
Vacation rentals in Caldwell
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Top-rated vacation rentals in Caldwell
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Ranch in the Woods | A Peaceful Designer Retreat
Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

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.)

*Fragrance Free Peaceful Oasis -Only 30 min to NYC
Welcome! I'd love to host you! I have made every effort to insure a clean, cozy stay with lots of amenities The Suite has been remodeled and decorated to create a peaceful space to return to after a long day or space to work remotely. Spare time-books, games and Alex music. *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 you like) I keep a fragrance free home and require that guests be fragrance free too

Designer Cottage on private Estate+Guest Favorite
Relax in a one of a kind private designer cottage set on a historic estate appx. 20 miles to NYC. This cozy space is ideal for couples, business travelers, tourists, family visiting family, traveling nurses/doctors, plus seeking peace, style, and privacy. Guests love to stargaze, birdwatch, enjoy pond /garden in the quiet, self-contained cottage located on a park-like estate. A rare blend of style and charm and walkable to shops, restaurants, parks. Dog friendly +Free Parking(2)cars. A gem.

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.

Panoramic Lakeviews & Lush Garden | Beach Access
Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features hundreds of plants and a seasonal waterfall cascading into a lily pond with fish and frogs. A shaded patio offers panoramic views and a gas grill. Guests get access to a private community beach. In winter, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy living room, with exposed wooden ceilings, fireplace, smart TV, record player and board games.

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-site

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.

Luxury Cottage with Spectacular Lake Views
Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

Updated private two bedroom in heart of Montclair
A complimentary bottle of red wine is included with each stay by default. The space is quiet for Montclair yet centrally located. Our cleaner Mikki is responsible for cleaning and preparing the space. She takes great pride in her work, and we’re lucky to have her. The entire cleaning fee goes to her. I travel almost exclusively using AirBnb. If you value a space to be exclusively yours, as I do, this is likely the AirBnb for you. It would be a privilege to host you 🙂. Cheers, Alex

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.

The space Gemini 1
Gemini 1 is a cozy space located in a quiet and safe neighborhood. It’s a stylish and comfortable apartment designed to make you feel at home. Perfect for up to 4 guests, with a full kitchen, Wi-Fi, keypad entry, and free parking. Just 8 min walk to the train to 🗽 NYC and 2 min to Watsessing Park. Only 15–17 min drive to ✈️ Newark Airport, 🎢 American Dream Mall, 🏟️ MetLife Stadium, ⚽ Red Bull Arena, and 🏒 Prudential Center. 30–35 min to 🏙️ Times Square
Popular amenities for Caldwell vacation rentals
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The Carriage House
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