Holiday houses in North Caldwell

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Top-rated holiday rentals in North Caldwell

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Top Guest favourite

Home in Montclair

4.98 out of 5 average rating, 725 reviews

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.

Top Guest favourite

Apartment in Montclair

5 out of 5 average rating, 24 reviews

Sunny and cozy apt near Montclair downtown and NYC

Welcome to our home! 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.

Guest favourite

Apartment in Upper Montclair

5 out of 5 average rating, 19 reviews

Sunny & Quirky c1893, in Town, Walk to NYC Train

Three private floors of living space in the front half of a c1893 Queen Anne Victorian. Beautifully renovated w/ historic character and fun quirks. Easy access to NYC - bus at corner & train station 3 blocks. Shops & restaurants 2 block walk. 1st fl Office. In unit w/d. 2nd fl has 2 Bedrooms (one single, one full), one with ensuite full bath & tub. 3rd floor opens to bright living rm, with full bath, kitchen & dining area, and primary bedroom (queen). Private parking for 2 cars.

Top Guest favourite

Home in West Caldwell

4.96 out of 5 average rating, 156 reviews

Designer Cottage on historic estate-home away home

Relax in a cozy cottage set on a private historic estate outside of NYC (apx 20 miles)-walking distance to shops, restaurants, plus. "Oasis in a metropolis". Designed to inspire. This one of a kind space offers you a studio area, sleep area, eat in kitchenette, full bath and deck to enjoy gardens. Great for business travel, an escape from NYC, sightseeing in NYC,local towns, travel doctors/nurses, plus. You'll love the vintage characteristics of the cottage, combined with its charm.

Top Guest favourite

Apartment in Montclair

4.95 out of 5 average rating, 300 reviews

Private & Spacious 2 Bed Apt - Prime Montclair

Perfect Upper Montclair location. Sunny and comfortable 2-bed apartment on 1st floor with private entrance. Families and business travelers welcome! Super friendly hosts. Off-street parking. Fully equipped kitchen with stove, dishwasher, microwave, coffee maker. Comfortable king-size beds. New bathroom. Strong WiFi. TV, washer and dryer. Close to train station and bus to NYC, parks, grocery stores, shops, cafes, restaurants, MSU, art museum. Access to front porch and front yard.

Top Guest favourite

Loft in West Orange

4.99 out of 5 average rating, 260 reviews

*Fragrance Free- Beautiful, Sunlit Guest Suite

**The studio is private, 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 early or late as you like) ***BEFORE REQUESTING TO BOOK*** please read my entire listing *As you can see by my photos, ratings and reviews this really is a lovely place to stay, I am an attentive host, but please indulge me and read on.... * I keep a fragrance free house and require that guests be fragrance free.

Top Guest favourite

Guest suite in West Orange

5 out of 5 average rating, 25 reviews

Lovely is What They Call Me! by Toseb Design

**MONTHLY STAYS WELCOME** This oversized PET-FRIENDLY studio on the ground floor/basment unit offers a clean, comfy space, a spa bathroom, kitchen, smart TV & ample closet space. It also comes with a HUGE backyard equipped with a hammock, bonfire & dining/lounging areas. Client services are available too (see your Welcome Book once booked). Free private parking spot, easy check-in, 30 mins to NYC; 7 mins to trendy hot spots. Early/late check-in/out: $70 each. Pet fee: $100/pet.

Guest favourite

Guesthouse in Montclair

4.95 out of 5 average rating, 21 reviews

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 BBQ grill and 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.

Guest favourite

Guest suite in West Orange

4.84 out of 5 average rating, 205 reviews

Pvt. studio close to the city

This private, family-friendly suite features a spacious living room that opens to a secluded patio with a fire pit and outdoor dining area—an ideal retreat for a small family or a couple seeking peace and quiet while staying close to the city. Inside, you'll find a cozy living space with a queen bed, an attached bathroom, a sofa bed, a TV, a writing desk, and a convenient kitchenette equipped with a fridge, microwave, and coffee maker.

Guest favourite

Apartment in Montclair

4.85 out of 5 average rating, 326 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

Superhost

Home in Little Falls

4.76 out of 5 average rating, 42 reviews

Lovely private home in a serene neighborhood

Tucked away on a quiet dead-end street in Little Falls, this stylish private home offers comfort, space, and unbeatable access. Whether you’re visiting for work or a romantic escape, enjoy a spacious layout with a king bedroom, cozy living area, office space, and a private outdoor deck. Just minutes from NYC transit, Newark Airport, top shopping, and dining — the perfect blend of relaxation and convenience.

Guest favourite

Apartment in Little Falls

4.93 out of 5 average rating, 182 reviews

Suburban NYC; Private, clean apt. own entrance

Family Friendly, private walkout basement apartment with private entrance in a quiet neighborhood. The apartment is newly constructed, full of light and 1400 square feet. Perfect for a working professional or a family. Nice shared patio and large backyard to relax in. Kitchen is brand new with counters and appliances. Equipped with countertop oven and induction cooktop.

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Other great holiday rentals in North Caldwell

Guest favourite

Private room in Newark

4.97 out of 5 average rating, 75 reviews

Latin Experience

AnnaRating, 5 stars1 month ago

It was excellent stay by River! Thank you very much!

Guest favourite

Private room in Bayonne

4.88 out of 5 average rating, 153 reviews

A private small attic room without cleaning fee

RoniRating, 5 stars1 week ago

I loved this place! Sherrie is SO nice and helpful. The house is beautiful and chill. The room was very comfortable. The neighborhood is great. Very walkable. Amazing food and coffee. Close to public transportation. I would definitely come back.

Guest favourite

Home in Montclair

5 out of 5 average rating, 5 reviews

Cozy Home on Dead End St – Steps from the Park

ursulaRating, 5 stars19 months ago

Milena is an excellent host. She’s extremely responsive and helpful. The apartment is exactly as shown in the photos and exactly as described. Cosy, clean, safe and in a beautiful neighborhood, just a few steps away from a wonderful park. Several restaurants and a great bookstore/cafe are only a 20 minute walk away and there’s a direct train into Manhattan. I felt instantly at home—would definitely come back again and will absolutely recommend Milena’s place to my friends. Thanks for a great stay, Milena.

Guest favourite

Private room in Newark

4.75 out of 5 average rating, 32 reviews

2F2 In-Unit Laundry, Close to City/EWR/NJPAC/NYC

J JRating, 5 stars1 week ago

Jacinta is an incredible host. We arrived late at night, and she helped us park the car and showed us to the room while giving us all the useful information for our stay. If I come back to NJ, I’m definitely staying at Jacinta’s place! ☺️

Superhost

Private room in Montclair

4.8 out of 5 average rating, 101 reviews

The Claremont House 203

AshlynRating, 5 stars3 weeks ago

It was a really lovely area and lots of places were within walking distance. The accommodation had a full kitchen, dining area and big bedrooms which was really helpful, and it had everything we needed.

Private room in Cedar Grove

4.77 out of 5 average rating, 13 reviews

Mental peace house

JulianaRating, 5 stars1 month ago

nice big space and clean private bathroom. Muhammad is a great host and gave me all the privacy I needed. I will definitely be booking again in the near future!! Thank you so much Muhammad. you have a beautiful house.. 😀

Guest favourite

Private room in Montclair

4.88 out of 5 average rating, 85 reviews

Tranquil Fun Clean and Safe

SethRating, 5 stars6 days ago

Great, convenient, and reasonably priced spot. Next to an AMAZING Italian bakery and walking distance to trains and all the nightlife/culture of Montclair. Awesome and conscientious host.

Superhost