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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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Top guest favorite
The image captures a serene sunset over the lake, with warm hues illuminating the sky. Properties and trees frame the scene, while boats are visible on the water. Power lines traverse the foreground, connecting the area with the surrounding landscape.
Cottage in Jefferson
4.97 out of 5 average rating, 180 reviews

Lakeview Cozy Cottage w/ 2 bedrooms & 1 bath

Start your morning with a fresh cup of coffee while watching the sunrise over the lake. Less than 1 hour from NYC, enjoy your staycation in this updated cottage in a peaceful lake community. Relax on the patio while enjoying the tranquility of nature and creating wonderful memories. Less than 5 minute drive to swimming, watersports, boating, farms, wineries, and lots of great restaurants & bars. Less than 10 mins to Hopatcong State Park, 10 mins from Rockaway Mall, and 30 mins to Mountain Creek.

Top guest favorite
A serene outdoor space is outlined by stepping stones leading to the water’s edge. Comfortable seating is arranged around a fire pit, with dining furniture positioned nearby. Kayaks rest along the dock, with a clear view of the lake and surrounding landscape.
Home in Jefferson
4.97 out of 5 average rating, 148 reviews

Adorable quiet & cozy lakefront studio on dead end

Welcome to your lakeside escape! This charming studio offers breathtaking views of the water- perfect for relaxing and peaceful sunsets. Tucked away at the end of a quiet dead end, you’ll enjoy the sounds of the lake. Whether you’re here for a weekend getaway or a longer stay, this is the perfect place to unwind, recharge, or work remotely in a serene setting. A short trip from NYC w/ great eateries, hiking, & shopping nearby. Enjoy the simple joys of lakefront living- you won’t be disappointed!

Top guest favorite
A comfortable living area is presented with a blue sofa accented by orange cushions and a matching chair. A coffee table sits in front, surrounded by light hardwood flooring. Decorative shelves in the background display books and woven baskets, providing a cozy atmosphere.
Apartment in West Orange
4.98 out of 5 average rating, 135 reviews

Fragrance Free-Near NYC-Cozy Home Away From Home!

**BEFORE REQUESTING TO BOOK, please read my entire listing for important info and policies** As you can see by my ratings, photos and reviews this truly is a lovely place to stay and I am an attentive host, but please first read the following... *Exceptions to the rules can be made depending on the request. *I maintain a fragrance free home and require that guests be fragrance free as well. Please no perfume, cologne, essential oils. Details Below *Located in a safe, quiet neighborhood.

Top guest favorite
Home in Montclair
4.98 out of 5 average rating, 778 reviews

Cozy Cabin Style Apt In Montclair City Center

Must be at least 25 yrs old to book. *This is a quiet space as we live in the apartment below. Absolutely NO parties and a MAX of 2 people in the room at any time. This all wood, 3rd floor studio is right in the center of town. Tons of restaurants, bars, theaters, and super easy NYC transit (Train and Bus) are all just a few min walk away. The apt. is totally open, has a private entrance, private bathroom, amazing decor, parking and lovely touches throughout. ROMANTIC PACKAGES AVAILABLE.

Top guest favorite
A charming log cabin is nestled among trees, featuring a stone patio with two green chairs. A wooden deck leads to a door, with a view of the lake in the background and a stone chimney adding character to the cabin exterior.
Cabin in Sterling Forest
4.96 out of 5 average rating, 466 reviews

Cabinessence -on Greenwood Lake, NY #34370

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

Top guest favorite
A bright living area features large windows showcasing views of the outdoors. Comfortable seating options, including two sofas and a wooden chair, surround a modern coffee table. Potted plants add a touch of greenery to the warm wood-paneled room.
Cabin in Sterling Forest
4.93 out of 5 average rating, 314 reviews

Lakeview Cabin at Greenwood Lake

A cozy cabin with modern amenities including new furnishings, appliances, internet, wifi, and television. Enjoy open plan living and dining room with connected full kitchen; queen bedroom; office, and a bath with walk-in shower. A large wrap-around deck with gas grill and lots of seating overlooks the lake. Parking for two vehicles. Five minutes from the Village of Greenwood Lake, 15 minutes from the Village of Warwick, and surrounded by recreation, food, shops, and more. Permit # 34312

Top guest favorite
A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.
Apartment in Ossining
4.96 out of 5 average rating, 502 reviews

Hudson River Peaceful Getaway, Explore from here

Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $25 cleaning with or without pets.

Top guest favorite
Cabin in Sterling Forest
4.88 out of 5 average rating, 240 reviews

The Greenwood Lake A-Frame: Perfect Lakefront View

Escape to a hip and cozy A-Frame cottage nestled right on Greenwood Lake, NY. Just over an hour drive from New York City, soak in the serene lake view, the quiet, and this unique retro modern A-Frame space. Perfect for a romantic couple’s getaway! Kick back and relax, listen to some tunes, read a great book, write your novel, sip your coffee, get creative, do some yoga stretches and enjoy time away from your day-to-day. Easy access to nearby beach, hikes, skiing. STR Permit #P25-0226

Guest favorite
The tranquil lake reflects a vibrant sunset, showcasing shades of pink, purple, and orange across the water's surface. The scene is framed by distant wooded hills and includes a dock extending into the lake, providing a serene setting.
Home in Hopatcong
4.92 out of 5 average rating, 227 reviews

Lakeside Style and Luxury

Tastefully appointed home on highly desirable deep water Davis Cove with stunning views of Lake Hopatcong. Fully updated home offers spacious bedrooms, two bathrooms, premium furnishings, beautiful landscaping, 50 Ft dock, lakeside deck/seating, hot tub, wood burning fireplace, game room, fully equipped kitchen, large outdoor grill, swimming, fishing, boating. Quiet side-street neighborhood. Outstanding guest service from your host. Don't just stay anywhere... make it memorable!

Guest favorite
A bright studio space features a cozy queen bed with a textured blanket, complemented by neutral-toned walls. A small coffee table is positioned in front of the bed, while a TV is mounted on the wall opposite. A kitchenette with cabinetry and a fridge is visible in the background.
Home in West Orange
4.94 out of 5 average rating, 168 reviews

Cute n cozy, minimalist studio

This meticulously curated Japandi-inspired studio is perfect for remote work or a peaceful retreat. The space features a cozy queen bed, small loveseat, and seating area. Enjoy high-speed internet, TV, and a writing desk for productivity. The suite includes a kitchenette with a fridge, microwave, and coffee maker. Located in a quiet, safe neighborhood, with access to a backyard fire pit for relaxation. Ideal for a calm, comfortable, and productive stay.

Top guest favorite
The living room features a rustic fireplace with wood storage and a large TV. A vibrant artwork hangs above the mantel. A comfortable leather couch is paired with light chairs around a yellow coffee table, complemented by indoor plants and natural light from the windows.
Cottage in New Hope
5 out of 5 average rating, 248 reviews

Romantic New Hope Cottage

Whether you’re visiting for business or pleasure, you will feel right at home in our private cottage tucked away on a quiet country road in historic Bucks County. From the moment you pull into the driveway and meander along the stone pathway, you will feel a sense of tranquility, warmth, and comfort. The cozy environment is perfect for a romantic getaway, a relaxing weekend, or a solo work trip (exceptional wifi on premises).

Guest favorite
The exterior of the unit showcases a blend of white and gray siding with large windows framing the entrance. A black door is set between stone accents at the base. Flower pots filled with various plants are arranged along the pathway, enhancing the welcoming appearance.
Guesthouse in Morristown
4.94 out of 5 average rating, 122 reviews

C&J Signature Stays Historic Renovated Apartment

Stay in your private, beautiful, bright two-bedroom unit with historical 1870s architectural details, including original brick walls, arched living room doorways, and stone kitchen walls. The unit was recently renovated to maintain its old charm while updating and modernizing the kitchen, living room, and two bedrooms. It is an excellent space for vacation or work. Fast Wi-Fi + Roku TV.

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