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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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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
4.83 out of 5 average rating, 18 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.

Top guest favourite
An outdoor deck features comfortable lounge furniture in shades of blue, surrounded by lush greenery. A stock tank pool is seen, offering a relaxing spot. Soft gravel pathways lead to various seating areas, creating a serene outdoor retreat on the property.
Home in Stroudsburg
5.0 out of 5 average rating, 202 reviews

Simply Serene: Wild West City/Escape Room/4 Acres

✨IT'S ALL ABOUT FINDING THE CALM IN THE CHAOS ✨ & making memories .. 🌿4 ACRES OF PRIVACY, TRANQUILITY & WILD WEST CHARM 🌿4 COZY BEDROOMS • 3000+ SQ FT OF PURE FUN 🏡Unique Custom Designed Retreat in the Heart of the Poconos - Stunning Nature & Wildlife yet Minutes from All Major Poconos' Attractions 💖Perfect for Any Group Size - From Romantic Getaways, to Family Reunions, Special Occasions, OR Relaxing with Friends & Loved Ones ⭐Over 100 Indoor & Outdoor FUN Activities for All Ages ⭐

Guest favourite
The living area features a comfortable white couch positioned in front of a brick fireplace adorned with a seasonal decoration. Light streams in through sliding glass doors, illuminating the space alongside a cozy armchair and indoor plants. Exposed wooden beams enhance the ceiling.
Home in The Hideout
4.93 out of 5 average rating, 30 reviews

Roamingwood cottage: The Hideout - Lake Ariel PA

Retreat to this quiet, newly renovated home for your next getaway. Cozy up near the fire then refresh in the rainfall shower. Make a meal in the fully equipped kitchen and enjoy it around the table for 10. BYOB to create drinks in the vintage bar area. Step back in time with retro music on vinyl. And enjoy "The Hideout's" community amenities including beaches, pools, boat rentals, a fitness center, golf, restaurants, an art center, a ski lift, ski hill & tubing, as well as a rec center.

Top guest favourite
A two-story yellow farmhouse is framed by lush greenery, with a stone walkway leading to the front entrance. The home features large windows and a welcoming porch with white railings. Nearby, a greenhouse is visible in the background.
Home in The Hideout
4.93 out of 5 average rating, 135 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 castle-style retreat is showcased, featuring a whimsical dragon statue and a large chess set in the foreground. A tranquil pond with a fountain is visible, alongside a magnificent castle structure designed with classic stone elements and a welcoming entrance, all set amidst lush greenery.
Castle in East Stroudsburg
4.99 out of 5 average rating, 479 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!

Guest favourite
A hot tub situated on a deck, surrounded by tall trees, offers a view of the calm lake waters. The surrounding area includes lounge chairs arranged for relaxation, with a lantern visible nearby, enhancing the serene outdoor setting.
Home in Greentown
4.95 out of 5 average rating, 101 reviews

Lakefront w/ Hot Tub on Lake Wallenpaupack

Rustic meets modern with this completely remodeled house which sleeps 12. Bring your boat and dock on our private dock or use our kayak. 2 patios overlooking the lake including a fire pit and outdoor chimney area. 3 master suites with king beds and three rooms with queen beds. All rooms have lake views. There's a media / game room with 85 in TV, a bar, sauna, and shuffleboard table. This house has it all including a chefs kitchen with Viking appliances, wine fridge and icemaker.

Top guest favourite
Home in Tobyhanna
4.98 out of 5 average rating, 126 reviews

Romantic & 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.

Top guest favourite
An outdoor deck is illuminated by string lights, featuring cozy red seating arranged around a central fire pit. A transparent dome lounge with comfortable seating is visible, surrounded by trees, creating an inviting space for relaxation and gathering under the evening sky.
Cabin in Big Bass Lake
4.96 out of 5 average rating, 98 reviews

Luxe Chalet w/Dome~Hot Tub~Theater~Game Room~Lake

Elevated Big Bass Lake chalet with five bedrooms, four full bathrooms, and room for up to 12 guests. Enjoy a covered hot tub, outdoor dome lounge, private 85-inch theater, karaoke, game room, fire pit, and seasonal lake and pool access. Two host-provided kayaks are included for seasonal lake use. Explore nearby Pocono attractions, then return to a private retreat designed for family reunions, multigenerational stays, couples traveling together, and memorable group getaways.

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
4.96 out of 5 average rating, 113 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
Home in Coolbaugh Township
4.95 out of 5 average rating, 40 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.

Top guest favourite
Home in Gouldsboro
4.97 out of 5 average rating, 110 reviews

Lakeside Luxe: Lake Views, Theatre, Guest Favorite

Enjoy a fall 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 a cozy sunroom with a swing and coffee bar. Spend your days admiring the fall foliage, exploring nature trails, fishing, swimming at the community indoor pool, or renting a boat through October 15. Then grill, relax by the firepit, or unwind while enjoying the nearby waterfall views.

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, 306 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.

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