Title: Town of Olive Cottages from CA $434 | 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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Town of Olive Cottage Rentals from CA $434 ## Compare and save ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976002351&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976002351&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976002351&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976002351&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Cottages in Town of Olive ![Interior](https://images.trvl-media.com/lodging/97000000/96020000/96016200/96016173/104d3ccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96020000/96016200/96016173/45cf4a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96020000/96016200/96016173/2876fa28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96020000/96016200/96016173/245a4383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private cottage - 5 min from the center of town Woodstock 10/10 Exceptional (14) "Stay was fabulous! Host is amazing- welcoming and courteous. We loved the wine and fresh fruit with chocolates!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra [](https://www.expedia.ca/Woodstock-Hotels-Private-Woodstock-Cottage-Dont-Forget-Your-Dog.h96016173.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/85000000/84080000/84071900/84071879/1219ead3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84080000/84071900/84071879/3bc767a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/85000000/84080000/84071900/84071879/54a42ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/85000000/84080000/84071900/84071879/240c17dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Junebug Cottage: peace, love and privacy a short walk to Woodstock village green Woodstock 10/10 Exceptional (77) "Small and cozy.. super clean and beautiful place to reset especially if you’re not from the areaWill definitely stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) K H. [](https://www.expedia.ca/Woodstock-Hotels-Junebug-Cottage-Peace.h84071879.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90350000/90347700/90347656/911ca391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/91000000/90350000/90347700/90347656/ef3b86e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90350000/90347700/90347656/8e54baaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90350000/90347700/90347656/ee77e4ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View escape New Paltz 10/10 Exceptional (67) "The location of this home is perfect, between the town of New Paltz and Lake Minnewaska. It is a short bike ride from the Wallkill Valley Trail. The view is amazing. For nature lovers, there were several deer walking the property every day. Firepit was great! Need to purchase your own wood unless you are lucky to have the previous person leave some. Most important, the home was extremely comfortable, clean, updated, stocked with mostly everything you need. Even had coffee, creamer, tea and... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda [](https://www.expedia.ca/New-Paltz-Hotels-Mountain-View-Escape.h90347656.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/45714c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/6fe4c639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/5d0b5fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/98243311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream woodstock 9.2/10 Wonderful (44) "This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul H. CA $252 CA $434 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kingston-Hotels-Charming-Woodstock-Teahouse-Cottage-By-The-Sawkill-Creek-Trout-Stream.h33906244.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76550000/76546300/76546203/5f0d102a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/77000000/76550000/76546300/76546203/e67ef140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76550000/76546300/76546203/dfd8d034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76550000/76546300/76546203/023df783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whimsical Woodland Cottage in Stone Ridge NY Stone Ridge 9.4/10 Exceptional (10) "The cottage was in a great location and perfect for my husband and me. Nice getaway!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorrie P. [](https://www.expedia.ca/Stone-Ridge-Hotels-Whimsical-Woodland-Cottage-In-Stone-Ridge-NY.h76546203.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83090000/83082900/83082821/94560a21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83090000/83082900/83082821/a8b48006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/84000000/83090000/83082900/83082821/b699f259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/84000000/83090000/83082900/83082821/01ac053d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir Olivebridge 10/10 Exceptional (44) "Lily Cottage worked out perfectly for my wife and myself. It was clean, quiet, and amenities were as described in the listing. It was a scenic 20 minute drive to Woodstock, the Ashokan bike trail, and Phoenicia. Recommended!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shake S. [](https://www.expedia.ca/Olivebridge-Hotels-Cozy-Cottage-Located-Moments-From-The-Beautiful-Ashokan-Reservoir.h83082821.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19520000/19512800/19512715/13100383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19520000/19512800/19512715/9d5b1984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19520000/19512800/19512715/a780ef8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/20000000/19520000/19512800/19512715/46a73fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home ~ All Yours ~ In town ~ fenced in yard ~ Pets welcome! Woodstock 9.8/10 Exceptional (121) "Very clean and great location. Easy checkin" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael D. [](https://www.expedia.ca/Woodstock-Hotels-Private-Home-All-Yours-Hot-Tub-In-Woodstock-Walk-Everywhere.h19512715.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/9b6fcb92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/40b283f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/d5b9ea3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/35f82f66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Streamside Cottage Half Mile to Town of Woodstock Woodstock 10/10 Exceptional (255) "Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott [](https://www.expedia.ca/Woodstock-Hotels-Streamside-Cottage-Half-Mile-To-Town-Of-Woodstock.h34340496.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87900000/87895000/87894995/2d6d1d49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/88000000/87900000/87895000/87894995/efbae819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87900000/87895000/87894995/b9d6124d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87900000/87895000/87894995/665ae9f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage in the Heart of the Shawangunks Wallkill 10/10 Exceptional (21) "The gatehouse was a perfect spot for a girls trip getaway. Secluded enough, but close to some local activities and restaurants! Cozy vibe and place had everything we needed!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annelise A. [](https://www.expedia.ca/Wallkill-Hotels-Charming-Cottage-In-The-Heart-Of-The-Shawangunks.h87894995.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27030000/27025800/27025709/98cab638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/28000000/27030000/27025800/27025709/eb8c42b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27030000/27025800/27025709/37262f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27030000/27025800/27025709/de756141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Cottage with hot tub. Close to town yet very private. Woodstock 9.4/10 Exceptional (86) "Diana’s property was the perfect spot to reconnect with old friends. We enjoyed the art, food and music of Woodstock and a side trip to Bethel to check out the Woodstock Museum. Diana’s home was a comfortable place to retreat to after our days of exploring. We would love to make it an annual event. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara H. [](https://www.expedia.ca/Glenford-Hotels-Cedar-Cottage-With-Hot-Tub.h27025709.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/77000000/76160000/76150100/76150042/57aa96c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76160000/76150100/76150042/e11e9e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76160000/76150100/76150042/fb447dc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, stereo](https://images.trvl-media.com/lodging/77000000/76160000/76150100/76150042/2b3eff91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Cottage 1 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham Shandaken 9.2/10 Wonderful (9) "Definitely enjoyed my stay at the Lorca. It was clean, neat and tidy and was close to Belleayre. Peakamoose restaurant served an amazing dinner apres ski. Available grill and firepit provided a perfect getaway long weekend for us." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike C. [](https://www.expedia.ca/Shandaken-Hotels-Modern-Cottage-1.h76150042.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100470000/100464400/100464350/w1282h793x1y0-a13e34c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100470000/100464400/100464350/w1282h817x1y0-4cad6097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100470000/100464400/100464350/w1282h815x1y0-06baa9a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100470000/100464400/100464350/w1282h760x1y0-8cea2b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly! Phoenicia 9.8/10 Exceptional (20) "Had a wonderful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexandra R. [](https://www.expedia.ca/Phoenicia-Hotels-Romantic-Cottage-With-Hot-Tub-Close-To-Hiking-And-Breweries-Pet-Friendly.h100464350.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87690000/87687800/87687762/b4ae2e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87690000/87687800/87687762/52223352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/88000000/87690000/87687800/87687762/b6cfc3e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87690000/87687800/87687762/d2b97449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage Woodstock 10/10 Exceptional (171) "Great holiday weekend. Hiked, ate, shopped and enjoyed music at Levon’s. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denis M. [](https://www.expedia.ca/Woodstock-Hotels-TOP-RATED-Romantic-Rustic-Luxury-Flowing-Stream-Walk-To-Town-Brook-Cottage.h87687762.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111220000/111214000/111213931/fb09ea47.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/112000000/111220000/111214000/111213931/d505f4ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111220000/111214000/111213931/9aa4484b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/111220000/111214000/111213931/00a0948c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Rhinebeck Cottage, 5 min. from town, King Bed! Rhinebeck 10/10 Exceptional (2) "Wonderful couples getaway. Stunning landscape, wildlife, and views." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael T. [](https://www.expedia.ca/Rhinebeck-Hotels-Charming-Rhinebeck-Cottage.h111213931.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33556300/33556220/4532fd5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33560000/33556300/33556220/6365a73f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33560000/33556300/33556220/c3e41426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33560000/33556300/33556220/10921592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too Woodstock 10/10 Exceptional (123) "The property was lovely, and the perfect location. Chelsea was great to work with!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeannie M. [](https://www.expedia.ca/Woodstock-Hotels-TOP-RATED-Pristine-Styleromantic-Luxuryfirepitwalk-To-TownBrook-Cottage-Too.h33556220.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109730000/109724800/109724738/ac91884d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109730000/109724800/109724738/7d17b0e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109730000/109724800/109724738/df02697b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/110000000/109730000/109724800/109724738/59ee3797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Stone Cottage mountain views 2/1 Mount Tremper 10/10 Exceptional (1) [](https://www.expedia.ca/Mount-Tremper-Hotels-Woodstock-2-Bedroom-Cottage-Mountain-Views-Fireplace-JanFebMarch-3-Months.h109724738.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096786/1ff87a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096786/222ae74d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096786/4cde7104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096786/01df0d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stream Come True! Ski, hike, spa, flow, relax... Chichester 10/10 Exceptional (7) "Very clean house, cozy, beautiful views. Close to skiing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen G. [](https://www.expedia.ca/Chichester-Hotels-Stream-Come-True-Ski.h77096786.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111240000/111234500/111234448/7187a025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111240000/111234500/111234448/75d18957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111240000/111234500/111234448/cef78bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111240000/111234500/111234448/145ed85a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Views & Brook Access: Home in Arkville! Arkville [](https://www.expedia.ca/Arkville-Hotels-Mountain-Views-Brook-Access-Home-In-Arkville.h111234448.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111050000/111048900/111048842/48223508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111050000/111048900/111048842/b3ca0070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111050000/111048900/111048842/6b39e54e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111050000/111048900/111048842/288c20dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish Fleischmanns 10/10 Exceptional (1) "We had a great time during our stay. The house was nicely setup. We would go back again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher J [](https://www.expedia.ca/Fleischmanns-Hotels-Cabin-4-Mi-To-Belleayre-Mountain-Ski.h111048842.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33970000/33966600/33966563/731d1998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33970000/33966600/33966563/039215a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33970000/33966600/33966563/03fc5a35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33970000/33966600/33966563/e4e214df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage with Stunning Mountain Views Halcott Center 10/10 Exceptional (95) "Great location only 15 minutes from Belleayre. Paul was a great host and checked in with us to make sure everything was ok. Beautiful mountain views. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie H. [](https://www.expedia.ca/Fleischmanns-Hotels-Cozy-Cottage-With-Stunning-Mountain-Views.h33966563.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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09®ionId=553248635976002351&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Olive-Cottages.d553248635976002351-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Olive-Cottages.d553248635976002351-aaCottages.Travel-Guide-Accommodation) ## Top Town of Olive Hotel Reviews ![Americas Best Value Inn New Paltz](//images.trvl-media.com/lodging/1000000/900000/897900/897882/1c07aec9_y.jpg) ### Americas Best Value Inn New Paltz 10/10 Excellent "We enjoyed our stay, we thought there could have been more choices for breakfast. Like sausage or eggs, etc. Other than that, everything else was good." [](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) ![Hunter Lodge, a Bluebird by Lark](//images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7_y.jpg) ### Hunter Lodge, a Bluebird by Lark 10/10 Excellent "Will return. This was my 2nd stay. Love this property" [](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Beekman Arms Hotel](//images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/ab673905_y.jpg) ### Beekman Arms Hotel 10/10 Excellent "We were excited to stay at historic inn. But we weren't in the building pictured but another building a few blocks away. Breakfast was paper plates and pretty lame, compared to average chains like Hampton Inn or Holiday Inn Express. The garbages were very full and it was disappointing. " [](https://expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) ![Hampton Inn by Hilton New Paltz](//images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg) ### Hampton Inn by Hilton New Paltz 10/10 Excellent "Clean room and facility. Excellent staff. Breakfast foods were a bit off - they should keep to basic, straight forward foods for breakfast (waffle batter doesn't need to be vanilla malt flavored). And use quality coffee......" [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![Minnewaska Lodge](//images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg) ### Minnewaska Lodge 10/10 Excellent "The staff are very kind and helpful. Ms. Maggie Djakov is a very professional InnKeeper. She helped us call police and assisted to make the accident report. Very appreciated and impressed. We will back!" [](https://expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information) ![Courtyard by Marriott Kingston](//images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/a5bfb382_y.jpg) ### Courtyard by Marriott Kingston 10/10 Excellent "Everything was perfect. Needed a few things and there was a Target within walking distance. Great service and nice room. " [](https://expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information) ![Residence Inn by Marriott Kingston](//images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783_y.jpg) ### Residence Inn by Marriott Kingston 10/10 Excellent "I was dismayed that only one of two elevators was working. I also found it inconvenient that there was only one ice machine for the entire property. But beyond these complaints, I had a very good stay at this hotel." [](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) ![SureStay Plus Hotel by Best Western Highland Poughkeepsie](//images.trvl-media.com/lodging/1000000/920000/918800/918797/960f4844_y.jpg) ### SureStay Plus Hotel by Best Western Highland Poughkeepsie 10/10 Excellent "Great hotel. New, clean. Pleasant staff. Plenty of parking. " [](https://expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information) ![Holiday Inn Express & Suites Kingston-Ulster by IHG](//images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/815da7c6_y.jpg) ### Holiday Inn Express & Suites Kingston-Ulster by IHG 10/10 Excellent "pricey, but worth it. The beds were SO comfortable" [](https://expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.Hotel-Information) ## Find out more about Town of Olive ## Town of Olive Cottages information | Number of reviews | 984 | | --- | --- | | Accommodation | 174 Cottages | | Lowest Price | CA $434 | | Highest Price | CA $434 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in West Shokan](https://www.expedia.ca/4Star-West-Shokan-Hotels.s40-0-d3000450105.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Woodstock](https://www.expedia.ca/5Star-Woodstock-Hotels.s50-0-d176573.Travel-Guide-Filter-Hotels) - [Hotels near Ashokan Rail Trail- Woodstock Dike Trailhead](https://www.expedia.ca/Ashokan-Rail-Trail-Woodstock-Dike-Trailhead-Hotels.0-l553248635997964716-0.Travel-Guide-Filter-Hotels) - [B&B in Bearsville](https://www.expedia.ca/Bearsville-Bed-And-Breakfast.d3000448019-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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