Vacation Rentals in Town of Olive

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Our top choices for Town of Olive vacation rentals

9.8 out of 10, Exceptional, (21)
"Property owner, Elaine, was great. Property was exactly as listed, clean and cozy!"
United States
Heather H.
$176 nightly
The price is $197
Jan 6 - Jan 7
Total with taxes and fees
West Wing - a unique private space w/patio
9.8 out of 10, Exceptional, (7)
"The cabin was private, cozy, and had enough room for all our 6 guests to sleep comfortably. Fire pit in the backyard was a nice touch & the stars were amazing out there! Arton communicated promptly & we really enjoyed the cabin! Thanks again. "
United States
Bryan M.
$479 nightly
The price is $536
Jan 6 - Jan 7
Total with taxes and fees
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location

Vacation Home in Olivebridge

Warm Atomic Ranch - MCM One Level
10.0 out of 10, Exceptional, (1)
$505 nightly
The price is $566
Feb 4 - Feb 5
Total with taxes and fees
Warm Atomic Ranch - MCM One Level

Aparthotel in Big Indian

Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (277)
"Staff is very nice. The room / bathroom is very clean. WiFi is excellent. Love to come back to stay again. "
United States
Anna Reinelda
$125 nightly
The price is $140
Jan 6 - Jan 7
Total with taxes and fees
Starlite Motel
10.0 out of 10, Exceptional, (8)
"Easy check in and out process. Property was very clean and host was communicative with clear instruction on use of amenities! Great location with direct water access. "
United States
Lucy N.
$633 nightly
The price is $709
Jan 6 - Jan 7
Total with taxes and fees
Cozy Waterfront Oasis – Hot Tub, Sauna, Firepit, Creek Views, Pet Friendly
10.0 out of 10, Exceptional, (8)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
United States
Peter S.
$191 nightly
The price is $214
Jan 6 - Jan 7
Total with taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
10.0 out of 10, Exceptional, (7)
"Great weekend getaway to reconnect with old friends!"
United States
Lisa D.
$275 nightly
The price is $279
Jan 12 - Jan 13
Total with taxes and fees
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
9.6 out of 10, Exceptional, (24)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
United States
Harriet
$171 nightly
The price is $173
Feb 4 - Feb 5
Total with taxes and fees
Dream getaway apartment in the foot of Gunks Ridge

Apartment in Staatsburg

Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (44)
"We had a great overnight stay at DJ’s Dream. Kevin was welcoming and we had the perfect quiet spot to refresh and regroup. Don’t miss the Roosevelt and Vanderbilt attractions in Hyde Park!"
United States
Jean B.
$174 nightly
The price is $197
Jan 6 - Jan 7
Total with taxes and fees
Mid-Century DJ’s Dream
9.8 out of 10, Exceptional, (9)
"The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. "
United States
Patricia C.
$262 nightly
The price is $283
Jan 6 - Jan 7
Total with taxes and fees
Peaceful warm cozy country cottage nestled beneath the mountains, woodstove
10.0 out of 10, Exceptional, (14)
"Absolutely stunning A-frame! Super spacious, very clean/tidy, lots of room to hang inside, downstairs or have a fire outdoors. Beautiful area not far from New Paltz. We had such a fantastic time and would recommend this place to any group staying in the area! "
United States
Danielle O.
$877 nightly
The price is $982
Jan 6 - Jan 7
Total with taxes and fees
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
10.0 out of 10, Exceptional, (14)
"Beautiful place tucked back in the woods. Very relaxing and incredibly clean. The free coffee was a nice touch too. Will 100% be returning to The Gunks because of this house. "
United States
Kyle T.
$204 nightly
The price is $207
Jan 28 - Jan 29
Total with taxes and fees
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
10.0 out of 10, Exceptional, (12)
"What a beautiful vibe for a romantic getaway! Property was so clean and has everything we had to relax! The owners are super courteous. Would definitely come back!"
United States
Patrick F.
$503 nightly
The price is $543
Jan 7 - Jan 8
Total with taxes and fees
Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake
$1,308 nightly
The price is $1,413
Jan 20 - Jan 21
Total with taxes and fees
Luxury 7BR Ski Retreat Near Hunter & Windham w/ Hot Tub & Epic Mountain Views

Vacation Home in High Falls

The Studio at the Inn at High Falls
8.0 out of 10, Very Good, (34)
"Just wasn't our cup of tea. Quiet location, close to attractions, and easy to find. "
United States
William K.
$244 nightly
The price is $273
Jan 6 - Jan 7
Total with taxes and fees
The Studio at the Inn at High Falls
10.0 out of 10, Exceptional, (1)
"Perfectly done! Kids loved it!!!!"
United States
Jasmina
$409 nightly
The price is $442
Jan 7 - Jan 8
Total with taxes and fees
Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite
9.6 out of 10, Exceptional, (14)
"Beautiful location in a well kept property! Highly recommend it."
United States
Robert
$252 nightly
The price is $272
Jan 6 - Jan 7
Total with taxes and fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
10.0 out of 10, Exceptional, (20)
"We had a wonderful stay at the cottage. Place was perfect and met all our needs. The cottage was lovely and cozy, truly home away from home. The host, Agnes, was kind and very helpful. Will definitely be back."
United States
Carmela L.
$518 nightly
The price is $559
Jan 6 - Jan 7
Total with taxes and fees
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
9.0 out of 10, Wonderful, (15)
"Clean cozy will be staying again"
United States
Michael C.
$164 nightly
The price is $167
Feb 4 - Feb 5
Total with taxes and fees
Cozy Apartment with Sauna in Historic Stone Ridge

Cabin in Big Indian

Cold Spring Lodge - Cabin 2
9.6 out of 10, Exceptional, (4)
"We had a nice relaxing stay"
United States
Michael
$251 nightly
The price is $281
Jan 6 - Jan 7
Total with taxes and fees
Cold Spring Lodge - Cabin 2
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Town of Olive Hotel Reviews

Find out more about Town of Olive

Discover your perfect Town of Olive vacation rental with Expedia

How many vacation rentals are available in Town of Olive?


Expedia has plenty of vacation rentals to choose from in and around  Town of Olive, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Town of Olive?


The selection of Town of Olive vacation rentals we have selected for you start as low as $140 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Town of Olive?


Vacation rentals in Town of Olive come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Town of Olive vacation rentals to suit everyone. 


Why should I choose a vacation rental in Town of Olive?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Town of Olive vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Town of Olive?


Find vacation rentals in Town of Olive by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Town of Olive.  


What amenities are available in a vacation rental in Town of Olive?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Town of Olive vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Town of Olive?   


Everytime is a great time to head to Town of Olive! Staying in a Town of Olive vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Town of Olive. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Town of Olive vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Town of Olive, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Town of Olive vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.