Nook:Your Perfect Pocono Escape! Escape to the beauty of the Pocono Mountains at Smugglers Nook, your cozy home-away-from-home nestled within the serene Hideout community. This charming 1,400 sqft cabin is designed for both relaxation and adventure, offering everything you need for a memorable getaway. Whether you’re here to unwind or explore, Smugglers Nook is the perfect choice.

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, 153 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!

Popular amenities for Madison holiday rentals