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.

Superhost
Chalet in Big Bass Lake
5 out of 5 average rating, 4 reviews

Lakefront Oasis w/ Speakeasy·Kayaks·HotTub·FirePit

Escape to Larsen Lake Lodge - a stunningly beautiful lakefront Pocono retreat unlike any other. Kayak or canoe right from your backyard, soak in the lake-view hot tub, kick back in the hanging egg chairs, gather round the lakeside fire pit or slip into the speakeasy game room for a night of fun. 🏖️ Steps to beach & tennis courts 🏊 4 min. to splash pad, pool & clubhouse 🛝 25 min to Kalahari & Camelback Resorts 🎰 30 min to Mount Airy Casino Experience the Poconos with us & learn more below!

Guest favourite
Cabin in Lake Harmony
4.93 out of 5 average rating, 213 reviews

"The Lure" Delightful, Private Waterfront Getaway

The Lure is a fully renovated 1940s fishing cabin reimagined into romantic waterfront retreat for 2 on the glacial waters of Round Pond in Lake Harmony. Designed for couples, this home pairs vintage charm with modern indulgence--private hot tub beneath the stars, crackling wood-burning fireplace, fire lit evenings by the shore, and quiet mornings drifting by canoe. Secluded yet moments from adventure: hiking, dining, skiing, Jim Thorpe, and Pocono Raceway--where romance lingers and time slows.

Guest favourite
Cabin in Gouldsboro
4.88 out of 5 average rating, 94 reviews

outdoor movie room private hot tub firepit by lake

*OLYMPIC SIZED POOL & AQUATIC CENTER OPENS JUNE 25!* Welcome to your dream escape in the heart of the Poconos! Experience outdoor movie magic on your 75-inch TV with fresh, homemade popcorn, or soak away stress in the bubbling hot tub after a day of exploring. Enjoy smores, stories and stargazing by the firepit after showing off your BBQ grilling skills! Designed to offer an unforgettable escape with a blend of luxury and nature, this cabin is ideal for families, couples, or friend groups.

Superhost
Cabin in Blakeslee
New place to stay

A-Frame ~ Explore ~ Hike and Bike ~ One of a Kind

A one-of-a-kind A-Frame filled with character and cozy spaces. Perfect for active outdoor enthusiasts looking to slow down and reconnect with nature. • Unique rustic design with warm mountain-lodge charm • Peaceful wooded setting with abundant natural light • Primary suite with serene forest views • Fire pit with custom seating • Private hiking trail on the property • Ideal basecamp for mountain biking, hiking, and outdoor adventures • Easy access to local trails, dining, and attractions

Guest favourite
Home in Gouldsboro
4.96 out of 5 average rating, 126 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 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
4.96 out of 5 average rating, 112 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.

Top guest favourite
An outdoor fire pit area is surrounded by gravel and lush green grass. Two wooden chairs are positioned on either side of the fire pit, with a red shed visible in the background next to the house, which is nestled among the trees.
Home in Greentown
5 out of 5 average rating, 20 reviews

Alice's House: Summer Fun for Friends and Family

Escape to The Great outdoors in Northeast Pennsylvania. Just a 2-hour drive from both New York City and Philadelphia. Welcome to Alice's house a fully furnished two bedroom one bath home nestled deep in the serene woods of northeast Pennsylvania Just minutes from Lake Wallenpaupack and Promised Land State Park. Enjoy endless outdoor adventures including biking,hiking, kayaking, boating, fishing and antiquing, or just relax with your friends or family.

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.

Guest favourite
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, 293 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, 275 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 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