Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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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
5 out of 5 average rating, 5 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
Tiny home in Covington Township
5 out of 5 average rating, 13 reviews

Tiny Forest Cabin / Hot tub retreat

Escape to this brand-new 2025 tiny home featuring a private hot tub, fire pit and grill. Located in an amenity-packed community with a remodeled pool complex, two beaches, sports courts, mini golf, and more. Just minutes to Camelback, Kalahari, Pocono Outlets, and Mount Airy Casino. Close to hiking at Gouldsboro State Park and many more. ATV and off reading located at Lost Trails just a few minutes away. Even take a quick trip to Scranton—home of The Office! A perfect Pocono getaway year-round.

Top guest favourite
The cabin exterior features a wooden façade surrounded by lush greenery. An outdoor seating area is arranged around a stone fire pit, with several Adirondack chairs positioned on a stone patio. A spacious deck extends from the rear of the cabin, with sliding doors visible.
Cabin in Gouldsboro
4.99 out of 5 average rating, 106 reviews

Peaceful Pocono Getaway - Fresh Air and Fun

Vaulted ceilings, living room fireplace, 2 first floor bedrooms in this airy and private 4-season cabin with easy access to the amenities in the area. The house is a short walking distance to the indoor pool (open Labor Day to Memorial Day), and just a street away from a beautiful state park with over 2000 acres to explore with trails and a sandy beach 250 acre lake. The outdoor pool, beaches, tennis courts and more are open Memorial Day to Labor Day. 3 Ski slopes are less than 30 minutes away.

Guest favourite
A private hot tub is situated within a covered gazebo, surrounded by large windows that offer views of the wooded area outside. Soft lighting is visible, enhancing the serene environment. Bubbles are gently rising from the water, suggesting a soothing experience.
Tiny home in Gouldsboro
4.87 out of 5 average rating, 148 reviews

spacious tiny cabin with private hot tub by lake

Escape the hustle of everyday life and unwind in our tranquil, cozy cabin. This spacious tiny retreat is fully stocked for a memorable family vacation or a romantic couple’s getaway. Soak in your private hot tub, toast s’mores by the fire, or sway in the hammock under the stars. Enjoy access to 2 beaches, an Olympic-sized pool, mini golf, tennis courts & more. Just minutes from Pocono favorites like skiing, casinos, and waterparks. *EAGLE LAKE REQUIRES ONE ADULT TO BE 21 OR OLDER* :)

Guest favourite
The exterior of the lodge showcases a wooden deck surrounded by trees, with simple outdoor seating. Soft lighting illuminates the space, inviting relaxation in a natural setting. The rustic charm of the building blends harmoniously with the surrounding forest.
Home in Gouldsboro
4.97 out of 5 average rating, 87 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!

Superhost
A bright bedroom is depicted, featuring a spacious bed atop a low wooden frame. Natural light streams through a window covered by flowing curtains. A geometric rug adorns the floor, while a mirrored dresser and potted plants add to the inviting decor.
Apartment in Moosic
4.88 out of 5 average rating, 216 reviews

High end condo apartment located above café & yoga

High end, fully furnished second floor apartment located in downtown Moosic minutes off of I81, 3.3 miles to PNC field and Montage Mountain. Best part it’s located above a yoga studio, store and cafe! Two bedrooms side by side and large living room. Room service available from 9:30am-3pm with advance notice (plus fee) sauna, and massage available downstairs. Off Street parking and washer and dryer available. Apartment is under a fully new uplift so some items have been replaced

Guest favourite
A cozy bedroom is highlighted by a stylish custom headboard featuring a mural themed for Scranton. A neatly made spacious bed is adorned with fluffy white towels, while natural light filters through partially opened blinds. Dark curtains frame the window, contributing to a restful ambiance.
Flat in Scranton
4.96 out of 5 average rating, 178 reviews

*Office themed* Apartment with a view

This second story apartment combines bold retro styling, your favorite Scranton TV series, and a majestic mountain city view. Experience first hand why Michael Scott loved Scranton in this cozy and fun “Office” themed apartment. Stocked with games, an interactive bulletin board, and unique memorabilia throughout. Overlook the Electric City (with a plate of grilled bacon) from your private outdoor balcony after you have gotten your fill of everything Scranton has to offer.

Superhost
A compact studio features a spacious bed with a floral-patterned coverlet. Complemented by two green pillows, a comfortable sofa sits in the foreground. A wooden dresser and an art piece depicting a tree are present on the wall, enhancing the functional layout of the room.
Flat in Scranton
4.84 out of 5 average rating, 521 reviews

Secluded Suite

Scranton welcomes you! Secluded Scranton Suite is in the heart of the historic Nativity section of Scranton. Downtown Scranton is less than 1 mile away, guests can easily walk everywhere downtown in just a few minutes. Also less than 1 mile away are all 3 major hospitals, the University of Scranton, numerous restaurants, bars, coffee shops. If you prefer to drive, guests are provided with a well lit reserved off street parking spot suitable for only 1 vehicle.

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, 273 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.

Superhost
A bright and airy studio space is showcased, featuring a comfortable seating area with light-colored sofas and a wooden coffee table. A dining table with chairs is present nearby. The kitchen area is equipped with appliances, while a separate sleeping area is visible in the background.
Flat in Scranton
4.8 out of 5 average rating, 205 reviews

Private Cozy open floor plan, studio

Escape to this charming Scranton, PA, vacation rental! this 1-bathroom studio is just minutes away from all of the city’s top attractions. Explore historic sites like the Electric City Trolley Museum or plan a ski adventure at Montage Mountain Resort. This studio offers all the comfort you need, including a living area, a pet-friendly policy, and a private yard space. 2 small pets max. Outdoor security cameras on site above entry

Guest favourite
A serene view captures a cozy cabin set against a clear blue sky. The rustic structure is framed by tall trees and a flowing creek that runs through the front yard, complemented by open grassy spaces in the foreground.
Home in Lake Ariel
4.93 out of 5 average rating, 110 reviews

Pocono Creek Retreat Cabin

Enjoy our cozy, secluded cabin located on 20 acres of private land in the valley of the Pocono Mountains. With a flowing creek running through the front yard, daily deer visits, nearby local attractions and privacy, this cabin is perfect for your next getaway! Recreation amenities include: cornhole set, firepit, badminton set, hammock, DVDs and player, Nintendo Wii, poker set, bluetooth juke box, puzzles, cards and board games.

Superhost
A modern kitchen is displayed, featuring white cabinetry and granite countertops. Stainless steel appliances, including a stove and coffee machine, are visible. A dining table with black chairs and a small potted plant occupies the center space, offering a clean and functional layout.
Flat in Scranton
4.81 out of 5 average rating, 124 reviews

• New Large 1B Apartment • Wi-Fi, & Free Parking

This clean, simple and modern 2-floor home is perfect for a small group or small family. Comes with free Wi-Fi, kitchen, free parking, fridge, coffee machine, washer and dryer, TV and a comfortable sofa couch. The entrance is on the left side of the home and the bedroom is on the second floor. The home is near all the great locations in the Green Ridge neighborhood and is just a couple minutes away from downtown Scranton.

Popular amenities for Madison holiday rentals