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 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, 108 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.

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Top Guest favourite

A cozy seating area features a blue futon sofa and a matching chair with yellow accent pillows. A small coffee table sits on a decorative rug. A lighted lamp and artwork add charm, while a glimpse of the bedroom is visible in the background.

Guest suite in West Orange

4.99 out of 5 average rating, 311 reviews

*Fragrance Free Home Away From Home Near NYC

Welcome! I'd love to host you! I have made every effort to insure a clean, cozy stay with lots of amenities The Suite has been remodeled and decorated to create a peaceful space to return to after a long day or space to work remotely. Spare time-books, games and Alex music. *Entry is not private, it is through the hosts living area* (You will have your own keys and you and are free to come and go as you like) I keep a fragrance free home and require that guests be fragrance free too

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Guest favourite

A comfortable living room is showcased, featuring two leather sofas and an armchair arranged around a glass coffee table. A soft area rug lies beneath, and artwork adorns the walls. Natural light enters through the large windows, complemented by beige curtains.

Apartment in New Providence

4.92 out of 5 average rating, 60 reviews

Peaceful Luxury Stay • Parking • NYC Accessible

Situated in the charming borough of New Providence, this residential area offers a blend of suburban tranquility and convenient access to urban amenities in close proximity! A 10-minute walk to the Murray Hill train station grants you direct NJ Transit service to NYC. It is also a 25 min drive to Met Life Stadium & American Dream! Ideal for families, business travelers, or extended stays. Enjoy fast WiFi, parking, a fully equipped kitchen, laundry, and a bright, thoughtfully designed space.

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Guest favourite

A comfortable seating area features a light grey sofa adorned with patterned throw pillows. A round coffee table made of natural materials is positioned in front. Large windows are dressed with sheer curtains, allowing natural light to illuminate the space.

Cottage in Morristown

4.83 out of 5 average rating, 18 reviews

Private Cottage 3 Bed 2 Bath - Quiet Farm in NJ

Fully furnished clean 3 BR 2 BA guest house on 5 acre farm in Morristown. A serene, beautiful, quiet retreat that's close to Morristown, NYC, Newark Airport & Summit. Private entrance & parking. Eat-in Full kitchen with fridge, gas oven/stove, dishwasher, microwave, coffee maker & toaster. Family room with tv & queen sized pull out. Dining table. 2 other separate bedrooms: 1 king bed & 1 ensuite BR with 2 twins. Linens, towels included. Private gym , office and laundry room in basement.

LocationFamilyLong stay

Guest favourite

A living room is presented with a large television mounted on the wall and a comfortable leather chair. A wooden coffee table sits in front of a tan sofa, which features decorative cushions. Natural light filters through several windows, illuminating the space.

Home in Morris Plains

4.78 out of 5 average rating, 32 reviews

Home Away From Home- close to World Cup!

Everything you need for your stay away from home. Fully furnished and stocked home close to direct train to NYC, 40 min to MetLife Stadium, minutes to Morristown and major highways, quiet suburban home with parklike yard. 4 bedrooms, 2.5 baths, eat in kitchen, dining room, living room and sunroom on 3 floors. 3 of 4 bedrooms have dedicated work spaces. Park like yard in quiet friendly neighborhood. Garage is accessible but for light storage only. A few closets locked for owners.

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Guest favourite

A living room features a cozy arrangement with a brown armchair and a matching chaise lounge. Natural light filters through partially draped windows, illuminating polished wooden floors. Decorative wall art and a potted plant add subtle touches to the inviting space.

Home in Boonton

4.89 out of 5 average rating, 217 reviews

Boonton Revival - A restored treasure in NJ

The Boonton Revival is an updated 100-year-old home within walking distance of historic Main Street, quaint restaurants, and unique shops. Sleep in luxury. We provide the finest, highest quality bed linens from Brooklinen. The nearby train and bus stations can connect to the NYC Port Authority (7th Ave) in one hour. Newark Liberty Airport is a 30-minute ride; you can be at the Jersey Shore in an hour! Guests are welcome to admire our pond and sample in-season vegetables.

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Guest favourite

A well-kept two-story house is presented with a neatly manicured lawn and a pathway leading to the entrance. Large windows with dark shutters adorn the front, and a white garage door is visible on the right side. Decorative statues are placed near the entrance.

Apartment in Union

4.96 out of 5 average rating, 71 reviews

3 Bed Apt in Quiet Neighborhood

Beautifully maintained 3 bedroom apartment in peaceful neighborhood. Located 7 miles away from Newark Airport. 15 miles away from Midtown Manhattan NYC with bus 114 walking distance away. Metlife Stadium is located 13 miles away. Close to many restaurants and NJ famous malls like Short Hills/Jersey Gardens. Close to major highways in NJ including the Parkway, Turnpike and RT 78. Free Parking available on the driveway quiet and safe street. Great place to relax after exploring!

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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!

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.

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Guest favourite

Apartment in Florham Park

4.93 out of 5 average rating, 43 reviews

Modern 2 Bed | Direct Transit to NYC

Experience modern living in this two-bedroom, two-bathroom apartment in Florham Park, perfect for families and business travelers. Each 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 included. Enjoy our resort style pool, 24/7 fitness center, and coworking spaces.

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Guest favourite

Home in Morristown

4.85 out of 5 average rating, 33 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.

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Superhost

Guest suite in Livingston

4.86 out of 5 average rating, 625 reviews

Cozzy Get Away Priv.Apt/St Barnabas Hosp/ NYC/EWR

Near to RED BULL stadium Harrison 15 min and METLIFE stadium, Secaucus 30min. Private Apt/ Suite- attached to the house with a Private Entrance, 1 bedroom 2 beds, queen and a twin( please let me know in advance to prepare the twin bed) Kitchen, 1 Bathroom, & Sitting area, Television and Wi-Fi, it includes Refrigerator, Stove w/Oven, Toaster, Microwave, Coffee Maker and much more amenities. The Apt is located in the 2nd FL of the House.

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Top Guest favourite

Home in West Milford

5 out of 5 average rating, 35 reviews

Modern Luxe Lakefront Cabin

Less than 40 miles from Manhattan, Lindy's Lake is a small, lake community. Modern vibe with a laid-back lakefront lifestyle, a stay at this completely renovated historic cabin offers a refined retreat. Soak in the views from the hot tub on the deck, eat dinner al fresco or get out on the water to swim, paddle board or kayak right from the dock. Enjoy the fire pit by night and the serenity of the surroundings.

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