Condo vacation rentals in Fairfield County

Luxurious and Spacious Apt w/Parking-20 min to NYC

Welcome to our brand-new apartment building located just minutes away from Manhattan! This spacious and modern accommodation offers the perfect base for your NYC adventure. W/ free parking available onsite, you won't have to worry about the hassle of finding a spot. Conveniently situated near a bus stop, you'll have easy access to a direct route to NYC. Our apartment comfortably accommodates up to six people w/AC & Heating in every room. Enjoy a Full Kitchen & Wash & Dryer inside Building.

Spacious and stylish entire one bedroom apartment.

Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Victorian townhouse on the 3rd floor. Entire rental unit, Parking is included for one vehicle. Located downtown. Walking distance to: Post Office, Courts, County Bldgs, Police Station, City Hall, Nesheiwat Convention Center (fka Civic Center), Poughkeepsie Grand Hotel, Walkway Over The Hudson, Bardavon Opera House, The Academy, train station, waterfront, bus depot, and more.

Offseason pricing Cozy & walking distance to town

Perfect for friends, couples, families, or solo-travelers looking for a comfortable home that’s centrally located and near some of Kingston’s best restaurants and shops! This historic two-unit home is walking distance to the waterfront and a short drive to incredible hikes and farms! *Pet-friendly (no extra fee) *Family-friendly (highchair + Pack n Play for babies, games for kids). Note: Parking onsite or arrive via Metro North to Poughkeepsie, Amtrak to Rhinebeck, or bus to Kingston

City stay in Hoboken - spacious

Amazing apartment furnished to a great standard. It’s the ideal retreat for a simple & central stay, located in the absolute heart of Hoboken. We believe it’s the ultimate location for the NYC experience of a lifetime. Get ready to get inspired! Very close to all iconic NYC sites, in a super safe neighborhood. All in all, guaranteed enjoyment and relaxation. All-day long. Settle in by zoning out with the three of you in a professionally cleaned home. Unfiltered fun for everyone!

Entire place to yourself Cromwell/Middletown Line

Welcome to Cromwell / Middletown line, open space condo has living room with smart TV, Wi-Fi and sofa bed connected with dining room with four seats, the kitchen is well stocked with all the amenities you need, 24 hours keyless access to the apartment, free parking. Washer / dryer unit on - site paid through a prepaid card. Condo is located near I 91 and Route 9 ramps and just minutes from shopping, restaurants and more, 5 min drive to Wesleyan University, Middlesex Hospital

Stylish Retreat with Garden, Deck & Private Entry

Step into your own private hideaway in Lafayette, one of Jersey City’s most rapidly growing and dynamic neighborhoods. This newly renovated garden-level apartment blends old-world charm with thoughtful design and a deep sense of place. Free on-street parking in the neighborhood. Perfect for those seeking comfort, culture, connection, and convenience — whether you’re heading into Manhattan or staying local to explore Jersey City’s growing food, arts, and waterfront scene.

Cozy 3-Bed 2-Bath Condo | Parking and Laundry!

Come stay in our clean and cozy condo located close to Fairfield University, great restaurants, local grocery stores, appliance centers, and other essential shops. Also includes: - Free Wi-Fi - Washer and dryer - Keurig with K-cups - Full kitchen with essentials - Smart Roku TVs with apps (Netflix, Hulu, etc.) - Fenced in/gated backyard - Outdoor patio set and grill - Free parking (4 car max) - Central heating and AC Perfect for those that need a temporary space!

⭐Minutes to NYC⭐ Brownstone beauty | FREE PARKING

Urban energy, brownstone charm! Welcome to bustling Journal Square in Jersey City! We renovated our beautiful 19th century brownstone and installed brand-new everything. The front spacious master bedroom has a queen bed and a sitting area; the rear smaller bedroom has a full size bed that looks out onto our quiet and serene backyard. Since we live downstairs we're happy to help make your stay as pleasant as possible. We are fully licensed PERMIT#: STR-002935-2025

Private European Garden Apartment

You will feel comfortable in my Manhattan home which is LARGE by New York City standards. If your travel dates are unavailable or need more space, please message me for an additional apartment upstairs. My neighborhood Washington Heights borders HARLEM USA. For baseball and Jay Z concert fans, I’m walking distance to Yankee Stadium. I would be happy to help plan a custom itinerary for your trip including sample sales, restaurants and travel, let me know.

Five-star charming getaway blocks to NYC transit.

An urban chic 1st floor(only stairs to enter building) downtown Hoboken condo with unbeatable proximity to public transportation to NYC and airports. Just a 5 minute walk to subways to NYC (15 min commute Hoboken->Manhattan). The unit boasts a mounted TV in living room AND bedroom, great natural light, a fully stocked kitchen and an updated bathroom. Enjoy the hustle & bustle of NYC before coming home to experience everything Hoboken has to offer!

Bali inspired 3 Bedroom Apt-20 Min to NYC

Monthly stays! One of A kind luxurious riverfront apartment with NYC views. Seconds away from NYC transportation via ferry and bus! This apartment features beautiful high end finishes, high ceilings, plenty of natural light and more. Prime location where you are greeted with nearby activities such as; spa's, restaurants, nail salons, shopping centers, food markets, etc. If you appreciate detail then look no further this is the place for you.

5 min train NYC, vintage Jules Verne theme, quiet

Discover effortless NYC access from our inviting city retreat. Ideal for business or leisure, our condo is a short walk to the PATH train, offering direct routes to NYC's heart. Enjoy the comfort of a Queen bed and a convertible Queen Plus sofa, accommodating up to 4 guests in a cozy setting. Convenient parking and a welcoming, comfortable environment make it perfect for those seeking both adventure and relaxation in the city.