Holiday houses in Madison

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Top-rated holiday rentals in Madison

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Guest favourite
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, 185 reviews

Lakeview Cottage Near Restaurants & Wedding Venues

Enjoy lake views at this peaceful retreat just under an hour from NYC. Sip your morning coffee as the sun rises over the water, then unwind at night by the fire pit. Guests love how spotless, comfortable, & thoughtfully stocked the cottage is. Across the street from a marina - bring your boat! 5 min to beach-like swimming, watersports, & great restaurants, w/in 20 mins of popular wedding venues, 10 mins to Hopatcong State Park & Rockaway Mall, 35 mins to Mountain Creek, 40 min to MetLife (FIFA).

Guest favourite
Guesthouse in Short Hills
4.97 out of 5 average rating, 30 reviews

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.

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.

Guest favourite
A cozy sleeping area features a wooden bed frame with a light-colored patterned comforter. A bedside lamp and dresser are present, along with a full-length mirror on one wall. A textured wall adds a subtle warmth, and warm lighting enhances the space.
Home in Livingston
4.97 out of 5 average rating, 30 reviews

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.

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.

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.

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
4.95 out of 5 average rating, 65 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!

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.

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.

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, 211 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
4.9 out of 5 average rating, 29 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
Apartment in Scotch Plains
4.92 out of 5 average rating, 79 reviews

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.

Popular amenities for Madison holiday rentals

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