
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.

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.
4.74 out of 5 average rating, 19 reviews
Pocono Castle: Dungeon Escape Room & Private Pond
Sleep in a Fairy Tale at Pocono Castle! Live the dream in this 2,300 sq. ft storybook retreat, where you’ll sleep like royalty in a real fairy tale castle. Unwind in luxury with a bubbling hot tub, a cedar sauna, and endless magical touches. Dress up as Kings, Queens, or Knights and explore the grounds, featuring a private one-acre pond & maybe you’ll catch a Golden Fish! With enchanting bedrooms, outdoor adventures, and unforgettable charm, this is the OMG getaway you’ve been waiting for!
4.99 out of 5 average rating, 480 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.
4.93 out of 5 average rating, 136 reviews
Romantic AFrame Cabin | Stargaze | FirePit | Grill
Only 2 hours from NYC • 90 minutes from Philly • Easy drive from North Jersey, Scranton & Allentown Welcome to the Romantic A-Frame, our charming hideaway designed for couples, solo travelers, or a small family with up to 2 children. Cozy, peaceful, and intentionally styled, this retreat is all about slowing down, reconnecting, and enjoying simple comforts. When you're ready, you can hit the slopes or the areas hiking trails. Minimum Age to Rent is 25 Township Registration # 021444
5.0 out of 5 average rating, 104 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.
4.97 out of 5 average rating, 116 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.
4.95 out of 5 average rating, 41 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
4.96 out of 5 average rating, 315 reviews
outdoor movie gazebo | private hot tub | firepit
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.
4.88 out of 5 average rating, 107 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.
4.87 out of 5 average rating, 308 reviews
Lovely 4 bedroom rental with spacious master suite
Come stay at this unique and family-friendly apartment. 4,100 sq ft apartment located on the second floor of a historic mansion built in 1892. There is plenty of space for you to spread out and unwind. Beautiful bedrooms with 3.5 bathrooms that include a spacious master suite with tiled walk in shower and private balcony. Additional covered porch and large swing off of bright, sun light dining room to relax and enjoy the outdoors.
4.97 out of 5 average rating, 127 reviews
Farm Sanctuary Cabin with a Sunset View! (Cabin B)
Cabin B is a fully equipped cabin located on our gorgeous 35 acre farm sanctuary located in the Pocono Mountains region of Pennsylvania. 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! If you’d like a more in depth experience, ask us about scheduling a “meet the animals” walking tour during your stay!
5.0 out of 5 average rating, 191 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!
4.96 out of 5 average rating, 156 reviewsPopular amenities for Madison vacation rentals
Other great vacation rentals in Madison

Roamingwood cottage: The Hideout - Lake Ariel PA
4.93 out of 5 average rating, 30 reviews
Poconos Lakefront Retreat | Sauna + Hot Tub + Spa
5.0 out of 5 average rating, 3 reviews
acuteHAUS + Woodfire Hot-Tub, the Modern Chalet
4.97 out of 5 average rating, 36 reviews
tiny lumberhouse w/hot tub, mini golf, & arcade
5.0 out of 5 average rating, 5 reviews
Poconos Lake House: Fire Pit, Kayaks, Pool Access!
4.95 out of 5 average rating, 19 reviews
Newly Renovated Poconos Home in Big Bass Lake
5.0 out of 5 average rating, 9 reviews
GoldStar Community/Lake/BBQ/Game room
4.82 out of 5 average rating, 28 reviews
Indoor Sauna-HotTub-Pool Table-Family/Pets Welcome
5.0 out of 5 average rating, 32 reviewsDestinations to explore
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- Bushkill Falls
- Camelback Mountain Resort
- Ricketts Glen State Park
- Pocono Raceway
- Blue Mountain Resort
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Camelback Mountain
- Bethel Woods Center for the Arts
- Camelback Snowtubing
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Hickory Run State Park
- Resorts World Catskills
- Promised Land State Park
- Aquatopia Indoor Waterpark
- Mohegan Sun Pocono
- Penn's Peak
- Big Boulder Mountain
- Camelbeach Mountain Waterpark
- Shawnee Mountain Ski Area
- Crayola Experience
- Lake Harmony
- Beltzville State Park





