Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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

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Guest favourite
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
4.93 out of 5 average rating, 229 reviews

Peaceful & Private * Hot Tub, Fire Pit, Hammock

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

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, 153 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!

Top guest favourite
Cabin in Mount Pocono
4.98 out of 5 average rating, 175 reviews

Poconos True Log Cabin| Views, Hot Tub & Game Room

Tucked away on 2 private acres overlooking a valley and creek, our log cabin is just 4 minutes from shopping and a short drive to Camelback, Kalahari, and Great Wolf Lodge. Plenty of space in the cozy living room, open loft, and outdoor areas. Enjoy the private hot tub on the spacious deck with stunning views, a pool table and ping pong table for indoor fun. Gather around the outdoor fire pit, or cozy up by the indoor fireplace. The warm of this true log cabin makes it a favorite year-round!

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.

Guest favourite
Home in Gouldsboro
4.96 out of 5 average rating, 122 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
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.

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, 291 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 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!

Top guest favourite
An arcade room is filled with various games, including a pool table, foosball table, and air hockey table. A large sectional sofa is positioned nearby, and several game machines line the back wall. Bright overhead lighting enhances the inviting atmosphere.
Home in Mount Pocono
4.91 out of 5 average rating, 114 reviews

Home in Mount Pocono, hot tub, ski, arcade.

Fully renovated house next to a state park. Perfect for hiking. Lots of privacy with a 4 acres of land, not in development. Arcade room with lots of games as you can see it on the pictures. Hot tub, fire pit, grill. Perfect location; 2 min to Shop Rite and Mt Airy Casino, 6 min to Kalahari, 12 min to Camel Back Ski and Water Park, and Crossing Outlets. Perfect place for adults and kids.

Top guest favourite
Home in Gouldsboro
4.97 out of 5 average rating, 101 reviews

Lakeside Luxe: Lake Views, Theatre, Guest Favorite

Enjoy a summer lakeside escape at Lakeside Luxe in Big Bass Lake, featuring 4 bedrooms, 2.5 baths, peaceful water views, central AC, an 86” theatre room, arcade/game room, and cozy sunroom with swing and coffee bar. Spend your days at the community lakes, beaches, outdoor pool, splash pad, boat rentals, or trails, then grill, relax by the firepit, or unwind by the waterfall views.

Popular amenities for Madison holiday rentals