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
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!

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, 118 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 living space features a stone fireplace centered on a wall with a large mounted television. Two windows invite natural light and views of the wooded outdoors. Comfortable seating is arranged around a circular coffee table, complemented by a textured area rug.
Chalet in Pocono Lake
5 out of 5 average rating, 137 reviews

Chalet Retreat with HotTub, Fire Pit and EVCharger

Escape to Firefly Chalet, a modern and elegant private retreat nestled on a stunning 1-acre wooded property in Pennsylvania’s Pocono Mountains. Whether you’re planning a romantic weekend, family reunion, or extended stay, this tranquil chalet delivers the perfect year-round escape—unplug, recharge, and soak in nature right outside your door. This chalet is more than a stay—it’s your personal sanctuary in the Poconos. Book now and create unforgettable memories surrounded by nature.

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
4.95 out of 5 average rating, 130 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

Guest favourite
Cabin in Newfoundland
4.91 out of 5 average rating, 247 reviews

Cozy Forest Log Cabin | Hot Tub, Fire Pit, Pets Ok

Escape to our spacious winter cabin, surrounded by a peaceful forest backdrop and often blanketed in snow, with warm holiday décor inside. Enjoy cozy indoor and outdoor seating, a hot tub in a private gazebo, porch swing, hammock, and a crackling fire pit for starlit nights. Inside, an open-plan living area, games, and comfy bedrooms await. Minutes from cute restaurants, skiing, lakes, and trails—perfect for relaxing and soaking in the charm of the Poconos.

Top guest favourite
The A-frame cabin is showcased in the twilight, surrounded by trees and illuminated by soft string lights. A hot tub is situated on a wooden deck nearby, offering a serene outdoor retreat. A barrel sauna is also visible, adding to the relaxation options.
Cabin in Albrightsville
4.99 out of 5 average rating, 199 reviews

Skiing/Tubing | Sauna | HotTub | Games | Woods

Skiing/Tubing season is almost around the corner! Escape to the "Eclipse", a Scandinavian-inspired modern cabin nestled on .5 acres overlooking endless woods. The Eclipse offers thoughtful amenities such as a striking gas fireplace, a fun arcade console, disc golf, laser tag, and a mouth watering popcorn cart for movie nights. Unwind in the hot tub under the stars or bask in the LED-lit A-frame charm. At 'Eclipse', all stars align for a truly magical stay.

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, 299 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, 288 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, 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!

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, 112 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.

Popular amenities for Madison vacation rentals