Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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

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Top guest favorite
A spacious lawn is framed by natural rock formations, leading to a deck with chaise loungers. The gently sloping pathway is lined with greenery and provides access to the lakefront. In the background, a multi-level house is set against a clear blue sky.
Home in Jefferson
5.0 out of 5 average rating, 31 reviews

Lakeside Lux and Laughs!

Newly renovated 4BR/3.5BA lakefront property with multiple sitting areas, both inside and outside, is the perfect spot for relaxing and having fun with family and friends. It boasts a full game-room in the basement, a 10-person outdoor dining table, a firepit - and a fully covered bar down by the water. Sleeps 12 and is centrally located on "main lake" affording access to local restaurants, mini-golf and retail. Short-haired / non-shedding dogs (1) allowed. This home is truly something special!

Top guest favorite
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, 112 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 favorite
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
4.91 out of 5 average rating, 65 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.

Top guest favorite
A serene outdoor area features two sets of blue Adirondack chairs positioned beside a gently flowing waterfall. Lush greenery surrounds the private pond, with a distant view of a white shed and the glistening pool, creating a peaceful retreat in nature.
Home in Mendham Township
4.96 out of 5 average rating, 79 reviews

Historic Cottage with Private Pond & Pool

Step back in time to 1760 with the old world charm of Colonial America. Pre-dating our country by over a decade, our beautifully renovated 260+ year old home sits on 5 acres with a detached studio and 2 separate water features. Experience the private pond teeming with koi, frogs, and other wildlife or take a dip in the refreshing pool just steps away. Whether you seek a relaxing getaway or a portal back to the days of our founding fathers, our historic home promises the ideal retreat.

Guest favorite
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 favorite
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
4.79 out of 5 average rating, 34 reviews

Home Away From Home

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.

Guest favorite
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
4.9 out of 5 average rating, 224 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.

Top guest favorite
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, 81 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 favorite
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, 150 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.

Guest favorite
Barn in Parsippany-Troy Hills
4.93 out of 5 average rating, 14 reviews

The Casita Cabin

Welcome to The Casita Cabin!! A cozy and relaxing gateway designed for peace,comfort,and quality time with family and loved ones. Surrounded by fresh air , this charming cabin is the perfect place to unwind and recharge your escape. Enjoy a warm and inviting space where you can relax,rest and feel right at home. Whether you are looking for a peaceful retreat, a romantic escape or a cozy family stay "The Casita Cabin" is where comfort,peace and cozy memories come together!

Guest favorite
Apartment in Florham Park
4.93 out of 5 average rating, 44 reviews

2 Bed | Resort & Business Amenities, Morristown

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 favorite
An outdoor lounge area is framed by wooden beams, featuring dark seating arrangements around a small table. Soft lighting casts a warm glow over the scene, with landscaped greenery and vibrant flowers enhancing the ambiance. The resort-style pool is visible in the background, reflecting soft colors.
Apartment in Union
4.9 out of 5 average rating, 543 reviews

2 Bed Apt | Quick Access to NYC

Step off the train and into luxury at AVE Union, your fully furnished two-bedroom, two-bathroom retreat in Union, NJ. Perfect for groups and families seeking comfort and space with the convenience of direct access into Manhattan via Union Station steps away. Both bedrooms feature a king bed and walk-in closet, with a full kitchen, in-unit laundry, and all utilities included. Resort-style pool, fire pit lounge, and 24-hour fitness center all on site.

Popular amenities for Madison vacation rentals