Holiday houses in Orangeburg

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Top-rated holiday rentals in Orangeburg

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A stylish living area features a light-colored sofa with patterned cushions. Decorative wall plates and art are displayed above a sleek TV console. Two comfortable chairs, adorned with soft throws, invite relaxation, while a geometric area rug enhances the room's aesthetic.
Apartment in Tarrytown
4.99 out of 5 average rating, 78 reviews

2 BRs, Easy Walking in Tarrytown and Sleepy Hollow

This special place, newly renovated and lovingly decorated, has a private entrance, off-street parking, and a washer/dryer. Close to everything the Sleepy Hollow/Tarrytown area offers - a short walk to both downtowns, the Metro North train to NYC, Hudson River parks, the Jazz Forum, the Tarrytown Music Hall, a Saturday farmers market. A mile walk to the incomparable Rockefeller Park Preserve, 1.5 miles to Kykuit, 2 miles to Lyndhurst. The list of attractions and destinations goes on and on...

Guest favourite
A cozy studio space features a spacious bed with a textured headboard. Soft lighting emanates from bedside lamps, and a wall-mounted TV is visible. A small desk area is provided, complemented by a decorative tree in the corner, enhancing the overall ambiance.
Apartment in Nyack
4.88 out of 5 average rating, 74 reviews

Home Away From Home

The best of both worlds just 32 miles north of New York City: a cozy studio apartment steps away from bustling downtown Nyack. The studio features a comfortable queen-sized bed, a kitchenette, and a modern bathroom with a shower. Enjoy bars, restaurants, antique shops, specialty stores, and boutiques all within less than a five minute walk. The Hudson River and Nyack Beach State Park are also just a short distance away, making it easy to enjoy all the outdoor activities the area has to offer.

Top Guest favourite
A modern full kitchen is equipped with stainless steel appliances, including a gas stove and fridge. A butcherblock table is positioned under natural light, with seating for two. The overall color scheme features gray cabinets and light wood flooring, enhancing functionality and style.
Home in Piermont
4.96 out of 5 average rating, 111 reviews

Piermont's Getaway Mt. Village Home. 30min to NYC

Nestled at the base of Tallman Mountain lies the quaint village of Piermont where a population of 2,500 sleep, live, thrive and enjoy life on the simpler side. Sip a coffee on the porch overlooking the Sparkill creek, take a stroll down Main Street for an array of options to visit. Fishing on the pier, dancing fireflies at night and wildlife throughout. A quick hike up the backyard mountain to the state park where you can enjoy a picnic and view of the Hudson while catching a glimpse of NYC.

Top Guest favourite
The studio features an open layout with various seating options, including two armchairs and a sofa. A king bed with a patterned comforter is positioned in the background. Warm lighting is provided by multiple lamps, and a workspace with a wooden desk is visible on the right.
Home in Nodine Hill
4.98 out of 5 average rating, 41 reviews

Yonkers, NY Studio with quick NYC access

Spacious studio with private entrance in Yonkers. 1 mile from Metro North so you can reach Grand Central in under 45 minutes! Relax in a cozy king bed, unwind in the sitting area, or catch up on work at the dedicated workspace. The open layout includes a sitting area, and a bathroom with a shower and tub for a welcoming vibe. Perfect for travelers seeking comfort, style, and quick access to New York City. **Please note that the studio is the basement of a home with resident living upstairs.

Superhost
A cozy bedroom features a green upholstered headboard against a patterned wall. Soft pillows in neutral tones rest on the spacious bed, complemented by a dark quilt. Vintage-style lamps cast a warm glow, while a bedside table holds a clock and framed artwork.
Apartment in Teaneck
4.85 out of 5 average rating, 125 reviews

Emerald, Stylish & Clean close to NYC & airport

The unit is a 1-minute walk to the bus stop that takes you directly to Time Square (NYC). This small cozy apartment is perfect for a short visit to the NJ/NY area. Close to shopping & dining. This unit is equipped with a kitchenette,Wi-Fi,TV, free parking & AC 19 min. from the METLIFE STADIUM,10 min. from NYC, less than 25 min. from Times Square in Manhattan. Close to Newark NJ, and NY Airports 5 min to Holy Name Medical Center 8 min to Englewood Hospital 14 min to Hackensack Hospital

Top Guest favourite
A small flock of chickens is seen in a lush, green outdoor space surrounded by fencing. The chickens, displaying a variety of colors and patterns, roam on the ground among tall grass and scattered foliage. A branch is positioned in the background.
Guesthouse in Hastings-on-Hudson
4.91 out of 5 average rating, 899 reviews

★Tiny House Cottage 35 min to NYC on Hudson River★

Please read the entire listing to set expectations. Super charming, slightly quirky, never perfectly perfect, totally private Shangri-La with side yard chickens in the artistic and quaint Rivertowns, 35 min to NYC along the Hudson River. The Tiny House escape is reminiscent of sleep away camp, yet tastefully curated with eclectic art and furnishings that can change depending on “finds.” Sleeping loft nest with 8-step ladder or pull-out sofa bed. Fenced-in yard. FREE 24/7 street parking.

Top Guest favourite
Apartment in Tomkins Cove
5 out of 5 average rating, 34 reviews

Gorgeous Suite w/ Private Entrance

Welcome to your private upstairs retreat with its own private entrance and bathroom. This charming efficiency offers a queen bed for restful nights, plus a loveseat sleeper sofa perfect for an adult or two small children. Enjoy the convenience of a mini fridge, coffee maker, and microwave. Step outside your door to our porch sitting area with a grill. Thoughtfully set up to feel both private and inviting, it’s a peaceful space to relax, recharge, and feel right at home during your stay.

Top Guest favourite
A scenic view of the river is framed by lush greenery and trees. Nearby buildings can be seen, with one featuring a sloped roof and another brick structure. The calm water reflects the blue sky and surrounding hills.
Apartment in Hastings-on-Hudson
4.98 out of 5 average rating, 144 reviews

Spacious apartment in Hastings-on-Hudson near NYC

Our two-bedroom, floor-through apartment is in a prime location, walkable to the train to NYC (30-40 min away) and Hudson Valley towns like Cold Spring. Walkable to the train or local coffee shops, restaurants, shops, yoga, parks, the supermarket, a farmers market and the scenic Croton Aqueduct Trail with views of the river. It's pet-friendly and perfect for family visits, week or weekend escapes, scouting out the town for prospective moves, and waiting out home renovations.

Superhost
Guest suite in Hillsdale
4.75 out of 5 average rating, 4 reviews

Close to NYC! Extra Large 1 Bedroom Suite

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). *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.

Guest favourite
The cottage is nestled among lush trees, highlighted by a distinctive stone chimney. Expansive glass doors reflect the surrounding greenery, inviting natural light inside. The structure is surrounded by verdant shrubs, creating a harmonious connection with nature.
Guesthouse in Pound Ridge
4.94 out of 5 average rating, 103 reviews

A Lovely Cottage in the Woods

Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Top Guest favourite
A welcoming entryway is framed by a white picket fence, leading to a charming cottage. Lush greenery surrounds the path, which is composed of stone leading up to a blue front door. A trellis with climbing plants adds to the inviting exterior.
Home in Nyack
4.95 out of 5 average rating, 199 reviews

Chic Vintage Cottage in Artsy Village of Nyack

Chic, cozy and adorable, our recently renovated 1929 Nyack Village cottage is a one of a kind. Located one block from Main Street and the wonderful dining, shopping and culture downtown Nyack has to offer, our home is the perfect backdrop for a beautiful weekend retreat. Traveling for work? NYC is a quick 30 mile commute with fast access to public transportation. We welcome you to come and be our guests!

Top Guest favourite
A cozy sleeping area features a spacious bed with a white quilted spread. Two bedside lamps provide soft lighting, and three windows allow natural light to brighten the room. The walls are painted in a calming light blue, complementing the carpet's subtle patterns.
Guest suite in Sleepy Hollow
4.97 out of 5 average rating, 63 reviews

Sleepy Hollow Private Apartment Airbnb

Beautiful studio apartment in Historic village of Sleepy Hollow. Walking distance to EF school & train to NYC (35 min ride). Hiking in next door Rockefeller Preserve & plenty of local restaurants. Great place for exploring the area made famous by writer Washington Irving. Includes smart TV & cable, computer workspace and kitchenette. 1 bed (queen size).

Popular amenities for Orangeburg holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Rockland County
  5. Orangeburg