Title: Osterville Guest Houses from CA $127 | Expedia.ca [Osterville Travel Guide](https://expedia.ca/Osterville.dx183338)[Hotels in Osterville](https://expedia.ca/Osterville-Hotels.d183338.Travel-Guide-Hotels)[Vacation Rentals in Osterville](https://expedia.ca/Osterville-Vacation-Rentals.d183338.Travel-Guide-VacationRentals)[Osterville Car Rentals](https://expedia.ca/Car-Rentals-In-Osterville.d183338.Car-Rental-Guide)[Osterville Vacation Packages](https://expedia.ca/Osterville.d183338.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/486000/486619-osterville.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Osterville from CA $127 ![](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=183338&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Osterville Guest Houses ![Exterior](https://images.trvl-media.com/lodging/2000000/1560000/1556000/1555968/719ceca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1560000/1556000/1555968/5ba979da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1560000/1556000/1555968/f458ac0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room | Bathroom](https://images.trvl-media.com/lodging/2000000/1560000/1556000/1555968/79297ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Breeze Inn Hyannis 7.8/10 Good (193) "Nice place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $111 CA $127 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hyannis-Hotels-Sea-Breeze-Inn.h1555968.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/d11aa513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/d6b2594e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 Queen Bed with Sofa bed | Living area](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/27eb2c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 Queen Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/d22dc480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lightkeepers Inn Edgartown 9.4/10 Exceptional (204) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin CA $225 CA $251 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Edgartown-Hotels-The-Lightkeepers-Inn.h11172592.Hotel-Information) ![Outdoor wedding area](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/5982af75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Quadruple Room, Private Bathroom, Ocean View (Room 202) | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/7e4e0a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private Yellowtail House at By the Sea Bed & Breakfast | Private kitchen](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/31b48c81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 1 Queen Bed with Sofa bed, Private Bathroom, Partial Ocean View (1 Bdrm. Suite) | View from room](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/5576d037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### By the Sea Guests Bed & Breakfast & Suites Dennis Port 9.2/10 Wonderful (185) "Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mary CA $369 CA $463 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Dennis-Port-Hotels-By-The-Sea-Guests-Bed-Breakfast-Suites.h9801551.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/55000000/54940000/54935300/54935241/w2388h1514x0y77-1097f3b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/55000000/54940000/54935300/54935241/0fb3af2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Video games, books, video library](https://images.trvl-media.com/lodging/55000000/54940000/54935300/54935241/w2323h1742x204y153-3585a9ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/55000000/54940000/54935300/54935241/a1cc2110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Estate with salt water pool & pond with kayaks Oak Bluffs CA $3,499 CA $5,644 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Oak-Bluffs-Hotels-Beautiful-Estate-With-Salt-Water-Pool-Pond-With-Kayaks.h54935241.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=183338&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%2FOsterville-Guest-Houses.d183338-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOsterville-Guest-Houses.d183338-aaGuestHouses.Travel-Guide-Accommodation) ## Top Osterville Hotel Reviews ![Hyannis Harbor Hotel](//images.trvl-media.com/lodging/1000000/60000/55000/54945/741b5772_y.jpg) ### Hyannis Harbor Hotel 10/10 Excellent "Close to the hospital and absolutely clean ! " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Harbor-Hotel.h54945.Hotel-Information) ![Cape Sands Inn](//images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/aa954682_y.jpg) ### Cape Sands Inn 10/10 Excellent "Clean room nice view" [](https://expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![Sunbird Cape Cod Resort](//images.trvl-media.com/lodging/80000000/79410000/79402900/79402816/e6eb20e4_y.jpg) ### Sunbird Cape Cod Resort 10/10 Excellent "The breakfast was the best breakfast at any hotel I have ever had! So yummy and so many options. And there was a kind person in there to answer my questions. I didn’t expect such a clean and beautiful, for such a good price! Clean bathroom, clean beds, clean room. Many staff around if I ever had a question, and they were so nice to me. This is an amazing motel. " [](https://expedia.ca/West-Yarmouth-Hotels-Sunbird-Cape-Cod-Resort.h79402816.Hotel-Information) ![Uncommoner Hotel by Reverie Boutique Collection](//images.trvl-media.com/lodging/1000000/490000/480800/480770/76dbfadf_y.jpg) ### Uncommoner Hotel by Reverie Boutique Collection 10/10 Excellent "Amazing hotel! So well-equipped and beautifully decorated, clean and new. Would 100% stay here again! " [](https://expedia.ca/West-Yarmouth-Hotels-Tidewater-Inn.h480770.Hotel-Information) ![Hyannis Travel Inn](//images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f_y.jpg) ### Hyannis Travel Inn 10/10 Excellent "The hotel staff was great! Friendly and helpful. Really near the dock to catch the ferry to Nantucket. " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![Inn on the Square](//images.trvl-media.com/lodging/1000000/10000/10000/9953/27ed2889_y.jpg) ### Inn on the Square 10/10 Excellent "Very pleased with everything I " [](https://expedia.ca/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information) ![Fairfield Inn & Suites by Marriott Cape Cod Hyannis](//images.trvl-media.com/lodging/1000000/10000/7700/7660/a974137b_y.jpg) ### Fairfield Inn & Suites by Marriott Cape Cod Hyannis 10/10 Excellent "We stayed 6 nights. The hotel is very clean,quiet and has a great breakfast! It saves so much time to be able to have breakfast before we leave for the day. Coffee was always ready any time of day. And parking was so easy. They’ve got plenty of parking. It’s a place I’ll stay again for sure " [](https://expedia.ca/Hyannis-Hotels-Fairfield-Inn-Suites-By-Marriott-Cape-Cod-Hyannis.h7660.Hotel-Information) ![Summercamp](//images.trvl-media.com/lodging/11000000/10060000/10058600/10058501/4ff1c19a_y.jpg) ### Summercamp 10/10 Excellent "There is a unique charm to the building, inside and out. The Living Room instead of a Lobby, the dining area with coffee set up- a place to enjoy a coffee or take out meal with a beautiful ocean view. Our room was charming and clean. The office staff was helpful with directions, bus schedules, suggesting restaurants, offering to help us w/ luggage up and down stairs, setting up taxis for us and more. We loved our stay. " [](https://expedia.ca/Oak-Bluffs-Hotels-Summercamp.h10058501.Hotel-Information) ![Sea Crest Beach Resort](//images.trvl-media.com/lodging/1000000/30000/25600/25567/19fd0067_y.jpg) ### Sea Crest Beach Resort 10/10 Excellent "The lady working the desk when we ck’d in was excellent. Very helpful, friendly & informative. Our beach view was perfect. Enjoyed a beautiful sunset." [](https://expedia.ca/North-Falmouth-Hotels-Sea-Crest-Beach-Hotel.h25567.Hotel-Information) ## Find out more about Osterville ## Osterville Guest Houses information | Number of reviews | 582 | | --- | --- | | Accommodation | 14 Guest Houses | | Lowest Price | CA $127 | | Highest Price | CA $5,644 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [B&B in Barnstable County](https://www.expedia.ca/Barnstable-County-Bed-And-Breakfast.d553248635976434260-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cape Cod Hotels](https://www.expedia.ca/Cape-Cod-Hotels.d180061.Travel-Guide-Hotels) - [Hotels near Cape Cod Melody Tent](https://www.expedia.ca/Cape-Cod-Melody-Tent-Hotels.0-l6286857-0.Travel-Guide-Filter-Hotels) - [Hotels near Cape Codder Water Park](https://www.expedia.ca/Cape-Codder-Water-Park-Hotels.0-l553248635056398978-0.Travel-Guide-Filter-Hotels) - [B&B in Centerville](https://www.expedia.ca/Centerville-Bed-And-Breakfast.d88031-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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[Visit Centerville](https://www.expedia.ca/Centerville.dx88031) - [Cotuit Center for the Arts](https://www.expedia.ca/Cotuit-Center-For-The-Arts-Cotuit.d553248621532666433.Vacation-Attraction) - [Craigville Beach](https://www.expedia.ca/Craigville-Beach-Centerville.d6287483.Vacation-Attraction) - [Hyannis Port Vacations](https://www.expedia.ca/Hyannis-Port.d183332.Destination-Travel-Guides) - [Visit Hyannis Port](https://www.expedia.ca/Hyannis-Port.dx183332) - [Visit Hyannis](https://www.expedia.ca/Hyannis.dx1544) - [John F. Kennedy Hyannis Museum](https://www.expedia.ca/John-F-Kennedy-Hyannis-Museum-Hyannis.d6070185.Vacation-Attraction) - [John F. Kennedy Memorial](https://www.expedia.ca/John-F-Kennedy-Memorial-Hyannis.d6286978.Vacation-Attraction) - [Keyes Beach](https://www.expedia.ca/Keyes-Beach-Hyannis.d553248635983989303.Vacation-Attraction) - [Visit Popponesset Island](https://www.expedia.ca/Popponesset-Island.dx553248635976384780) - [Visit West Hyannisport](https://www.expedia.ca/West-Hyannisport.dx6285896) - [Car rental Hyannis Port](https://www.expedia.ca/Car-Rentals-In-Hyannis-Port.d183332.Car-Rental-Guide) - [Rent A Wreck Rental Cars in Hyannis](https://www.expedia.ca/Rent-A-Wreck-Car-Rentals-In-Hyannis.d1544-c33.Car-Rental-Guide-Suppliers) - [Hyannis Port Vacation Rentals](https://www.expedia.ca/Hyannis-Port-Vacation-Rentals.d183332.Travel-Guide-VacationRentals) - [Hyannis Vacation Rentals](https://www.expedia.ca/Hyannis-Vacation-Rentals.d1544.Travel-Guide-VacationRentals) - [Things to do in Hyannis](https://www.expedia.ca/Things-To-Do-In-Hyannis.d1544.Travel-Guide-Activities) - [Things to do in Marstons Mills](https://www.expedia.ca/Things-To-Do-In-Marstons-Mills.d6285640.Travel-Guide-Activities) - [Things to do in Mashpee](https://www.expedia.ca/Things-To-Do-In-Mashpee.d130591.Travel-Guide-Activities) - [Things to do in Popponesset Island](https://www.expedia.ca/Things-To-Do-In-Popponesset-Island.d553248635976384780.Travel-Guide-Activities) - [Book Guest Houses in Osterville on Expedia.com](https://www.expedia.com/Osterville-Guest-Houses.d183338-aaGuestHouses.Travel-Guide-Accommodation)