Holiday houses in Madison

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Top-rated holiday rentals in Madison

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Top Guest favourite
A soft, textured sofa in a light neutral tone is positioned against a warm, smooth wall. A single floor lamp provides gentle lighting beside a small black side table. An adjacent window is dressed with sheer curtains, allowing natural light to filter softly into the space.
Cottage in Warwick
4.99 out of 5 average rating, 114 reviews

Ranch in the Woods | A Peaceful Designer Retreat

Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

Top Guest favourite
A living area features cozy seating with a wide daybed and a sofa adorned with colorful cushions. A lamp and a decorative piece add charm. Natural light filters in through a window, while a potted plant brings a touch of greenery to the space.
Guest suite in Maplewood
4.97 out of 5 average rating, 159 reviews

Private Basement Apartment in Maplewood

You will be close to everything when you stay at this centrally-located 1-bedroom apartment. It is less than a mile to the NJ Transit train station with direct service to NYC, Newark or Hoboken. Restaurants and shops are within walking or quick driving distance. It is a 10 minute drive to Seton Hall University, a 15 minute drive to Newark International Airport, and a 20 minute drive to NJIT and Rutgers Newark. The Garden State Parkway and Rte 78 are are less than 10 minutes from your door.

Top Guest favourite
The exterior of a stunning brownstone is showcased, featuring detailed architectural elements and large wooden front doors. Sunlight filters through nearby greenery, illuminating the inviting entrance and enhancing the warm colors of the facade.
Home in Hoboken
4.99 out of 5 average rating, 100 reviews

Hoboken Brownstone - parlor and upper level

This one-of-a-kind luxury brownstone, with parking, is located on one of Hoboken‘s prettiest streets. This warm and inviting home has 2 bedrooms and 2 full baths with an in-unit washer/dryer. The home’s beautiful wooden doors open into a chefs‘ kitchen with an oversized island that has four barstools and a wet bar. Entertain with your indoor grill and six-burner stove. A lovely office space is on one side of the kitchen and on the other is a living room and dining room table for eight.bookings

Top Guest favourite
Home in Montclair
4.98 out of 5 average rating, 781 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 favourite
A two-story cottage is visible, featuring a light exterior with a peaked roof. Lush green bushes line the front yard, and a concrete pathway leads to the entrance. Surrounding trees offer a natural backdrop, contributing to a serene neighborhood ambiance.
Cottage in Leonardo
4.93 out of 5 average rating, 164 reviews

Cozy Cottage Retreat on North Jersey Shore

Come and relax in our shore retreat cottage with private driveway and backyard a block from the sea. We are a retreat away from the hurly-burly of connected life, but we do have WiFi Internet. We are located in a safe quiet neighborhood 5-10 minutes walk from Leonardo state marina and beach, 2 miles from Atlantic Highlands with it's bustling main street and delightful harbor where you can take the Seastreak ferry to Manhattan; 15 minutes drive to Sandy Hook and the Atlantic Shore Beaches.

Top Guest favourite
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, 505 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 favourite
An A-frame cottage with a striking black exterior is surrounded by lush greenery. Large glass windows offer a view of the tree-dotted landscape, while a stone foundation blends naturally with the rocky terrain below. The calm water reflects the charming structure.
Cabin in Greenwood Lake
4.88 out of 5 average rating, 242 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 favourite
A modern living area features large windows with light filtering through blinds, illuminating a sectional sofa and coffee table. Exposed brick walls and a concrete ceiling add an industrial touch, while decorative pillows and a plant enhance the inviting atmosphere.
Apartment in North Ironbound
4.91 out of 5 average rating, 185 reviews

Beautiful 2BR in Ironbound / Close to NYC

Welcome to our beautiful, luxury apartment in the Ironbound District! This gorgeous apartment is located in a renovated varnish factory and is centrally located. Under 10 minutes to Newark Penn Station, 20 minute train ride into NYC and less than 10 minutes from Newark airport. Perfect for those wishing to travel to NYC without paying the price for a stay in NYC! The building has a 24 hour gym and lounge area. Great for long term stays! You must see this unique space for yourself!

Guest favourite
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
4.93 out of 5 average rating, 173 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 favourite
A sandy beach area features a striped blue and white umbrella, surrounded by various seating options including a picnic table and several lounge chairs. A gentle water view extends into the distance, complemented by lush greenery and rustic decor elements along the shore.
Apartment in Highlands
4.99 out of 5 average rating, 106 reviews

SPECTACULAR OCEAN VIEW BEACHFRONT RENOVATED 2BR

The Beachhouse is the ultimate beach front retreat summer getaway .The apartment has spectacular sweeping water views overlooking sandy hook beaches. Historic Highlands is truly a unique town that has kept its charm throughout the years . You will enjoy everything that highlands has to offer from top notch restaurants , night life, tiki bars, fishing, biking trails (henry hudson trail) hiking/walking , (Hartshorne woods park) beaches (sandy hook)

Top Guest favourite
The exterior of the cottage features light yellow siding, white trim, and blue shutters. A flower bed with colorful blooms adds a touch of nature, and stone pathways lead to the entrance. Lush greenery surrounds the home, creating a welcoming atmosphere.
Cottage in Yardley
4.95 out of 5 average rating, 431 reviews

Historic Tiny Cottage on the Delaware Canal

This renovated home, dating back to 1900, is located right along the picturesque Delaware Canal, offering stunning views and plenty of opportunities for outdoor activities like kayaking and biking. Inside are modern amenities like a new heating/AC system, hardwood floors, a new bathroom, W/D, and a fully equipped kitchen. The loft area features a queen bed and a desk area perfect for remote work. The yard has outdoor seating to enjoy the scenery.

Top Guest favourite
Aerial view of the cottage surrounded by vibrant autumn foliage, showcasing a mix of red, orange, and yellow leaves. The property features a well-maintained lawn and mature trees, providing a sense of seclusion and a connection to nature.
Cottage in Flemington
5 out of 5 average rating, 144 reviews

Modern carriage house, renovated w beautiful views

Newly renovated Unique + charming 1800's stable house/turned artists studio/turned guest cottage on beautiful, quiet property with gorgeous views. Cathedral ceilings, with breathtaking floor to ceiling windows. Exposed beams. New bathrooms with 1 soaking tub. Fully equipped kitchen + W/D Movie-quality projector, Roku+surround sound system Hi speed wifi <5 minutes to Flemington, all major shopping + hiking. 15min to Frenchtown+Delaware River.

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