Holiday rentals in Montclair

4.94 out of 5 average rating, 108 reviews

A cozy studio apartment features a queen bed with a floral duvet and soft pillows. A television is positioned on a wall, while a closet area provides hangers and storage. Natural light filters through blackout curtains, enhancing the tranquil atmosphere.

Flat in City of Orange

Luxury Reno w/ Private Entry

Unique studio apartment completely renovated with private entry and self check in from electronic lock. Queen bed w/ Sealy pillowtop mattress and blackout curtains for the best sleep. Free laundry detergent! In unit laundry. Access to the backyard and BBQ grill. 420 friendly in backyard only. Central to highways, shopping, and restaurants. Easy 40 min commute to NYC via Orange NJ Transit station 7 mins walking. Minutes from Newark Airport, Prudential Center, American Dream & Metlife Stadium

4.97 out of 5 average rating, 231 reviews

The living area features a comfortable gray sofa with patterned cushions, facing a television displaying various streaming options. A sleek black coffee table sits in front, accentuated by potted plants. In the background, a modern kitchen showcases stainless steel appliances and bright cabinetry.

Flat in Bloomfield

Modern apartment near NYC, American Dream/MetLife

Step into this modern one-bedroom apartment, where style meets comfort! Enjoy an open layout with a spacious living room and a sleek all-white kitchen with stainless steel appliances, well equipped for all your cooking needs. Nestled on a tree-lined block, you’re minutes from NYC transport, parks, restaurants, and shops. With 1 dedicated parking spot, convenience is key! Prime Location: 15 min to AMERICAN DREAM/MetLife Stadium, 16 min to EWR Airport, and 30 min to NYC. Book your stay today!

4.98 out of 5 average rating, 122 reviews

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.

Flat in West Orange

Fragrance Free-Cozy Home Away From Home-Near NYC!

**BEFORE REQUESTING TO BOOK, please read my entire listing for important info and policies** As you can see by my ratings, photos and reviews this truly is a lovely place to stay and I am an attentive host, but please first indulge me and read on... *Exceptions to the rules are made depending on the request. *I maintain a fragrance free home and require that guests be fragrance free as well. Please no perfume, cologne, essential oils. More Details Below *Located in a very safe neighborhood.

Superhost

A neatly arranged loft space features a comfortable bed covered with a floral patterned quilt. A dark blue couch with throw pillows complements the wooden floor. A patterned area rug anchors the seating area, and a skylight brings in natural light.

Loft in Belleville

4.88 out of 5 average rating, 288 reviews

Lovely Attic LOFT unit near NYC w/free parking

Enjoy a stylish affordable experience at this centrally-located place, 5 min drive away from the train station to go to NYC(2 stops to penn station) nj transit With its own Private entrance supermarket/shopping center This place has 2AC units/heat, sink bathroom,fridge, microwave,coffee machine Very safe/quiet neighborhood, and near major attractions Branch Brook cherry blossom park 5m walk Newark Airport 20min MetLife Stadium 20Min American Dream Mall 20Min Garden State Plaza Mall 30M

4.98 out of 5 average rating, 753 reviews

A spacious bed is centered against a backdrop of exposed brick walls and rich wooden ceilings. Two bedside lamps provide soft lighting, enhancing the warm ambiance. Fresh towels are neatly arranged at the foot of the bed, and a small table with a candle adds a cozy touch.

Home in Montclair

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.

4.87 out of 5 average rating, 126 reviews

A charming exterior view of the carriage house is presented, featuring dark-colored siding with bright red windows and door. Potted plants line the front, and a cozy seating area is positioned on the side, surrounded by greenery and sunlight filtering through the trees.

Home in West Caldwell

Unique Carriage House-on historic estate-near NYC

Experience an enchanting 3-bedroom carriage house approximately 20 miles from NYC. The house offers a unique blend of vintage rustic charm and modern comfort on a historic private estate, a one of a kind American gem. Conde Nast Traveler (2025) hailed it one of the "Best Airbnbs in New Jersey." Ideal for any occasion: “Fam Travel”, wedding base, corporate travelers, relocation, remodeling, traveling doctors,nurses, tourists sightseeing in NYC or events at MetLife "FIFA World Cup", plus.

5 out of 5 average rating, 53 reviews

Sunny and cozy apt near Montclair downtown and NYC

Happy Halloween 🎃 Newly renovated, sunny and cozy apartment in the heart of Montclair. Your hostess, Sandra lives upstairs. Perfect for solo travelers or couples, this pet friendly space features two bedrooms, a bathroom, a fully equipped kitchen, a spacious living room, a brand new washer and dryer, a beautiful wooden deck and a gated/fenced backyard with free parking. Conveniently located near Walnut Street train station to NYC and near downtown Montclair for restaurants and shops.

The living room features a comfortable gray sofa adorned with decorative cushions. A TV sits on a blue stand, and light enters through a window beside the door. A round rug covers the hardwood floor, adding a cozy touch to the space.

4.95 out of 5 average rating, 319 reviews

Private & Spacious 2 Bed Apt - Prime Montclair

⭐️Perfect Upper Montclair location! ⭐️Spacious 2-bed apartment on 1st floor of Victorian house. ⭐️Private entrance. ⭐️Off-street parking for 1-2 cars. ⭐️Fully stocked kitchen with gas stove, dishwasher, microwave, coffee maker fridge-freezer. ⭐️Comfortable king-size beds. ⭐️Strong WiFi and TV with Netflix. ⭐️In unit washer and dryer. ⭐️Close to trains and bus to NYC, parks, grocery stores, cafes, restaurants, American Dream Mall, MetLife stadium. ⭐️Super friendly hosts who live on-sit

Superhost

A light-filled living area features a spacious white sofa with decorative pillows, complemented by a cozy gray armchair. A modern coffee table is set on a soft area rug, while a mounted TV is positioned on the wall. Natural light streams in through large windows adorned with sheer curtains.

Home in Bloomfield

4.91 out of 5 average rating, 253 reviews

The Lennox Stay - Close to NYC ☆ Free Parking

Our space is a fully furnished and cozy home that is perfect for individuals, families and business travelers visiting Montclair, Bloomfield, & NYC. ★ 3-5 minute drive to train that will take you into NYC in under 30 minutes. ★ Less than 25 minutes from Newark Airport ★ Easy Access to Met Life Stadium, Prudential Center, Wellmont Theatre, Turtleback Zoo & NJPAC ★ Minutes away from Montclair's fine dining and shopping ★ Close to Mountainside Hospital & Clara Maass Medical Center

4.95 out of 5 average rating, 134 reviews

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

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.

4.94 out of 5 average rating, 33 reviews

The exterior of the guest house is showcased, featuring a mix of brick and elegant architecture. A shaded pergola is visible above a seating area, surrounded by manicured landscaping and mature trees. The blue sky provides a vibrant backdrop to this tranquil setting.

Guest house in Montclair

Mountaintop Carriage House with Tennis Court

Take it easy at this unique and tranquil getaway nestled in Montclair’s estate section. Spread over two floors, you have plenty of space to relax in this beautifully renovated guest house. Outdoor space includes a spacious patio with a wood burning chiminea. This one of a kind home is located on a 1.2 acre property with views of NYC from the bedroom (!) as well as access to a private Har-Tru tennis court. Tennis rackets and balls available.

The exterior of the apartment building is framed by lush greenery and flowering bushes, creating a welcoming entrance. A path leads to the porch, where intricate detailing in the architecture can be observed. Large windows are adorned with trim, inviting natural light into the space.

4.85 out of 5 average rating, 333 reviews

Sunny 3rd Floor Apartment Near NYC with Parking.

* Quiet, 3rd-floor apartment * Easy self check-in * Separate entrance * Private small bathroom * Parking space * Eat-in kitchenette * Bedroom (queen bed) * Nook off living room with double bed upon request * Living room with comfortable couch * Laptop-friendly table in living room with WiFi * 48" Cable TV (ESPN, HBO, Showtime, +) * NYC direct train (8 min walk) * 5 min walk to renowned dining, nightlife, shopping

Popular amenities for Montclair holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Montclair

4.98 out of 5 average rating, 43 reviews

A modern kitchen setup features white cabinetry paired with marble countertops. Stainless steel appliances, including a refrigerator and oven, are prominently displayed. A spacious island with seating accommodates casual dining, while natural light is offered through overhead recessed lighting.

Flat in Bloomfield

Clean 1BR (King), near trains to NYC/EWR/Metlife

A bright living area features a large, light-colored area rug on polished hardwood flooring. A plush couch, accented with decorative pillows, is positioned near windows that invite natural light. A tall indoor plant adds a touch of greenery, complemented by a modern chair.

5 out of 5 average rating, 6 reviews

The Montclair Modern

A bright living area features a comfortable gray sofa paired with a light-colored armchair. A glass coffee table sits in the center, surrounded by a patterned rug. The open kitchen with bar seating is visible in the background, illuminated by recessed lighting.

5 out of 5 average rating, 7 reviews

Clean, classy, convenient 1 BR in Montclair

Superhost

5 out of 5 average rating, 4 reviews

Casa Viola 2

5 out of 5 average rating, 8 reviews

A modern kitchen features white cabinetry and stainless steel appliances, including a refrigerator and oven. Counter space is utilized for meal preparation, with a coffee maker and utensils visible. Natural light floods the room through a nearby window, illuminating the stylish tile flooring.

Home in Montclair

Cozy Home on Dead End St – Steps from the Park

5 out of 5 average rating, 10 reviews

A spacious lawn is surrounded by tall trees, offering a natural setting for relaxation. The two-story home is visible in the background, harmonizing with the greenery. The grassy area provides ample room for outdoor activities, inviting guests to enjoy the serene environment.

Flat in Upper Montclair

3 Bedroom Apartment @ The Bonsal House

A quiet front porch features a comfortable seating area with plush cushions. Hanging plants and string lights add a touch of charm. The view includes a tree-lined street, with parked cars visible in the soft glow of evening light.

4.97 out of 5 average rating, 91 reviews

Updated private two bedroom in heart of Montclair

A spacious bedroom is highlighted with a comfortable bed adorned with soft linens. A modern workspace, featuring a sit-stand desk and ergonomic chair, is present. The inviting living room includes a large smart TV and cozy furniture. The bright kitchen showcases sleek cabinets and a quartz island, while the private balcony features a stylish egg chair.