Title: Town of Olive Vacation Home Rentals from CA $322: Search Top Private Vacation Homes for Rent | Expedia.ca

[Town of Olive Hotels](https://expedia.ca/Destinations-In-Town-Of-Olive.d553248635976002351.Hotel-Destinations)[Vacation Rentals in Town of Olive](https://expedia.ca/Destinations-In-Town-Of-Olive.d553248635976002351.Vacation-Rental-Destinations)[Town of Olive Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Olive.d553248635976002351.Car-Rental-Destinations)[Town of Olive Vacations](https://expedia.ca/Town-Of-Olive.d553248635976002351.Destination-Travel-Guides)

![Peak Color Panorama from Slide Mountain](https://images.trvl-media.com/place/129957/2da1e74f-da99-4202-aa17-66e477ec0194.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/129957/2da1e74f-da99-4202-aa17-66e477ec0194.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976002351&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976002351&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976002351&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976002351&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Town of Olive vacation homes

![Interior](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/d143cbe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/8ea1adb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/abf51a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/50bbfc33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Kingston

[](https://www.expedia.ca/Kingston-Hotels-Esopus-Creek-Modern-Tiny-House-Retreat.h98779366.Hotel-Information)

9.8/10

Exceptional

(66 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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pratistha L.

CA $205

CA $322 total

includes taxes & fees

Jan 23 - Jan 24

[](https://www.expedia.ca/Kingston-Hotels-Esopus-Creek-Modern-Tiny-House-Retreat.h98779366.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78270000/78261600/78261524/892e5bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78270000/78261600/78261524/w1864h1219x11y0-80296356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78270000/78261600/78261524/6b735a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78270000/78261600/78261524/e30acbbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Glasco

[](https://www.expedia.ca/Glasco-Hotels-Hamptons-On-The-Hudson-In-South-Saugerties.h78261524.Hotel-Information)

9.8/10

Exceptional

(39 reviews)

"Beautiful home and fantastic pool. Responsive and friendly host. Our whole family had a great time! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Courtney W.

[](https://www.expedia.ca/Glasco-Hotels-Hamptons-On-The-Hudson-In-South-Saugerties.h78261524.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/31000000/30040000/30039700/30039629/80926409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, music library](https://images.trvl-media.com/lodging/31000000/30040000/30039700/30039629/67db9f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, music library](https://images.trvl-media.com/lodging/31000000/30040000/30039700/30039629/bb007541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30040000/30039700/30039629/b3d09e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bearsville

[](https://www.expedia.ca/Bearsville-Hotels-Luxurious-Woodstock-Home-Rental-Catskill-Mountains-Views-Private-Retreat.h30039629.Hotel-Information)

10/10

Exceptional

(125 reviews)

"We were three couples with kids between 9-14 and had a wonderful stay! The house is perfect for large gatherings and Valerie is an excellent and responsive host. Perfect location - quiet and rural but still very close to towns and amenities. We will be back! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Abby J.

[](https://www.expedia.ca/Bearsville-Hotels-Luxurious-Woodstock-Home-Rental-Catskill-Mountains-Views-Private-Retreat.h30039629.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/89000000/88070000/88066600/88066557/2937aa9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88070000/88066600/88066557/cfe1db7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88070000/88066600/88066557/c9c9184b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88070000/88066600/88066557/4f2f18bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Staatsburg

[](https://www.expedia.ca/Staatsburg-Hotels-The-Church-Circa-1880s.h88066557.Hotel-Information)

9.8/10

Exceptional

(90 reviews)

"A wonderful stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Meredith K.

[](https://www.expedia.ca/Staatsburg-Hotels-The-Church-Circa-1880s.h88066557.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/1f5e7a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/dfefd5c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/w450h639x287y44-0aaac327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/f4d68743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in High Falls

[](https://www.expedia.ca/High-Falls-Hotels-The-Studio-At-The-Inn-At-High-Falls.h88864808.Hotel-Information)

8.0/10

Very good

(34 reviews)

"Just wasn't our cup of tea. Quiet location, close to attractions, and easy to find. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

William K.

CA $156

CA $376 total

includes taxes & fees

Jan 23 - Jan 24

[](https://www.expedia.ca/High-Falls-Hotels-The-Studio-At-The-Inn-At-High-Falls.h88864808.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100600000/100594200/100594137/d4b7fca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100600000/100594200/100594137/b8184477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![8 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100600000/100594200/100594137/96cef95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/101000000/100600000/100594200/100594137/bef44a4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Jewett

[](https://www.expedia.ca/Hunter-Hotels-New-Maple-Luxury-Estate-8BR.h100594137.Hotel-Information)

10/10

Exceptional

(7 reviews)

"Perfect for large groups! The 8 bedrooms provided ample space for everyone to relax, and the well-equipped kitchen made meal prep a breeze. Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dmitriy Z.

CA $1,058

CA $2,325 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Hunter-Hotels-New-Maple-Luxury-Estate-8BR.h100594137.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120640000/120638400/120638396/29a6ed4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120640000/120638400/120638396/c9a11665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/121000000/120640000/120638400/120638396/82fb52cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120640000/120638400/120638396/2ea5a643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Wallkill

[](https://www.expedia.ca/Wallkill-Hotels-Cozy-Private-Suite-In-A-Country-Home-Near-New-Paltz.h120638396.Hotel-Information)

8.8/10

Excellent

(3 reviews)

"Clean, private, had no issues and the check in was easy. Had a great stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Justin O.

[](https://www.expedia.ca/Wallkill-Hotels-Cozy-Private-Suite-In-A-Country-Home-Near-New-Paltz.h120638396.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/54000000/54000000/53993700/53993634/6b1c6427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/54000000/54000000/53993700/53993634/9adb55cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/54000000/54000000/53993700/53993634/7ddd2b90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/54000000/54000000/53993700/53993634/f1dec34f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lanesville

[](https://www.expedia.ca/Hunter-Hotels-Best-Rated-Cabin-In-Hunter-Secluded-Cozy-Cabin-4-BDRS-3-Full-Baths.h53993634.Hotel-Information)

10/10

Exceptional

(58 reviews)

"Very comfortable stay in this cute , conveniently located cabin."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cindi Z.

[](https://www.expedia.ca/Hunter-Hotels-Best-Rated-Cabin-In-Hunter-Secluded-Cozy-Cabin-4-BDRS-3-Full-Baths.h53993634.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113040000/113033000/113032976/18f07127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/114000000/113040000/113033000/113032976/695a3b14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113040000/113033000/113032976/0432305e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/114000000/113040000/113033000/113032976/6c3a4141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Highland

[](https://www.expedia.ca/Highland-Hotels-The-House-In-Highland-Secluded-Retreat.h113032976.Hotel-Information)

9.8/10

Exceptional

(19 reviews)

"Great place, quiet and nice. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kyle K.

[](https://www.expedia.ca/Highland-Hotels-The-House-In-Highland-Secluded-Retreat.h113032976.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/32000000/31180000/31174400/31174361/177a5810.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/32000000/31180000/31174400/31174361/ef7293ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/32000000/31180000/31174400/31174361/cb7277e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/32000000/31180000/31174400/31174361/fed31c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in New Paltz

[](https://www.expedia.ca/New-Paltz-Hotels-Midcentury-Modern-Cabin-Home-In-The-Woods-Under-2-Hrs-From-NYC.h31174361.Hotel-Information)

10/10

Exceptional

(139 reviews)

"Great location, comfortable cabin, responsive host!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Theresa M.

[](https://www.expedia.ca/New-Paltz-Hotels-Midcentury-Modern-Cabin-Home-In-The-Woods-Under-2-Hrs-From-NYC.h31174361.Hotel-Information)

![TV, fireplace, video games](https://images.trvl-media.com/lodging/34000000/33240000/33234800/33234790/eb59cecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/34000000/33240000/33234800/33234790/bd8d0004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33240000/33234800/33234790/0935f86f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33240000/33234800/33234790/9a1e2b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Big Indian

[](https://www.expedia.ca/Pine-Hill-Hotels-Birch-Creek-Mountain-House-3-Minutes-To-Belleayre-Mtn.h33234790.Hotel-Information)

10/10

Exceptional

(65 reviews)

"Well stocked, lovely grounds, close to Belleayre mountain where we went for a wedding."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

nancy g.

[](https://www.expedia.ca/Pine-Hill-Hotels-Birch-Creek-Mountain-House-3-Minutes-To-Belleayre-Mtn.h33234790.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/89000000/88120000/88118400/88118357/39e1c4c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88120000/88118400/88118357/w510h683x257y0-7a2e1457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/89000000/88120000/88118400/88118357/c2be022b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/89000000/88120000/88118400/88118357/db431b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Catskill

[](https://www.expedia.ca/Palenville-Hotels-StarryPinesCottage-W-Salt-Hot-Tub-Cedar-Sauna-Mins-To-Slopes.h88118357.Hotel-Information)

9.4/10

Exceptional

(18 reviews)

"nice small house and wonderful hosts. they were very nice and gave good spots to visit nearby. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shahmeer A.

[](https://www.expedia.ca/Palenville-Hotels-StarryPinesCottage-W-Salt-Hot-Tub-Cedar-Sauna-Mins-To-Slopes.h88118357.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119810000/119800100/119800032/a90d9792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119810000/119800100/119800032/aa48f37b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119810000/119800100/119800032/72275adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/120000000/119810000/119800100/119800032/c8992a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Glenford

[](https://www.expedia.ca/Glenford-Hotels-Catskills-Retreat-W-Hot-Tub.h119800032.Hotel-Information)

10/10

Exceptional

(5 reviews)

"Beautiful view of the mountains and the hot tub was relaxing."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ron B.

[](https://www.expedia.ca/Glenford-Hotels-Catskills-Retreat-W-Hot-Tub.h119800032.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111380000/111370400/111370316/052431ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111380000/111370400/111370316/w1280h959x0y1-f1e0d6ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111380000/111370400/111370316/w1280h959x0y1-ae5dd8a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111380000/111370400/111370316/w1280h959x0y1-99eddab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Accord

[](https://www.expedia.ca/Accord-Hotels-Charming-Catskills-Studio.h111370316.Hotel-Information)

9.2/10

Wonderful

(7 reviews)

"This place is OK if you just need a well-located base to sleep in. No frills and old, but has most of what you need."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ana

[](https://www.expedia.ca/Accord-Hotels-Charming-Catskills-Studio.h111370316.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119940000/119930100/119930070/6d428c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119940000/119930100/119930070/f374a6ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119940000/119930100/119930070/ef021aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119940000/119930100/119930070/29b47b6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fleischmanns

[](https://www.expedia.ca/Fleischmanns-Hotels-7-Bedroom-Mountain-Mansion-Of-Belleayre-POOL.h119930070.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Very charming, clean, and spacious house for your next getaway. Plenty of space for large groups, with easy access to the surrounding towns. Communication with the host was excellent and quick."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tristan G.

CA $1,077

CA $2,949 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Fleischmanns-Hotels-7-Bedroom-Mountain-Mansion-Of-Belleayre-POOL.h119930070.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33490000/33482100/33482069/168ecf6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/34000000/33490000/33482100/33482069/a9ebff11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33482100/33482069/8cde3b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/34000000/33490000/33482100/33482069/4fce920c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hunter

[](https://www.expedia.ca/Hunter-Hotels-Heart-Of-Hunter-Village-Across-MTFaLL-Special3rd-Nt-Half-OFFwknd-Stay.h33482069.Hotel-Information)

9.6/10

Exceptional

(77 reviews)

"House was very clean. Property managers were very responsive to check in and check out time and anything we needed during our stay. Very close to the mountain and beautiful location. Would highly recommend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jamie M.

[](https://www.expedia.ca/Hunter-Hotels-Heart-Of-Hunter-Village-Across-MTFaLL-Special3rd-Nt-Half-OFFwknd-Stay.h33482069.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33490000/33483400/33483338/681d841d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33490000/33483400/33483338/6a204e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33483400/33483338/ea00c37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33483400/33483338/53c5914c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lexington

[](https://www.expedia.ca/West-Kill-Hotels-Catskill-Mountain-Retreat-Great-Location.h33483338.Hotel-Information)

9.8/10

Exceptional

(109 reviews)

"Nice spot, could use cosmetic work but has all the essentials with a good host."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patrick S.

[](https://www.expedia.ca/West-Kill-Hotels-Catskill-Mountain-Retreat-Great-Location.h33483338.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105490000/105483500/105483445/ab340844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105490000/105483500/105483445/4ed41849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105490000/105483500/105483445/1d37a9a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/106000000/105490000/105483500/105483445/6d9d1b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in West Hurley

[](https://www.expedia.ca/West-Hurley-Hotels-Nature-Mountain-Retreat-With-Outdoor-Hot-Tub-And-Sauna-Spa-Experience.h105483445.Hotel-Information)

10/10

Exceptional

(5 reviews)

"very relaxing and comfortable place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tilson

CA $588

CA $1,195 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/West-Hurley-Hotels-Nature-Mountain-Retreat-With-Outdoor-Hot-Tub-And-Sauna-Spa-Experience.h105483445.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/ce451532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo, offices](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/b30ea75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/83edf1c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/e2a7f284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Woodstock

[](https://www.expedia.ca/Kingston-Hotels-Vrbo-Property.h66603127.Hotel-Information)

9.8/10

Exceptional

(7 reviews)

"We had a short stay but absolutely loved the house. Perfect location, lots of space, and the hosts were great. Would stay again, highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Strati P.

CA $758

CA $1,323 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Kingston-Hotels-Vrbo-Property.h66603127.Hotel-Information)

![Sauna](https://images.trvl-media.com/lodging/109000000/108920000/108910900/108910854/c0edb5fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/109000000/108920000/108910900/108910854/df01f890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108920000/108910900/108910854/da8ff557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108920000/108910900/108910854/87a8191b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Phoenicia

[](https://www.expedia.ca/Phoenicia-Hotels-Cozy-Chic-2-Bdroom-Bungalow-With-Sauna.h108910854.Hotel-Information)

9.2/10

Wonderful

(35 reviews)

"The furnishings were cute and quaint. The beds were very comfy."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jan

CA $208

CA $475 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Phoenicia-Hotels-Cozy-Chic-2-Bdroom-Bungalow-With-Sauna.h108910854.Hotel-Information)

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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## Find vacation rentals that suit your style

Cabins

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Cottages

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Apartments

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Villas

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Condos

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Private vacation homes

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Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Olive%2C+New+York%2C+United+States+of+America&regionId=553248635976002351&latLong=41.945686%2C-74.241409&adults=2&startDate=2026-04-22&d1=2026-04-22&endDate=2026-04-25&d2=2026-04-25&lodging=CHALET)

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## Top Town of Olive Hotel Reviews

![Best Western Plus Kingston Hotel And Conference Center](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d4db98bc_y.jpg)

### Best Western Plus Kingston Hotel And Conference Center

10/10 Excellent

"It was pretty clean and comfy I really like to game area even though some of the machines didnt work after inserting couple of coins/tokens I will book again if l need to go to that area "

[](https://expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information)

![Residence Inn by Marriott Kingston](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783_y.jpg)

### Residence Inn by Marriott Kingston

10/10 Excellent

"Staff is extremely kind and efficient "

[](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information)

![Quality Inn Hyde Park Poughkeepsie North](https://images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95_y.jpg)

### Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent

"Room was very clean, safe and quiet hotel. Friendly and helpful staff"

[](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information)

![Americas Best Value Inn New Paltz](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/1c07aec9_y.jpg)

### Americas Best Value Inn New Paltz

10/10 Excellent

"Very kind and courteous staff, very clean rooms. "

[](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information)

![Minnewaska Lodge](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg)

### Minnewaska Lodge

10/10 Excellent

"Nice relaxing place to stay off-season. Just make sure you like big dogs."

[](https://expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information)

![Woodstock Way Hotel](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e_y.jpg)

### Woodstock Way Hotel

10/10 Excellent

"The balcony was small, but the scenery was beautiful and soo serene. A deer walked right by our cabin about 30 ft away and kinda hung out with us for a while. An awesome place for a quick getaway from the city."

[](https://expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information)

![Hunter Lodge, a Bluebird by Lark](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7_y.jpg)

### Hunter Lodge, a Bluebird by Lark

10/10 Excellent

"Nice place, close to ski shops and hunter mountain. Right on the main road, so a bit of traffic dirt and noise. "

[](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information)

![Inn at Bellefield / Hyde Park, Residence Inn by Marriott](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/w4000h2662x0y0-e2ffacae_y.jpg)

### Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent

"Wonderful stay. Would recommend."

[](https://expedia.ca/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information)

![Hampton Inn by Hilton New Paltz](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg)

### Hampton Inn by Hilton New Paltz

10/10 Excellent

"This hotel was clean , quiet, the staff was helpful. The amenities were also clean and nicely maintained. The gym, pool area and breakfast area was spotless. Loved the 24hr coffee, tea and hot chocolate area. Cookies appeared each day at 3pm. Staff was as helpful or invisible as you needed them to be. I would definitely stay here again. Also close proximity to everything you want to see and do in the Hudson Valley and New Paltz."

[](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information)

## Find out more about Town of Olive

## Town of Olive Vacation Homes information

| Number of reviews | 838                |
| ----------------- | ------------------ |
| Accommodation     | 840 Vacation Homes |
| Lowest Price      | CA $322            |
| Highest Price     | CA $2,949          |

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- [Things to do in Woodstock ](https://www.expedia.ca/Things-To-Do-In-Woodstock.d176573.Travel-Guide-Activities)

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