Vacation rentals in Orangeburg

Well-Appointed & Cozy Studio w/ Parking & Wash/Dry

This well-appointed basement suite is designed for comfort and ease. Stretch out on the plush queen-size bed, unwind with your favorite shows on the smart TV, or enjoy a game night with the board games provided. The open layout includes a well-stocked full kitchen for simple meals , a sparkling clean bathroom, and a washer & dryer for guests to use. Just few steps from local deli, grocery shops, and restaurants. The place is perfect for solo travelers or couples looking for a comfortable stay.

Stylish, Cozy 2 BR Pied-á-terre

Relax in a stylish Pied-á-terre in Tarrytown, NY, 50 minutes from Manhattan. This cozy, renovated apartment has a private entrance, two bedrooms, washer/dryer, and a fully equipped kitchen with a dishwasher. The living area features a comfy sectional and 65" smart TV. Just a 5-minute walk to EF School, ideal for students or visiting loved ones. Steps from Old Croton Aqueduct trail, blocks from Main Street's cafes and shops, and a 12-minute walk to Metro-North Train Station and Hudson River Walk.

Piermont Getaway Mt. Village Home. 30 min to NYC

Nestled at the base of Tallman Mountain lies the quaint village of Piermont where a population of 2,500 sleep, live & thrive enjoying life on the simpler side. Sip coffee on the porch overlooking the Sparkill creek. Stroll down Main Street to visit an array shops/restaurants. Fishing on the pier, dancing fireflies at night and wildlife throughout. A quick hike along the firetrail to the state park will overlook the backyard mountain, a view of the Hudson & catching a glimpse of NYC or a picnic.

Spacious 3b/3b Mediterranean in White Plains

Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

The Hollow Inn at Sleepy Hollow

The Hollow Inn, a charming retreat nestled in the heart of historic Sleepy Hollow—just 45 minutes from NYC and a 15-minute stroll from the Tarrytown train station. Whether you're planning a festive fall getaway with a large family or a peaceful couples’ retreat, this cozy spot is the perfect home base. October is truly magical here, Sleepy Hollow comes alive with Halloween festivities, haunted hayrides, lantern-lit cemetery tours, and more. Book your stay and experience the legend for yourself!

Aspen In Airmont

Welcome to "Aspen in Airmont", a unique lakeside cabin experience in Airmont, NY. Offering 9 beds across 4 rooms, including a lavish Master Suite with Tempurpedic mattresses, a Jacuzzi and separate shower. Our home is Highlighted by a 16-seat dining area, cozy indoor fireplace, and outdoor fire pit. Fits Small/Large Groups. Enjoy the year-round hot tub and in-ground trampoline. The perfect getaway with Friends/Family for vacation or Shabbos. (Located within an Eiruv, close to a local Shul)

XL Private Suite | NYC in 55 min | King Bed | WiFi

Enjoy your stay at our XL, bright one-bedroom guest suite with separate entrance! *Close to NYC! 5 minute walk to Hillsdale NJ Transit station, which gets you to Penn Station within 1 hour. *Supermarket, cafes within walking distance (5 minutes). *Own parking. *Fully private suite with washer and dryer, king sized bed, Wi Fi, 2 AC Units, 3 walk in closets. *I live in the same house (separate entry) & happy to help with anything. *Unique location - dead end street, with parks nearby.

Hudson River Suite - Dobbs Ferry

Bright, modern 1BR in the heart of Dobbs Ferry on a quiet street—just 6 mins walk from the train to NYC (30 mins to Grand Central). Open-concept layout with river views, high-speed WiFi & separate bedroom with a work desk. Walk to the best cafes, restaurants, bars, riverfronts, shops and trails. Easy street parking right out front. Ideal for remote workers, couples, families and creatives seeking a stylish, peaceful stay with easy access to the city. Sleeps up to 4. No outdoor access.

VIEWS on Hudson River / Luxury Modern Home

Come stay on the HUDSON RIVER WATERFRONT Bluff. It is one of the most magical, luxurious experiences in all of NY. The views are insane! It's literally the perfect getaway with a major *WOW* factor - if you're wanting something very, very special. :) You'll have complete access to my gorgeous, modern, designer, peaceful mid-century home and deck. This is a luxury escape. The central location positions you near everything in the Hudson Valley. Just 2 hours north of NYC.

Relaxing Family Retreat

Come relax with your family in this peaceful home. It’s a beautiful split family ranch with the top floor completely private to guests. En suite master bedroom boasts both a soaking tub and a standing shower. Located a 5-minute drive from the Palisades Center, a 5-minute drive from Rockland Lake State Park, and a 10-minute drive from the bustling downtown Nyack, you will find something for everyone in the family to enjoy. Or enjoy the deck, barbecue, and pool at home.

Bright Retreat in Nyack

Charming, Sunlit Apartment in the Heart of Nyack Nestled in the vibrant and scenic town of Nyack, this cozy yet bright apartment offers an inviting and tranquil retreat. Perfect for anyone seeking a peaceful, well-lit atmosphere, the apartment combines modern comfort with a cozy, intimate feel. Just steps from Nyack’s charming cafes, boutiques, and the stunning Hudson River views, this apartment is a perfect balance of cozy living and vibrant surroundings!

Modern 5BR 3 Full Bath, Fits 10 guests near NYC

Welcome to your home away from home! This newly furnished retreat features a brand-new kitchen, beautifully renovated bathrooms, modern furnishings, and bright, inviting spaces throughout. Enjoy the huge outdoor patio and fully equipped outdoor kitchen, perfect for relaxing or entertaining. Conveniently located near New York City and just 20 minutes from MetLife Stadium, it’s the perfect getaway for families, friends, and travelers seeking comfort and style.