Title: Olivebridge Cottages from CA $250 | Expedia.ca [Hotels in Olivebridge](https://expedia.ca/Olivebridge-Hotels.d3000449319.Travel-Guide-Hotels)[Vacation Rentals in Olivebridge](https://expedia.ca/Olivebridge-Vacation-Rentals.d3000449319.Travel-Guide-VacationRentals)[Olivebridge Car Rentals](https://expedia.ca/Car-Rentals-In-Olivebridge.d3000449319.Car-Rental-Guide)[Olivebridge Vacation Packages](https://expedia.ca/Olivebridge.d3000449319.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 Olivebridge Cottage Rentals from CA $250 - ![](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 [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=3000449319&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000449319&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000449319&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000449319&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Olivebridge Cottages ![Exterior](https://images.trvl-media.com/lodging/100000000/99550000/99543900/99543833/0607b999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99550000/99543900/99543833/9cd00997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99550000/99543900/99543833/855d7f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99550000/99543900/99543833/f395be91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Cottage with beautiful views and easy access to Catskills activities. Saugerties 10/10 Exceptional (12) "Great spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dylan CA $139 CA $250 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Saugerties-Hotels-The-Country-Cottage.h99543833.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/70097ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/cfbaa2f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/5dd44347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83440000/83439100/83439008/4420f5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks Kerhonkson 9.4/10 Exceptional (12) "Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick S. CA $163 CA $324 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Kerhonkson-Hotels-Dream-Cottage-In-The-Gunks.h83439008.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94345800/94345761/237e0f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/95000000/94350000/94345800/94345761/4fd67066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94345800/94345761/1e4f34fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94345800/94345761/b900d609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Falls Restorative Cabin in the Woods! High Falls CA $251 CA $628 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/High-Falls-Hotels-High-Falls-Restorative-Cabin-In-The-Woods.h94345761.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76570000/76560500/76560497/1f8476e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/77000000/76570000/76560500/76560497/675c08d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/77000000/76570000/76560500/76560497/1ff68e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/77000000/76570000/76560500/76560497/d69fffd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Cottage w/ Hot Tub, Pond, and Rain Deck Kerhonkson 9.0/10 Wonderful (8) "excellent experience, environment was cozy and inviting " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard S. CA $291 CA $796 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Kerhonkson-Hotels-Cozy-Cottage-W-Hot-Tub.h76560497.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) ![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) ![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) ![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 9.0/10 Wonderful (45) "I was in town for a few days to get some writing done and see friends. The cabin is beautiful and perfect for one or two people and a dog. The location is also perfect; it's in walking distance (or a very short drive) to town, but the main draw is that it's located on a beautiful stream. The rooster crowing in the background and the deer who visited the property were welcome. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon F. CA $253 CA $434 total includes taxes & fees Nov 23 - Nov 24 [](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/70000000/69550000/69545600/69545543/a308218e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/70000000/69550000/69545600/69545543/9ac4e7f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/70000000/69550000/69545600/69545543/13ca5566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69550000/69545600/69545543/a6989dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hits Adjacent | Pet Friendly | Caraway Cottage Saugerties 9.8/10 Exceptional (14) "Great location, comfortable beds, clean and updated space." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn S. CA $337 CA $674 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Saugerties-Hotels-Hits-Adjacent-Pet-Friendly-Caraway-Cottage.h69545543.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76170000/76166900/76166890/925ee387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76170000/76166900/76166890/d4bcf8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76170000/76166900/76166890/90c96d33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/77000000/76170000/76166900/76166890/e8f512cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham Shandaken CA $152 CA $282 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Shandaken-Hotels-Modern-Cottage-2.h76166890.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/120000000/119140000/119138000/119137908/2757aec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119140000/119138000/119137908/23313983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119138000/119137908/w1179h1570x0y0-c09c6ff3.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/120000000/119140000/119138000/119137908/4aec69d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Retro Cottage in Accord Accord CA $196 CA $403 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Accord-Hotels-Idyllic-Cottage-In-Accord.h119137908.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120300000/120299500/120299433/0d731a7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120300000/120299500/120299433/8ee8d7d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120300000/120299500/120299433/7b00ac57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120300000/120299500/120299433/ecfe01a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little red house just outside of Woodstock Bearsville 9.0/10 Wonderful (2) "The house is cute, well decorated but very small " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harry CA $365 CA $728 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Lake-Hill-Hotels-Little-Red-House-Just-Outside-Of-Woodstock.h120299433.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=2025-12-05&endDate=2025-12-06®ionId=3000449319&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_3000449319) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Olivebridge%2C+New+York%2C+United+States+of+America®ionId=3000449319&latLong=41.927872%2C-74.215424&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=CABIN) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Olivebridge%2C+New+York%2C+United+States+of+America®ionId=3000449319&latLong=41.927872%2C-74.215424&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Olivebridge%2C+New+York%2C+United+States+of+America®ionId=3000449319&latLong=41.927872%2C-74.215424&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Olivebridge%2C+New+York%2C+United+States+of+America®ionId=3000449319&latLong=41.927872%2C-74.215424&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=COTTAGE) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Olivebridge%2C+New+York%2C+United+States+of+America®ionId=3000449319&latLong=41.927872%2C-74.215424&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=APART_HOTEL) Villas [](https://www.expedia.ca/Hotel-Search?destination=Olivebridge%2C+New+York%2C+United+States+of+America®ionId=3000449319&latLong=41.927872%2C-74.215424&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Olivebridge%2C+New+York%2C+United+States+of+America®ionId=3000449319&latLong=41.927872%2C-74.215424&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Olivebridge%2C+New+York%2C+United+States+of+America®ionId=3000449319&latLong=41.927872%2C-74.215424&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-22&d2=2026-02-22&lodging=CHALET) ![](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%2FOlivebridge-Cottages.d3000449319-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOlivebridge-Cottages.d3000449319-aaCottages.Travel-Guide-Accommodation) ## Top Olivebridge Hotel Reviews ![Super 8 by Wyndham Kingston](https://images.trvl-media.com/lodging/1000000/900000/897900/897881/a6dbd2e2_y.jpg) ### Super 8 by Wyndham Kingston 10/10 Excellent "The clean room stood out — everything was tidy and comfortable. The staff stood out. Everyone was friendly and easy to deal with. The room cleanliness and the helpful staff both made the stay great. The amenities were convenient and everything worked smoothly." [](https://expedia.ca/Kingston-Hotels-Super-8-By-Wyndham-Kingston.h897881.Hotel-Information) ![Hampton Inn Kingston](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965_y.jpg) ### Hampton Inn Kingston 10/10 Excellent "Check-in was a breeze, Aceton and Lovely were friendly welcoming faces after a long day of travel. The room is clean and spacious and the pool is very nice." [](https://expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ![Beekman Arms Hotel](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/ab673905_y.jpg) ### Beekman Arms Hotel 10/10 Excellent "The room was extremely clean; the staff was excellent; check in and out was a breeze; all amenities was included. The sherry was a beautiful touch except there was very little left in the bottle when we checked in. I requested more at the front desk but it n" [](https://expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.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 "The Hotel was very well kept, clean, friendly. The room with King bed was spacious and comfortable - very clean. Breakfast was delicious and included in our stay - plenty of seating and spacious. We also had a few drinks at the bar before our dinner at CIA and the staff was super. There was also a happy hour. Will come back here again when we come up for a dinner again at CIT" [](https://expedia.ca/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information) ![Minnewaska Lodge](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg) ### Minnewaska Lodge 10/10 Excellent "Beautiful location. Clean and welcoming lodge. Rooms very comfortable. " [](https://expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.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 "Excellent ! " [](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) ![SureStay Plus Hotel by Best Western Highland Poughkeepsie](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/960f4844_y.jpg) ### SureStay Plus Hotel by Best Western Highland Poughkeepsie 10/10 Excellent "Great stay " [](https://expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.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 room was very spacious and clean! Self check in was really easy and the hotel was in the prime location for walking to shops/restaurants! Unique and cozy stay!" [](https://expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.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 "Very clean room and bed comfortable! Good staff very friendly, calm area and breakfast perfect for the price! We will come again :)" [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information) ## Find out more about Olivebridge ## Olivebridge Cottages information | Number of reviews | 83 | | --- | --- | | Accommodation | 154 Cottages | | Lowest Price | CA $250 | | Highest Price | CA $796 | ## Frequently asked questions ### Why book your cottage in Olivebridge with Expedia? > Expedia has some great cottages in Olivebridge, so start packing for a memorable stay on nature's doorstep. If you have a budget, select how much you're willing to spend and the star rating of your property. Or, try out our filters to search for cottages with free WiFi or a pool. We'll help you find a suitable place whatever your bank balance or plans. ### How can I find cheap cottages in Olivebridge? > The simplest way to spot cheap cottages in Olivebridge is with Expedia's user-friendly filter tool. Fine-tune your search results by amenities, star rating and budget to discover unbeatable deals in a few clicks. ## 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) - [Luxury Hotels in Bearsville](https://www.expedia.ca/Bearsville-Hotels-Luxury-Hotel.0-0-d3000448019-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Bearsville Hotels](https://www.expedia.ca/Bearsville-Hotels.d3000448019.Travel-Guide-Hotels) - [B&B in Boiceville](https://www.expedia.ca/Boiceville-Bed-And-Breakfast.d81287-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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[Book Cottages in Olivebridge on Expedia.com](https://www.expedia.com/Olivebridge-Cottages.d3000449319-aaCottages.Travel-Guide-Accommodation)