Holiday Rentals in Town of Olive

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Our top choices for Town of Olive holiday rentals

Smart TV, fireplace

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

Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Boiceville
9.8 out of 10, Exceptional, (7 reviews)
"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.
The price is €497
includes taxes & fees
17 Feb - 18 Feb
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Terrace/patio

West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (21 reviews)
"Very clean accommodations! Easy process from start to finish"
United States
Samantha R.
The price is €170
includes taxes & fees
17 Feb - 18 Feb
West Wing - a unique private space w/patio
TV, fireplace, video games, books

Warm Atomic Ranch - MCM One Level

Warm Atomic Ranch - MCM One Level
Olivebridge
10.0 out of 10, Exceptional, (1 review)
The price is €464
includes taxes & fees
24 Feb - 25 Feb
Warm Atomic Ranch - MCM One Level
Premium House, Kitchen, Mountain View | Private kitchen

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (287 reviews)
"A perfect place to stay by the Mt"
United States
Oleg
The price is €118
includes taxes & fees
23 Feb - 24 Feb
Starlite Motel
Outdoor dining

Umana's Cabin, cozy, comfy, 5+ acres of land

Umana's Cabin, cozy, comfy, 5+ acres of land
Saugerties
10.0 out of 10, Exceptional, (1 review)
"Secluded and private but just a short drive away from a little town with great bars, restaurants and music venues. "
United States
Paul
The price is €423
includes taxes & fees
17 Feb - 18 Feb
Umana's Cabin, cozy, comfy, 5+ acres of land
Private kitchen

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
new paltz
9.4 out of 10, Exceptional, (6 reviews)
"Very clean Good communication with host Close to town & hiking Recommend! "
United States
Jennifer E.
The price is €590
includes taxes & fees
17 Feb - 18 Feb
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Property grounds

Fall Foliage Getaway!

Fall Foliage Getaway!
Woodstock
10.0 out of 10, Exceptional, (12 reviews)
"We loved the place - beautiful house and setting."
United States
Michele P.
The price is €618
includes taxes & fees
17 Feb - 18 Feb
Fall Foliage Getaway!
Interior

Nature Mountain Retreat with Outdoor Hot Tub and Sauna Spa Experience

Nature Mountain Retreat with Outdoor Hot Tub and Sauna Spa Experience
West Hurley
10.0 out of 10, Exceptional, (5 reviews)
"very relaxing and comfortable place to stay!"
United States
Tilson
The price is €725
includes taxes & fees
17 Feb - 18 Feb
Nature Mountain Retreat with Outdoor Hot Tub and Sauna Spa Experience
Fridge, microwave, oven, stovetop

Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
Kerhonkson
9.8 out of 10, Exceptional, (24 reviews)
"Enjoyed our stay at this comfortable ranch home. It was clean and convenient to local attractions. Recommend this VRBO."
United States
Teresa S.
The price is €245
includes taxes & fees
28 Feb - 1 Mar
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
Outdoor dining

Charming 2-bedroom Waterfront home with boat access in Saugerties

Charming 2-bedroom Waterfront home with boat access in Saugerties
Saugerties
9.6 out of 10, Exceptional, (11 reviews)
"Really enjoyed our stay. The property had all the comforts of home and was beautiful. "
United States
Sean S.
The price is €522
includes taxes & fees
17 Feb - 18 Feb
Charming 2-bedroom Waterfront home with boat access in Saugerties
Exterior

Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake

Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake
East Jewett
10.0 out of 10, Exceptional, (13 reviews)
"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.
The price is €490
includes taxes & fees
1 Mar - 2 Mar
Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake
Microwave, oven, stovetop, dishwasher

Little red house just outside of Woodstock

Little red house just outside of Woodstock
Bearsville
9.0 out of 10, Wonderful, (2 reviews)
"The house is cute, well decorated but very small "
United States
Harry
The price is €467
includes taxes & fees
27 Feb - 28 Feb
Little red house just outside of Woodstock
Smart TV, fireplace, books, stereo

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

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Fleischmanns
9.6 out of 10, Exceptional, (69 reviews)
"Very clean and well located"
United States
Dana S.
The price is €307
includes taxes & fees
22 Feb - 23 Feb
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Interior

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!
Kingston
9.8 out of 10, Exceptional, (69 reviews)
"We came for our daughter’s wedding in town . The place was conveniently located near the wedding siteIt was small and just perfect for 3 members of my family -Woke up to birds chirping Would surely plan for a second stay "
United States
Pratistha L.
The price is €192
includes taxes & fees
22 Feb - 23 Feb
Esopus Creek modern Tiny house Retreat!
Smart TV, fireplace

Inn at High Falls

Inn at High Falls
High Falls
8.8 out of 10, Excellent, (14 reviews)
"We had a great time. Easy location to New Paltz and the house was clean. "
United States
Shelley A S.
The price is €485
includes taxes & fees
21 Feb - 22 Feb
Inn at High Falls
Terrace/patio

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
Hunter
10.0 out of 10, Exceptional, (111 reviews)
"The stay was fantastic!! It was a wonderful location and was so nice with the lake access. "
United States
Lydia S.
The price is €844
includes taxes & fees
26 Feb - 27 Feb
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
Exterior

Apres Ski Luxury SKI-IN/OUT HUNTER MOUNTAIN Slopeside STEPS to Ski School Lodge!

Apres Ski Luxury SKI-IN/OUT HUNTER MOUNTAIN Slopeside STEPS to Ski School Lodge!
Hunter Highlands
10.0 out of 10, Exceptional, (14 reviews)
"Amazing stay! "
United States
christina
The price is €879
includes taxes & fees
23 Feb - 24 Feb
Apres Ski Luxury SKI-IN/OUT HUNTER MOUNTAIN Slopeside STEPS to Ski School Lodge!
Property grounds

Hunter Mountain 2 Bedroom Condo - Steps to Ski Slopes!!

Hunter Mountain 2 Bedroom Condo - Steps to Ski Slopes!!
Hunter Highlands
10.0 out of 10, Exceptional, (16 reviews)
"Excellent stay- we had a great time!"
United States
jyiwest 5.
The price is €505
includes taxes & fees
23 Feb - 24 Feb
Hunter Mountain 2 Bedroom Condo - Steps to Ski Slopes!!
Property grounds

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Maplecrest
10.0 out of 10, Exceptional, (21 reviews)
"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.
The price is €465
includes taxes & fees
17 Feb - 18 Feb
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
2 bedrooms, travel cot, free WiFi, bed sheets

Renovated Barnhouse Escape

Renovated Barnhouse Escape
Lanesville
10.0 out of 10, Exceptional, (2 reviews)
"Great stay, easy check in and communication, quiet, and clean. Only stayed one night but had a great time. The hike to the falls from the trailhead at the end of the road is a nice plus. "
United States
Robert T.
The price is €281
includes taxes & fees
8 Mar - 9 Mar
Renovated Barnhouse Escape
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

Minnewaska Lodge

Minnewaska Lodge

10/10 Excellent
"Maggie the receptionist was very pleasant. The breakfast was the best I have ever seen at a hotel. There were eggs, gluten free baked items, avacado, cereal, waffles, sausage, fruit, muffins, bagels, tea, coffee. All overlooking the back hill. The room was spacious. There are trail off the back of the property. The German resteraunt ( Mountain Brewhous) across the street was great. The wait staff wears German costumes. We went hiking in Minnewaska state park and saw the waterfall. "
laura 1-night trip
Posted 3 days ago
Minnewaska Lodge

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Holiday Homes in Town of Olive

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