Vacation rentals in Caldwell

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Top-rated vacation rentals in Caldwell

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Guest favorite
A light grey sofa decorated with a variety of cushions sits against a dark wall. Two round wooden coffee tables are positioned in front, complemented by a textured area rug. A modern light fixture and a small plant add warmth to the inviting space.
Apartment in East Orange
4.9 out of 5 average rating, 30 reviews

Luxe 1br~Rooftop View, Free Parking, King Bed~Gym

Great for visitors to American Dream, Prudential Ctr, NYC (30min Train ride) Your luxury 8th FL city view boutique 1br, designed to satisfy your crave for uniqueness. The all-black & neutrals aesthetic+ give you the best of both Peace when needed, the city when wanted ✅Free parking ✅King bed ✅Gym ✅Fast WiFi+Smart TV (Netflix) ✅Washer+Dryer (in-unit) ✅Rooftop ✅Dining table for 4 ✅Blackout curtains ✅Luggage drop-off ✅Coffee/tea 📍Train 5min walk ✈️ 15min away Top Spots 10-40min away

Top guest favorite
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.
Guesthouse in Montclair
4.94 out of 5 average rating, 36 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 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. (Tennis court may not be playable in winter months.)

Top guest favorite
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
4.98 out of 5 average rating, 762 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 favorite
The exterior of a cozy cottage features a dark exterior with large windows reflecting the outdoor scenery. A set of comfortable chairs is arranged on the deck, with a grill nearby for outdoor cooking. The backdrop includes trees and a sunset sky.
Home in West Caldwell
4.96 out of 5 average rating, 167 reviews

Your own Designer Cottage -private historic estate

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 unique space offers you a studio area, sleep area, eat in kitchenette, full bath and deck to relax. Great for corporate travel, a retreat from NYC, travel nurses/md, tourists, visiting family in area, plus Metlife, Prudential Center, many nearby excursions hiking, golf, fishing. Guests love it.

Top guest favorite
A cozy seating area features a blue futon sofa and a matching chair with yellow accent pillows. A small coffee table sits on a decorative rug. A lighted lamp and artwork add charm, while a glimpse of the bedroom is visible in the background.
Loft in West Orange
4.99 out of 5 average rating, 286 reviews

* Fragrance Free - Near NYC - Quiet, Safe Area

**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 too.

Guest favorite
A bright and inviting studio space features a spacious layout with wooden flooring. Natural light fills the room, highlighting a cozy corner with a patterned rug. The kitchenette and spa-like bathroom are accessible, offering convenience for guests. The overall atmosphere is calm and functional.
Guest suite in West Orange
4.97 out of 5 average rating, 33 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.

Superhost
A dining area is showcased with a round table set for four, featuring textured plates and elegant glassware. Nearby, a sleek kitchen with stainless steel appliances is visible, harmonizing with the modern decor. A cozy sleeping space is seen in the background.
Apartment in East Orange
4.89 out of 5 average rating, 147 reviews

Rosy Retreat w/ NYC View & Free Park|10%OFF 5 days

Step into this bright apt, where soft blush tones and warm neutrals create a cozy escape. Get to NYC in 30 min, or drive 15 min to Prudential Center for events. Arrive from the Airport in 15 min, and walk only 8 min to the train. Get to American Dream in 15 min. 🏋️‍♂️24/7 gym 🚘 Free parking 🌇 City Views 🛗 Elevator Access 🛏 King+ 2 Twins 🍳 Fully Equipped Kitchen 🍽 Dining for 5 📺 Smart TVs in Each Room 🛜Fast Wi-Fi 🪑 Work Desk 🧺 Washer/Dryer 🔥 Central Heat & A/C

Top guest favorite
The living room features a comfortable sectional sofa with a throw blanket draped over one end. A glass coffee table sits in the center, surrounded by soft carpeting. Two lamps provide gentle light, and large windows allow natural light to fill the space. A map-themed artwork decorates one wall.
Apartment in Caldwell
5 out of 5 average rating, 120 reviews

Bright and Airy 6- Room Apartment

Spacious and bright, 2 separate bedroom 2nd floor apartment in Caldwell, NJ in a quiet and safe neighborhood with off-street parking for 1 car. Close to NYC transportation, restaurants and shopping. This is perfect for business travelers in need of a short term rental, such as, traveling nurses, those relocating to the area or who are in between homes due to construction, etc., as well as, those who want to go into NYC for a show but don't want to pay NYC hotel prices.

Guest favorite
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.
Apartment in Montclair
5 out of 5 average rating, 8 reviews

1 BR, clean, classy, convenient in Montclair

Just renovated! Walk to train, restaurants & shops! Beautiful 1 bedroom apartment with parking, just 10 min walk to Bay St train station to NYC. One block from Bloomfield Ave, with Wellmont theatre, great restaurants, parks and entertainment. Spacious, fully equipped kitchen with bar dining. The bedroom includes a queen size bed. Cozy living area, loads of storage. Dedicated home office area. Off-street free parking and laundry included on site.

Top guest favorite
The outdoor dining area features a glass-topped table accompanied by four cushioned chairs, shaded by a striped umbrella. Surrounding greenery adds a natural backdrop, enhancing the tranquil setting within the secluded patio.
Guest suite in West Orange
4.86 out of 5 average rating, 244 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 favorite
A spacious bedroom features a queen bed with coral-patterned bedding and a decorative pillow. Nightstands with lamps are positioned on either side. A simple seating area with a love seat is visible, and bookshelves are located above the bed, providing additional storage.
Guest suite in Livingston
4.86 out of 5 average rating, 604 reviews

Cozzy Get Away Priv.Apt/St Barnabas Hosp/ NYC/EWR

Private Apt/ Suite- attached to the house with a Private Entrance, 1 bedroom 2 beds, queen and a twin( please let me know in advance to prepare the twin bed) Kitchen, 1 Bathroom, & Sitting area, Television and Wi-Fi, it includes Refrigerator, Stove w/Oven, Toaster, Microwave, Coffee Maker and much more amenities. The Apt is located in the 2nd FL of the House.

Guest favorite
A well-lit, open layout is displayed, featuring a modern kitchen with stainless steel appliances and sleek cabinetry. Four yellow bar stools are positioned at a kitchen island. A black sectional sofa sits in the living area, with natural light streaming through large windows.
Apartment in Livingston
5 out of 5 average rating, 18 reviews

Your Happy place Away from Home

Kick back and relax in this just renovated, calm and stylish apartment on the second floor of a small apartment building. Conveniently located 35 minutes west of NYC and 20 minutes drive from Newark International Airport in a safe, nice and quiet residential area. Livingston is a picturesque suburb serving as a bedroom community for a variety of commuters.

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