Top Apartments in Town of Olive in 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Top cities in Town of Olive

Shokan

Find vacation rentals that suit your style

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Town of Olive apartments

1. Cozy Catskills Vacation Rental With Deck!

Fleischmanns

Jennifer

A serene lakeside property with a large house, a pond, and lush greenery.

2. Quiet Catskill Getaway w/ Fire Pit - Near Hiking!

Catskill

"The condo was immaculately clean, and the rooms were spacious. We slept in the king sized bed, and the bed was comfortable and we loved the linens. The one thing it lacked was a normal sized TV in the living room. There was a very small TV, like the size of a computer screen, and it was way across the room. We didn’t watch a lot of TV while there, but getting home late from a wedding and wanting to see the end of the World Series for example, was not possible due to the tiny screen. The lack of...

Lynn

A fire pit with red chairs in a grassy area surrounded by trees.

3. New Paltz Apt - 11 Mi to Poughkeepsie!

New Paltz

A spacious living area with a wooden dining table and chairs, a cozy sofa, and a kitchen with wooden cabinets and a large window.

4. Near Hiking & Skiing: Hunter Mountain Getaway!

Elka Park

A two-story house with a balcony and a stone pathway leading to the entrance.

5. Hunter Mountain Ski Retreat - Steps to Lift!

Hunter

Anonymous traveler

A spacious living room with a sofa, coffee table, and dining area.

6. 2BR Pet-friendly Walk to Cafes Trails Wineries

Rosendale

A bedroom with a bed, two bedside tables, a nightstand, a large window with curtains, and a wall-mounted artwork.

7. 2 Mi to Uptown: Centrally Located Kingston Apt!

Kingston

Lynn

A lakeside seating area with a wicker chair, a yellow cooler, and a green kayak.

8. Shared Boat Launch: Lake Retreat in Ellenville!

Ellenville

A hallway with a white door, a wall-mounted sign, a shelf unit, and a hanging light fixture.

9. Near Historic Sites: Bright Hyde Park Guest Suite

Hyde Park

A wooden deck with a stone accent wall, a door leading to a room with wooden walls, and a view of mountains in the background.

10. Walk to Hunter Village! Family Ski Retreat w/ Deck

Hunter

View all properties

Top reviews in Town of Olive

A hotel with a covered entrance, stone facade, and a sign indicating it is a Holiday Inn Express & Suites.

Holiday Inn Express & Suites Kingston-Ulster by IHG

Lake Katrine

10/10 Excellent

Maria

Shandaken Inn

Shandaken

10/10 Excellent

Anonymous traveler

A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

Emerson Resort & Spa

Mount Tremper

10/10 Excellent

Karla

A room with a large window, a bathtub, a chair, a lamp, and a heater.

Urban Cowboy Lodge

Big Indian

10/10 Excellent

Carolena

A large, multi-story hotel with a symmetrical facade, multiple balconies with flower boxes, and a central entrance with a fountain.

Mirbeau Inn & Spa

Rhinebeck Village

10/10 Excellent

Paula

A two-story house with a front entrance, a staircase, and a signboard.

Twin Gables of Woodstock

Woodstock

10/10 Excellent

One of the coolest and most accommodating places I have ever stayed. If you are coming to Woodstock are even thinking about it this is the place for you. All the rooms are unique, they are super clean and look exactly like they do online. The owner is amazing and she will point you in the right direction for whatever you are looking to do in town. Seriously cannot recommend enough and can’t wait to come back.

Noah

A spacious lobby with a fireplace, comfortable seating, and large windows.

Residence Inn by Marriott Kingston

Kingston

10/10 Excellent

We loved the breakfast area. It offered many choices. It was fun. We usually never go to breakfast when it is offered in a hotel. We tried to make the breakfast everyday here. The lounge area and eating area were very comfortable. There was no coffee left out after breakfast though. The staff were very nice. I never used the pool or gym so I have no opinion there. The room was a one bedroom studio suite with a king bed. The bathroom was outside of the bedroom so my son didn’t have to walk...

Anonymous traveler