Town of Olive Holiday Rentals from €122: Search Short-Term Rentals

A mountainous landscape with autumn foliage.

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

Our top choices for Town of Olive holiday rentals

West Wing - a unique private space w/patio

Shokan

Taela

includes taxes & fees

14 Jul - 15 Jul

Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location

Boiceville

Charles S.

includes taxes & fees

23 Jul - 24 Jul

NEW: Atomic Ranch - MCM One Level in Olivebridge

Olivebridge

includes taxes & fees

21 Jul - 22 Jul

Premium House, Kitchen, Mountain View | Private kitchen

Starlite Motel

Big Indian

Elizabeth

includes taxes & fees

9 Jul - 10 Jul

Cold Spring Lodge - Cabin 2

Big Indian

Michael

includes taxes & fees

8 Jul - 9 Jul

Jessie's Harvest House

Tannersville

David R.

includes taxes & fees

8 Jul - 9 Jul

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

Fleischmanns

jesse u.

includes taxes & fees

8 Jul - 9 Jul

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Wallkill

Larissa N.

includes taxes & fees

20 Jul - 21 Jul

Dream getaway apartment in the foot of Gunks Ridge

Wallkill

Ted

includes taxes & fees

8 Jul - 9 Jul

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Saugerties

Josh M.

includes taxes & fees

19 Jul - 20 Jul

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Gardiner

Lee E.

includes taxes & fees

12 Jul - 13 Jul

Sauna Belleayre Cozy Cabin

Fleischmanns

Jordan W.

includes taxes & fees

14 Jul - 15 Jul

Charming loft cottage in tranquil Germantown with WiFi, AC

Germantown

Lisa B.

includes taxes & fees

29 Jul - 30 Jul

Woods Cabin-Kingston/Woodstock, NY.

Kingston

"Oh, I gave this property excellent scores for all the questions but I am reminded now by the suggestions for what to write about about the fact that it listed an Ocean view, which is obviously a mistake. It’s nowhere near the ocean. There’s no ocean view. It is in the woods it’s secluded.I actually took a very little walk in the middle of the night in the dark using my cell phone flashlight and got kind of lost for a while, but managed to find my way back. That was quite an interesting...

Michael H.

includes taxes & fees

12 Jul - 13 Jul

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Palenville

Nivia

includes taxes & fees

8 Jul - 9 Jul

Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Stone Ridge

Avi

includes taxes & fees

15 Jul - 16 Jul

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Kingston

josh p.

includes taxes & fees

13 Jul - 14 Jul

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter

Mary C.

includes taxes & fees

9 Jul - 10 Jul

Tiny Cat Tiny House

Grahamsville

Jacob L.

includes taxes & fees

8 Jul - 9 Jul

The Studio at the Inn at High Falls

High Falls

Jamie M.

includes taxes & fees

9 Jul - 10 Jul

View all properties

Find holiday rentals that suit your style

Cabins

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Town of Olive Hotel Reviews

Residence Inn by Marriott Kingston

10/10 Excellent

"The staff was super attentive. I could not find the laundry room and a new employee walked me down. He helped me with laundry detergent and was genuinely friendly without being overwhelming. Breakfast was great and we thoroughly enjoyed our stay. Thank you!"

Beekman Arms and Delamater Inn

8/10 Good

"Overall, we enjoyed our stay, but it came close to being a disaster for us. Before we stayed our first night we came close to asking to cancel our reservation. This issue is that the Beekman Arms has multiple properties so one needs to be careful when booking a room. The photos do not indicate whether the room is at the historical inn or at one of the neighboring properties close to the inn. When we checked in they directed us to a property that looked like 1980's apartments - though spacious - did not in any way have the same appeal as the main inn. This is the the Courtyard King Sofabed room and no where is there a description stating that the room is at a property a full block from the main inn. Thankfully, the staff re-booked us in a room at the inn at no extra charge. Once we were in one of the rooms at the Beekman Arms, our stay began to meet our expectations. The breakfast is a short walk from the inn and has a few good options, the staff are friendly, the bar and restaurant a bit dark but gives one a good perspective of the inn's long history, and the location makes it easy to walk around the small town. Would I book again? Possibly, but would stay for two not three nights."

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent

"Great location and hotel! Andrew Rein was amazing! Very knowledgeable of the area and restaurants. Andrew and chef also went above and beyond by having an amazing spread plus Rose wine as a lovely Wedding Anniversary greeting. Foodie paradise with CIA and restaurants close by!"

Hampton Inn by Hilton New Paltz

10/10 Excellent

"I honestly wasn't expecting much from the property. Boy was I surprised. For a pet friendly hotel, it is SOOOO clean. The staff could not have been more attentive. The breakfast was wonderful. I actually told my husband, as we left the parking lot to go home, "I would highly recommend this place to anyone traveling to New Paltz. Thank you for such a great stay.""

The Graham & Co.

10/10 Excellent

"We were a group of friends spread over a few rooms - our main purpose was to catch up, hang out together and let our kids play together. We did that and more at the cute little pool, the big yard with badminton set up! Everyone was super nice, accommodating and friendly! Highly recommended little motel. Walking distance to the Main Street for lunch, pizza take out, icecream etc!"

Find out more about Town of Olive

Holiday Homes in Town of Olive

Search for holiday homes in Town of Olive on Expedia.ie! You can easily find your home rentals, villas, holiday apartments in Town of Olive using one of the methods below:

View our selection of featured holiday homes in Town of Olive
Use the map to find apartments and other holiday rentals in the Town of Olive neighbourhood you prefer
Enter your travel dates to view the best deals on holiday homes in Town of Olive while they last

Look no further and take a look at our great range of rental properties in Town of Olive!

Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Town of Olive holiday rentals

West Wing - a unique private space w/patio

Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location