Title: Olivebridge Guest Houses from CA $201 | 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Olivebridge from CA $201 ![](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 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000449319&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000449319&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=3000449319&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=3000449319&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Olivebridge Guest Houses ![Smart TV, fireplace](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/35612267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![#4-Dream Catcher Suite](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/6051640b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive House](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/d719a131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/99000000/98420000/98419800/98419785/8b6de4c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moondance Ridge Bed & Breakfast New Paltz 9.4/10 Exceptional (72) "Clean and comfortable room. Great location." CA $279 CA $390 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/New-Paltz-Hotels-Moondance-Ridge-Bed-Breakfast.h98419785.Hotel-Information) ![The Turquoise Room | Bathroom](https://images.trvl-media.com/lodging/34000000/33250000/33243900/33243900/ff872bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (The Vly Room)](https://images.trvl-media.com/lodging/34000000/33250000/33243900/33243900/860ca395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Turquoise Room | Bathroom](https://images.trvl-media.com/lodging/34000000/33250000/33243900/33243900/ff655f8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (The Vly Room)](https://images.trvl-media.com/lodging/34000000/33250000/33243900/33243900/b6179fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shadowcrest Fleischmanns 9.8/10 Exceptional (258) "Loved everything about my stay! Room was wonderful and the bed was heavenly! House decorated & furnished beautifully! The porch was so comfortable & cozy! Sitting out there was so peaceful & serene!! Brenden was fantastic!! Would highly recommend staying at Shadowcrest!!" CA $183 CA $201 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Kingston-Hotels-Shadowcrest.h33243900.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78580000/78574100/78574036/a44caf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78580000/78574100/78574036/245a3e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78580000/78574100/78574036/c2e894dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/79000000/78580000/78574100/78574036/a49c8acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catskills Hideaway w/ Sauna Minutes from Hiking Mount Tremper 9.8/10 Exceptional (11) "Loved staying at this property tucked away in Mt. Tremper. Walking distance to some great restaurants, the Zen buddhist monastery and good access to wifi. My dog also had a great time walking nearby. I wasn't sure where to dispose of my dog bags, but other than that, a perfect stay." CA $118 CA $309 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Mount-Tremper-Hotels-Catskills-Hideaway-Minutes-From-Skiing.h78574036.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/550202f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/f590a752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/f271195e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/083586ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gables of Rhinebeck Inn Rhinebeck 9.2/10 Wonderful (110) "Large clean room. Comfy beds. Great location. Lovely stay!!" CA $326 CA $399 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Poughkeepsie-Hotels-The-Gables-Of-Rhinebeck-Inn.h33367430.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110440000/110435700/110435647/520320e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/111000000/110440000/110435700/110435647/f4ac13fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/111000000/110440000/110435700/110435647/6e51a7ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110440000/110435700/110435647/933e746a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hits | Catskills Views | Pet Friendly | Studio Saugerties 10/10 Exceptional (3) "Great property just down the road from HITS. It was as described and very comfortable. We would stay here again. " CA $315 CA $540 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Saugerties-Hotels-Hits-Catskills-Views-Pet-Friendly-Studio.h110435647.Hotel-Information) ![Superior Suite | Living area](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/ecb4d351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite | Living area](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/d7e328ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Suite | Private kitchenette](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/38d379df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/f320203a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wiltwyck Kingston 9.4/10 Exceptional (160) "Great location." CA $221 CA $326 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Kingston-Hotels-The-Wiltwyck.h83964397.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/23afa1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/c9aaffda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/839deed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/fd19b93a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Herwood Inn Woodstock 9.6/10 Exceptional (86) "Just lovely all around! I loved the attention to detail inside and on the grounds." CA $307 CA $344 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Woodstock-Hotels-The-Herwood-Inn.h78268801.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=2025-10-27&endDate=2025-10-28®ionId=3000449319&adults=2&lodging=GUEST_HOUSE&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%2FOlivebridge-Guest-Houses.d3000449319-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOlivebridge-Guest-Houses.d3000449319-aaGuestHouses.Travel-Guide-Accommodation) ## Top Olivebridge Hotel Reviews ![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 "It was good" [](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) ![Quality Inn Hyde Park Poughkeepsie North](//images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95_y.jpg) ### Quality Inn Hyde Park Poughkeepsie North 10/10 Excellent "Our room was right next to an entrance where cigarette smoke was easily smelled upon entering our room. Eventually, we requested to switch rooms due to something different and the rest of our stay was a breath of fresh air. Staff was very kind helpful and accommodating. Would recommend to others." [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information) ![Best Western Plus Kingston Hotel And Conference Center](//images.trvl-media.com/lodging/1000000/10000/6100/6056/d4db98bc_y.jpg) ### Best Western Plus Kingston Hotel And Conference Center 10/10 Excellent "I was pleasantly surprised with how gorgeous this hotel was. My room was super clean. The fitness area along with the pool were beautiful. If I'm ever in the area again this is where I will be staying! " [](https://expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) ![Minnewaska Lodge](//images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg) ### Minnewaska Lodge 10/10 Excellent "We enjoyed our 1 night stay st Minnewaska Lodge. The front desk manager, Kristen, was extremely helpful and pleasant. Nice breakfast buffet." [](https://expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information) ![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 "Parking area was save" [](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) ![Kaatskill Mountain Club at Hunter Mountain](//images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/4b24c363_y.jpg) ### Kaatskill Mountain Club at Hunter Mountain 10/10 Excellent "Wonderful resort, clean , great facilities friendly staff " [](https://expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.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 "Pets welcome " [](https://expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information) ![Inn at Bellefield / Hyde Park, Residence Inn by Marriott](//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 "This hotel is well located to local historic sites. The room was spacious and sparkling clean. Breakfast was plentiful and delicious. Parking was convenient. The bar and tender were great. The concierge gave great alternative day trips because of the closure of the FDR Library and those suggestions were well worth it. Happy to have stayed here." [](https://expedia.ca/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information) ![Super 8 by Wyndham Kingston](//images.trvl-media.com/lodging/1000000/900000/897900/897881/a6dbd2e2_y.jpg) ### Super 8 by Wyndham Kingston 10/10 Excellent "The room was clean and the hotel was quiet, just what you want when trying to get a good nights sleep. The “free breakfast “ consisted of watered down orange juice or lemonade, coffee some teas and pre made mini blueberry muffins. But I wasn’t looking for a great breakfast just a good hotel to stay in for a few days and not pay the expensive price it would have cost to stay in Woodstock." [](https://expedia.ca/Kingston-Hotels-Super-8-By-Wyndham-Kingston.h897881.Hotel-Information) ## Find out more about Olivebridge ## Olivebridge Guest Houses information | Number of reviews | 695 | | --- | --- | | Accommodation | 15 Guest Houses | | Lowest Price | CA $201 | | Highest Price | CA $540 | ## 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) - 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[Visit Krumville](https://www.expedia.ca/Krumville.dx553248635975848038) - [Visit Mount Tremper](https://www.expedia.ca/Mount-Tremper.dx6047776) - [Visit Rosendale](https://www.expedia.ca/Rosendale.dx183711) - [Woodstock Public Library](https://www.expedia.ca/Woodstock-Public-Library-Woodstock.d553248621532664646.Vacation-Attraction) - [Woodstock Vacations](https://www.expedia.ca/Woodstock.d176573.Destination-Travel-Guides) - [Car rentals in Avis Kirkwall Airport](https://www.expedia.ca/Avis-at-Kirkwall-Airport-Kirkwall-Orkney-Islands-GBR.v81287.Car-Rental-Guide-Location) - [Car rental Stone Ridge](https://www.expedia.ca/Car-Rentals-In-Stone-Ridge.d6084866.Car-Rental-Guide) - [Car rental Woodstock](https://www.expedia.ca/Car-Rentals-In-Woodstock.d176573.Car-Rental-Guide) - [Hurley Vacation Rentals](https://www.expedia.ca/Hurley-Vacation-Rentals.d6336205.Travel-Guide-VacationRentals) - [Woodstock Vacation Rentals](https://www.expedia.ca/Woodstock-Vacation-Rentals.d176573.Travel-Guide-VacationRentals) - [Things to do in Woodstock](https://www.expedia.ca/Things-To-Do-In-Woodstock.d176573.Travel-Guide-Activities) - [Book Guest Houses in Olivebridge on Expedia.com](https://www.expedia.com/Olivebridge-Guest-Houses.d3000449319-aaGuestHouses.Travel-Guide-Accommodation)