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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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, 216 reviews

Restored Barn - 44 Acres, 100 Acre Lake

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.

Top guest favourite
An outdoor fire pit, surrounded by rustic chairs, provides a cozy gathering spot. Stacked firewood is neatly arranged nearby, and a cabin is visible in the background, nestled among the trees. The scene is illuminated by evening light, enhancing the natural beauty of the surroundings.
Cabin in Cresco
4.98 out of 5 average rating, 174 reviews

The Little Black Cabin: Hot tub/Cold Plunge/Sauna

The Little Black Cabin (LBC) offers the perfect balance between rustic and lux. We remodeled this cabin with the goal to create a space where you can reconnect with nature while simultaneously indulging in pure comfort. It's a space designed to inspire, and to revitalize your mind, body and spirit - A place where you can chop wood, take a walk, light a fire, sit and relax under the stars, or enjoy a hot tub, cold plunge, or Finnish-style handmade sauna - We welcome you to The Little Black Cabin.

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, 156 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, 177 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!

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
The cabin is set amidst autumn foliage, surrounded by trees displaying vibrant fall colors. A wooden deck with steps leads to the entrance, while a fire pit is framed by four rustic chairs on a gravel surface, inviting outdoor gatherings.
Cabin in Pocono Pines
4.96 out of 5 average rating, 136 reviews

Family Friendly Cabin I Firepit+Hot Tub I Poconos

Enjoy this stylish Poconos cabin located a short distance from multiple lakes, skiing, and golf courses.. (please note Lake Naomi is PRIVATE and we dont have a membership) → Smart TV → Solid WiFi → Fully Equipped Kitchen → Hot Tub → Fire pit & Awesome Deck → 13 miles from Snow Ridge Village → 3 miles to Timber trails and Pinecrest Lake Gold Course → 10 mins to Kalahari Waterpark/waterfalls → 20 mins to Camelback Mountain Adventures STR Permit Number #020578 Minimum Age to Rent: 25

Top guest favourite
Home in Tobyhanna
4.99 out of 5 average rating, 109 reviews

Stylish Chalet Getaway in the Poconos

A magical 3-bedroom, 1-bathroom Pocono chalet bordering Tobyhanna State Park right in your backyard, with a treehouse feel, window-wrapped interiors, luxury touches, a private new 6–7-seater hot tub, fire pit, pergola BBQ lounge, and access to Lake Carobeth, pools, and more within a gated community. Your perfect mountain getaway starts here. Come hide away in the trees, soak under the stars, and experience a Pocono stay that feels equal parts fairytale, luxury, and romance.

Guest favourite
Home in Coolbaugh Township
4.96 out of 5 average rating, 23 reviews

The Scout House - Hot Tub/Sauna/Fire Pit/Projector

Escape to The Scout House. A modern A-frame nestled among the trees in the Poconos, with floor-to-ceiling windows that immerse you in nature. Thoughtfully designed for slow mornings and fireside nights, offering a perfect balance of privacy and comfort within a safe, quiet community. Perfect for couples, friends, or families — ski, hike, enjoy the lake, or just relax. Hot tub, sauna, fire pit, projector, and more — everything you need for a relaxing, fun stay.

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, 111 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.

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 cozy cabin is set against a snowy backdrop, featuring a red metal roof and a spacious porch. A fenced area is visible in the foreground with two animals standing nearby. Snow covers the ground, adding to the rustic charm of this peaceful retreat.
Farm stay in Greentown
5 out of 5 average rating, 65 reviews

Get Cabin Cozy For a Cause! (Farm Cabin A)

Escape and relax at this unique, peaceful, cozy cabin getaway at our beautiful farm sanctuary in the Pocono Mountains. CABIN A is a fully equipped tiny home with WiFi, surrounded by animals and nature! We are a 501(c)(3)/non-profit animal rescue organization and all AirBnB proceeds go to helping animals live their best lives at our sanctuary. Cook meals, read by the fire, take walks, reconnect… you will not regret this getaway spot. 🙂

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