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Holiday rentals 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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Flat in Hastings-on-Hudson

4.82 out of 5 average rating, 123 reviews

Lovely Hastings home convenient to NYC.

Keep it simple at this peaceful and centrally-located home. This comfy one-bedroom apartment has everything you need for a convenient and warm stay. The kitchen is stocked with all the tools you need to make a delicious home-cooked meal. The living room features a sleeper sofa, perfect to accommodate a larger group and the master bedroom has a large comfortable queen-sized bed just perfect for a good night's sleep. Situated on the ground level of a townhome and only 2 blocks from the Metro North

2–9 Oct

$172 SGD per night

Guest favourite

Flat in Hastings-on-Hudson

5.0 out of 5 average rating, 108 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. Park your car here, walk 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.

30 Aug – 6 Sep

$293 SGD per night

Guest favourite

Bungalow in Hastings-on-Hudson

4.91 out of 5 average rating, 722 reviews

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

The most popular Airbnb in the area! FREE private driveway too. A few blocks to the Hudson River. Super charming, slightly quirky, private Shangri-La w/backyard chickens in the artistic & quaint Rivertowns, 35 min. from NYC. The Tiny House escape is reminiscent of sleep away camp, though tastefully curated w/eclectic art & furnishings. Sleeping loft nest w/8 step ladder or pull out sofa bed. E-fireplace inside. Firepit outside. Stars galore. 2 patios, yard, hammock, gardens. Read on...

20–27 Sep

$221 SGD per night

Guest favourite

Flat in Yonkers

4.94 out of 5 average rating, 215 reviews

Large, relaxing private 1 bedroom apartment.

Located on a quiet cul-de-sac, this self-catering 1 bedroom apartment with private driveway is located on the lower level of a private home and is perfect for anyone wishing to have a space to themselves. There is a roll-away single bed to accommodate a 3rd guest. We offer WiFi, Netflix and full cable TV access. Located near Executive Blvd and all the river towns. Plus, its only a short ride to all New York City has to offer. All reservation requests require verified Government ID.

24–31 Dec

$178 SGD per night

Guest favourite

Flat in Ossining

4.94 out of 5 average rating, 307 reviews

Hudson River Peaceful Getaway

Self check-in and private entrance. Parking for two cars. Peaceful apartment on the Hudson River. Train to NYC (Scarborough Station) is an 8 minute walk through historic neighborhood. Arcadian Mall (Grocery store, Starbucks, etc) 5 minute walk. Rivers views from inside and from three patios (1 on entrance side, 2 on River side). We only allow declawed cats because they can scratch and damage our expensive furniture and carpets. Most house trained dogs are welcome :)

19–26 Nov

$381 SGD per night

Guest favourite

Home in Nyack

4.85 out of 5 average rating, 122 reviews

Beautiful & Fun Waterfront Duplex on the Hudson

Enjoy a getaway to this charming historic waterfront home. Sip a glass of wine, a cup of Joe, or a refreshing cool drink from the 36 ft deck overlooking the Hudson River and Mario Cuomo Bridge beautifully lit up each evening. **PLEASE read everything in the description of "The Space" and "Other Things to Note" before booking. Thank you! Check out my "GUIDEBOOK" for my favorite picks including entertainment, shopping, eateries, and more.

15–22 Aug

$536 SGD per night

Guest favourite

Guest suite in Haverstraw

4.95 out of 5 average rating, 298 reviews

Haverstraw Hospitality Suite

Quiet & cozy suite, with a comfortable full bed & private bathroom in newly renovated garden (basement) level of a single-family home. WiFi/air conditioning & heat unit/FiOS cable - roku TV. Coffee/tea available. Rollaway available for an extra bed. The neighborhood is quiet, and parking is available in the driveway. Feel free to come and go as you please -- we hope our guests feel like this is their home away from home:)

12–19 Dec

$117 SGD per night

Guest favourite

Flat in Nyack

4.88 out of 5 average rating, 121 reviews

The Historic Hudson Vista with prime river views

One bedroom apartment with spectacular views of the Hudson River in a historic house in the heart of Nyack. Two blocks away from shops, restaurants, and public transit service. Convenient to Woodbury Commons, Sleepy Hollow, and Hudson River historic houses. Spotlessly clean unit boasts a kitchen stocked with essentials. Quiet neighborhood. Abundant hiking nearby. Walk to parks. Perfect for a weekend getaway from the city!

23–30 Jul

$335 SGD per night

Guest favourite

Home in Nyack

4.95 out of 5 average rating, 154 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!

28 Sep – 5 Oct

$356 SGD per night

Guest suite in Dumont

4.8 out of 5 average rating, 128 reviews

Private ground level Studio Available.

This spacious and serene space has an attached garage which can fit a compact car fully or would be okay if your vehicle fits into the garage as best you can. Street parking is also available! Set the heat or AC, watch TV, nuke a meal, do some laundry, and there's a small office to gather your thoughts. There's WI-FI and your own private entrance through your garage to come and go as you please.

9–16 Sep

$104 SGD per night

Guest favourite

Guest house in Suffern

4.91 out of 5 average rating, 113 reviews

Private Studio w/Full Kitchen & Bath

Our place is a private, stand-alone building separate from our house, and is cleaned thoroughly between guests including disinfecting all hard surfaces. Private cottage with full kitchen and bath in Suffern, NY. Quick walk to train & bus to NYC. Right off I-87, I-287 (NY & NJ), & NJ Rt. 17. Close to shopping & local restaurants. Off-Street parking & outdoor picnic area. NO CLEANING FEE!

29 May – 5 Jun

$154 SGD per night

Guest favourite

Flat in Ardsley

4.9 out of 5 average rating, 380 reviews

Lovely and well-appointed suite with full privacy

Charming suite with a private entrance, bathroom, indoor parking and dining area with kitchen amenities. Conveniently located in Westchester, and is accessible by the I-87, Henry Hudson, Sprain and Saw Mill Parkways; only a thirty minute drive to NYC. Near a deli, grocery, bakery, Carvel, CVS and a selection of restaurants.

25 Nov – 2 Dec

$152 SGD per night

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Popular amenities for Orangeburg holiday rentals

Free parking on premises

Air conditioning

Other great holiday rentals in Orangeburg

Guest favourite

Flat in Hastings-on-Hudson

4.93 out of 5 average rating, 113 reviews

Hastings On Hudson Garden Apartment

5–12 Mar

$212 SGD per night

Guest favourite

Guest suite in Tarrytown

4.94 out of 5 average rating, 210 reviews

Brand new private Studio in the heart of Tarrytown

21–28 Nov

$338 SGD per night

Guest favourite

Guest suite in White Plains

4.92 out of 5 average rating, 134 reviews

Convenient go to NYC, close to White Plains R.R.

1–8 Jun

$176 SGD per night

Guest favourite

Guest house in Peekskill

4.94 out of 5 average rating, 212 reviews

Peekskill Carriage House Downtown Studio

1–8 Sep

$182 SGD per night

Guest favourite

Flat in Piermont

4.8 out of 5 average rating, 15 reviews

Cozy Piermont Cottage

4–11 Dec

$241 SGD per night

Guest favourite

Home in Piermont

4.95 out of 5 average rating, 65 reviews

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

8–15 Sep

$396 SGD per night

Guest favourite

Home in Piermont

4.95 out of 5 average rating, 42 reviews

Idyllic & Chic in Piermont, 20 min from GW Bridge

11–18 Jun

$310 SGD per night

Guest favourite

Guest suite in Sleepy Hollow

4.98 out of 5 average rating, 44 reviews

Sleepy Hollow Private Apartment Airbnb

19–26 Aug

$166 SGD per night

Destinations to explore