Holiday houses in Madison

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Top-rated holiday rentals in Madison

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A living area is showcased with a light-colored rug beneath a coffee table surrounded by two poufs. A comfortable leather sofa and a wicker chair with a soft throw create a cozy seating arrangement. Natural light streams in through two windows dressed in soft curtains.
Apartment in Scotch Plains
4.99 out of 5 average rating, 251 reviews

Bright and Cozy Oasis. Bus 2 NYC steps away

This second floor apartment with a private entrance is in a residential house. Fully renovated, boasting cathedral ceilings, granite counter tops, hardwood floors and central AC. Buses leading to NYC at the end of our block. Only a 15 minute drive from Newark international Airport. ******Check out my guidebook for tasty places to eat and fun things to do.****** Near Westfield, Cranford, Linden, Woodbridge, Clark, Garwood, Fanwood, South Plainfield, Edison, Metuchen, Jersey City, Hoboken

Superhost
Apartment in Lyndhurst
5 out of 5 average rating, 3 reviews

Luxury 5 min to MetLife & American Dream Near NYC

Experience a stylish and fully renovated 2-bedroom retreat just minutes from MetLife, American Dream, a short drive to NYC and EWR. World Cup, concerts, families, city explorers, this combines comfort, convenience, and luxury. Whether attending a game, shopping, exploring Manhattan, this puts you close to everything while offering a peaceful place to relax. ✔ 5 min MetLife ✔ 5 min American Dream ✔ 15 min NYC ✔ 15 min EWR ✔ Private Parking ✔ Fully Renovated Modern ✔ Fast WiFi ✔ Families, Groups

Top Guest favourite
Apartment in Westfield
5 out of 5 average rating, 16 reviews

Privat Studio apt, train station, parking

Peaceful, centrally located space close to shops, dining, and transportation Full kitchen with cookware, dishes, and a coffee/tea station Smart TV for streaming your favorite shows Queen-size bed with luxury bedding for a great night’s sleep Blackout curtains to keep the room dark and quiet Comfortable recliner chair for reading or relaxing Washer and dryer for convenient in-unit laundry Good-size closet with plenty of space for all your belongings Bright natural light during the day Fast Wi-Fi

Top Guest favourite
A serene landscape features a large farmhouse set against a clear blue sky, with lush green grass surrounding a tranquil pond. Reflections of trees and the farmhouse are visible on the water's surface, complemented by a rustic barn in the background.
Home in Far Hills
4.99 out of 5 average rating, 106 reviews

Pickle Farm

Meticulously maintained private quiet gated enclave featuring a restored vintage 1800 historic farmhouse and pastoral land- 1 hour from NYC. Registered movie and film location, featured in movies, commercials, documentaries and photo shoots. Agent handles negotiations, Prices vary. Minutes to train, Hamilton Farm, Pingry , Gill & Willow schools. Willowwood Arboretum, Bamboo Brook, Natirar, Several well known golf courses surrounded by hundreds of acres of preserved open land and state park.

Top Guest favourite
Home in Montclair
4.98 out of 5 average rating, 803 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 well-lit living room features a gray sectional couch with decorative pillows and a matching chaise lounge. Three large windows are adorned with light-filtering shades, allowing soft natural light to fill the space. A small bookshelf and a lamp add to the cozy ambiance.
Apartment in Morristown
4.85 out of 5 average rating, 149 reviews

Location! Location! World Cup & NYC Access

Staying for the FIFA World Cup 2026? This Morristown home is just ~30 minutes from MetLife Stadium, host of the Final—while offering a quiet, comfortable escape from game-day crowds with easy NYC access. This sophisticated gem is steps from South Street’s vibrant bars, restaurants, and direct NYC train access. Note: This is our personal home, so you'll find some belongings, but there’s ample storage for your stay, and we ensure it remains welcoming and comfortable for guests.

Superhost
Apartment in Florham Park
4.86 out of 5 average rating, 70 reviews

Commuter's Dream | Resort Amenities

Experience modern living in this one bedroom, one bathroom apartment in Florham Park, perfect for business travelers and NYC commuters. The bedroom features a king bed and ample closet storage. Enjoy cooking in the fully accessorized kitchen with cookware, dinnerware, silverware, and glassware. Relax in the spacious living area with smart TV. All utilities plus high-speed WiFi are included. Enjoy our resort style pool, 24/7 fitness center, and flexible coworking spaces.

Top Guest favourite
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, 152 reviews

Peaceful Fragrance Free 1 BR Apartment Near NYC

Escape to a peaceful, fragrance free, stylish garden apartment in West Orange! This sunny, lower-level oasis is perfect for a quiet remote work retreat or exploring the area. Features a fully equipped kitchen, dedicated workspace, and a serene shared garden. Comfortably accommodates up to 4 guests in a private bedroom with a queen bed, a sofa bed in a semi-private area and a sofa bed in the livingroom. A clean, cozy, and calming home away from home awaits you.

Superhost
A light-colored sectional sofa is arranged in a cozy living area, accompanied by a round wooden coffee table. A patterned rug lies beneath, while a potted plant and decorative vase with flowers add a touch of greenery. A world map decorates one wall, enhancing the space's ambiance.
Apartment in East Orange
4.89 out of 5 average rating, 132 reviews

The space Gemini 1

Gemini 1 is a cozy space located in a quiet and safe neighborhood. It’s a stylish and comfortable apartment designed to make you feel at home. Perfect for up to 4 guests, with a full kitchen, Wi-Fi, keypad entry, and free parking. Just 8 min walk to the train to 🗽 NYC and 2 min to Watsessing Park. Only 15–17 min drive to ✈️ Newark Airport, 🎢 American Dream Mall, 🏟️ MetLife Stadium, ⚽ Red Bull Arena, and 🏒 Prudential Center. 30–35 min to 🏙️ Times Square

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
4.94 out of 5 average rating, 202 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.

Guest favourite
Home in Morristown
4.88 out of 5 average rating, 26 reviews

Check Into Charm. Stay for the Style.

For the price of a hotel room, you can have a beautiful house that sleeps 6 with a driveway that can fit three cars and spacious outdoors. The decor and renovation was deliberately created to feel like a spacious Retreat in Morristown. Enjoy the chic design and cozy comfort in this stylish 3-bed, 2-bath home with luxe touches, a bold kitchen, and sunlit lounge. Feels like a modern bed and breakfast without the hassle of the staff in your way.

Guest favourite
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
4.95 out of 5 average rating, 129 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.

Popular amenities for Madison holiday rentals

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