Holiday houses in Madison

Luxurious Retreat in Historic Home near NYC

Designer appointed, fully updated, immaculate executive retreat w/ 2 bedrooms, 2 baths & European courtyard, located in the historic district of Short Hills, NJ. Just a 35/45 min train ride to NYC (5 min walk to train) or 30 min by car. You'll find every comfort of home in our beautiful retreat including pillow top mattress, down comforter & fluffy towels. Fully equipped kitchen w/ a gas range, refrigerator, dishwasher and a washer/dryer. Large flat screen tv, high speed internet/cable included.

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.

Private studio; MSU/SHU/St. Barnabas

Forget your worries in this spacious and serene space. This is great for any college students at Montclair State or Seton Hall University. This is also a fantastic location for anyone working at St. Barnabas Hospital! This is a private studio with its own private, full bathroom in a semi-basement. There is a dining room and kitchenette area — includes a fridge, microwave, electric kettle, coffee maker, filtered water and a sink. It is completely private from the rest of the basement & home.

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.

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!

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.

Modern Comfort • Near MetLife/NYC • Free Parking

Modern 2‑bedroom suite near NYC/MetLife. Designed for 4 guests, with optional foldaway beds available for an additional 2 guests (please confirm total number of expected overnight guests 24 hours prior to check-in). Two full bathrooms, spacious interior, private outdoor areas, two free parking spaces, central air, quiet neighborhood, and perfect for guests visiting locally, NYC/NJ, Philadelphia and summer travel. 20 minute drive to EWR - Newark International Liberty Airport.

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.

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.

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.

Near NYC • Private Apt • Free Parking • Sleeps 5

Relax in a private, professionally maintained 1-bedroom apartment designed for comfort and convenience. Enjoy fast WiFi, a fully equipped kitchen, cozy living room with queen sleeper sofa, quality linens, and meticulous cleaning before every stay. Located in a quiet neighborhood with easy access to NYC trains, Newark Airport, major highways, restaurants, and shopping. Perfect for work trips, family visits, and extended stays.

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.