Title: 20 Best B&B in Osterville, MA - Bed and Breakfast from $145 | Expedia.com [Osterville Travel Guide](https://expedia.com/Osterville.dx183338)[Hotels in Osterville](https://expedia.com/Osterville-Hotels.d183338.Travel-Guide-Hotels)[Vacation Rentals in Osterville](https://expedia.com/Osterville-Vacation-Rentals.d183338.Travel-Guide-VacationRentals)[Flights to Osterville](https://expedia.com/Cheap-Flights-To-Osterville.d183338.Travel-Guide-Flights)[Car Rentals in Osterville](https://expedia.com/Car-Rentals-In-Osterville.d183338.Car-Rental-Guide)[Osterville Vacation Packages](https://expedia.com/Osterville.d183338.Destination-Travel-Guides) ![Osterville showing a bay or harbor](https://images.trvl-media.com/place/183338/9e86bb9d-85b4-4f43-92cb-366f884ac7ba.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/183338/9e86bb9d-85b4-4f43-92cb-366f884ac7ba.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=183338&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=183338&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=183338&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=183338&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Osterville bed & breakfast ![Exterior](https://images.trvl-media.com/lodging/15000000/14850000/14845000/14844940/642c704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/15000000/14850000/14845000/14844940/9df3839f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/15000000/14850000/14845000/14844940/3d82ccd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/15000000/14850000/14845000/14844940/e7d27f51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Frederick William House [](https://www.expedia.com/Falmouth-Hotels-Frederick-William-House.h14844940.Hotel-Information) Falmouth 9.6/10 Exceptional (296 reviews) "Beat B&B i have ever stayed at! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philip $126 nightly $145 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Falmouth-Hotels-Frederick-William-House.h14844940.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/27000000/26470000/26468700/26468676/c6220c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury King Room | Egyptian cotton sheets, premium bedding, individually decorated](https://images.trvl-media.com/lodging/27000000/26470000/26468700/26468676/b6099d08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26470000/26468700/26468676/07a34c3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26470000/26468700/26468676/f8a15f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Street Inn [](https://www.expedia.com/Hyannis-Hotels-Sea-Street-Inn.h26468676.Hotel-Information) Hyannis 9.8/10 Exceptional (45 reviews) "Very nicely renovated small property with a fantastic breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul $230 nightly $263 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Hyannis-Hotels-Sea-Street-Inn.h26468676.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/9803ffe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, Private Bathroom (Bayberry Room) | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/5a3acb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/906ac007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/3b0ad9d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brewster by the Sea Inn [](https://www.expedia.com/Brewster-Hotels-Brewster-By-The-Sea-Inn.h1159118.Hotel-Information) West Brewster 9.8/10 Exceptional (172 reviews) "Perfect stay! Amy was so friendly & made a delicious breakfast! The room was big & clean with Cape cod charm. We had the best time & would definitely stay there again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle $304 nightly $348 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Brewster-Hotels-Brewster-By-The-Sea-Inn.h1159118.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/ae47522f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/03e2796f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/023eb077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/2b1f0d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Village Inn Cape Cod [](https://www.expedia.com/Yarmouth-Port-Hotels-The-Village-Inn-Cape-Cod.h12426891.Hotel-Information) Yarmouth Port 10/10 Exceptional (224 reviews) "It was so charming, would definitely stay there again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyle $205 nightly $235 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Yarmouth-Port-Hotels-The-Village-Inn-Cape-Cod.h12426891.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/7000000/6980000/6976600/6976506/308675cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6980000/6976600/6976506/c5e285e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/7000000/6980000/6976600/6976506/799c8813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/7000000/6980000/6976600/6976506/c52ea891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Palmer House Inn [](https://www.expedia.com/Falmouth-Hotels-The-Palmer-House-Inn.h6976506.Hotel-Information) Falmouth 9.6/10 Exceptional (175 reviews) "Nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian $239 nightly $273 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Falmouth-Hotels-The-Palmer-House-Inn.h6976506.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2670000/2664800/2664754/97c56bfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2670000/2664800/2664754/b38936a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Captain Farris suite | Fireplace](https://images.trvl-media.com/lodging/3000000/2670000/2664800/2664754/451ebc25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2670000/2664800/2664754/f25726ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Captain Farris House B&B [](https://www.expedia.com/South-Yarmouth-Hotels-The-Captain-Farris-House-BB.h2664754.Hotel-Information) Bass River 9.8/10 Exceptional (255 reviews) "Wonderful, lovely cozy B&B. Incredible hosts, would definitely return." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy $188 nightly $215 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/South-Yarmouth-Hotels-The-Captain-Farris-House-BB.h2664754.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/67000000/66580000/66570700/66570670/5f4b2c98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66580000/66570700/66570670/20de9ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66580000/66570700/66570670/ec8f86fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One Bedroom Suite: # 1 | Living area | 42-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/67000000/66580000/66570700/66570670/c4da3569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### An English Garden Bed & Breakfast [](https://www.expedia.com/Dennis-Port-Hotels-An-English-Garden-Bed-Breakfast.h66570670.Hotel-Information) Dennis Port 9.0/10 Wonderful (61 reviews) "A charming hotel a block away from a nice sandy beach, loved a stay there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hwamee $211 nightly $242 total Mar 13 - Mar 14 Total with taxes and fees [](https://www.expedia.com/Dennis-Port-Hotels-An-English-Garden-Bed-Breakfast.h66570670.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/23000000/22810000/22802900/22802884/4318521e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, 1 King Bed, Balcony, Ocean View | Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/23000000/22810000/22802900/22802884/198933dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/23000000/22810000/22802900/22802884/9de25bf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/23000000/22810000/22802900/22802884/2fd5629c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn on the Sound [](https://www.expedia.com/Falmouth-Hotels-Inn-On-The-Sound.h22802884.Hotel-Information) Falmouth Heights 9.8/10 Exceptional (212 reviews) "Quiet, charming, nice breakfast, right across from beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce $269 nightly $308 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Falmouth-Hotels-Inn-On-The-Sound.h22802884.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/37000000/36050000/36043300/36043240/6161100e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/37000000/36050000/36043300/36043240/3c6038a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily cooked-to-order breakfast](https://images.trvl-media.com/lodging/37000000/36050000/36043300/36043240/2136ce97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36050000/36043300/36043240/0944d9a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn on Main [](https://www.expedia.com/Yarmouth-Port-Hotels-Inn-On-Main.h36043240.Hotel-Information) Yarmouth Port 10/10 Exceptional (74 reviews) "We love staying here! Best dog B&B in America!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara $247 nightly $282 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Yarmouth-Port-Hotels-Inn-On-Main.h36043240.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.com/Hotel-Search?startDate=2026-03-09&endDate=2026-03-10®ionId=183338&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_183338) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOsterville-Bed-And-Breakfast.d183338-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOsterville-Bed-And-Breakfast.d183338-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Osterville Hotel Reviews ![Coastal chic meets French Provençal in this newly renovated oceanfront home. ](https://images.trvl-media.com/lodging/67000000/66700000/66698300/66698285/ee45a1b8_y.jpg) ### Coastal chic meets French Provençal in this newly renovated oceanfront home. 10/10 Excellent "Scott is great to communicate with and is on top of any problems or issues and fixes them asap. House is always clean and ready beautiful location " [](https://expedia.com/East-Falmouth-Hotels-Coastal-Chic-Meets-French-Provencal-In-This-Newly-Renovated-Oceanfront-Home.h66698285.Hotel-Information) ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg) ### Margaritaville Resort Cape Cod 10/10 Excellent "Great lobby, got our room early and into the water park we went. Room was super clean and great big bed. Shower pressure could be better but was still good. Breakfast was good. Easy check out. Would stay again." [](https://expedia.com/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![The Coonamessett](https://images.trvl-media.com/lodging/7000000/6600000/6591200/6591194/4add9b13_y.jpg) ### The Coonamessett 10/10 Excellent "Everything was top notch. Staff was great. Room was clean, warm and inviting. Bathroom was perfect as well. Off-season so restaurant and bar weren’t open. Still great place to stay. " [](https://expedia.com/Falmouth-Hotels-The-Coonamessett.h6591194.Hotel-Information) ![Mansion House Inn And Spa](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/e86ce24b_y.jpg) ### Mansion House Inn And Spa 10/10 Excellent "Clean room, professional staff, comfortable bed, spaciousness. I do wish that the bath was functional. We could only shower. A very pleasant stay and we would come again." [](https://expedia.com/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "Yes " [](https://expedia.com/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![Sea Crest Beach Resort](https://images.trvl-media.com/lodging/1000000/30000/25600/25567/19fd0067_y.jpg) ### Sea Crest Beach Resort 10/10 Excellent "excellent facilities, staff" [](https://expedia.com/North-Falmouth-Hotels-Sea-Crest-Beach-Hotel.h25567.Hotel-Information) ![Aiden by Best Western Cape Cod - West Yarmouth](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/03e2a40a_y.jpg) ### Aiden by Best Western Cape Cod - West Yarmouth 10/10 Excellent "We had a great stay! Rooms were new/clean, staff was great, pool was terrific for the kids and the Indian restaurant in the hotel was the best Indian food I’ve had in years. Will be going back!" [](https://expedia.com/West-Yarmouth-Hotels-Aiden-By-Best-Western-Cape-Point.h38357891.Hotel-Information) ![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/7b9d68f4_y.jpg) ### Harbor View Hotel 10/10 Excellent "Clean room, attentive staff, great restaurant that’s easy to walk into, ideal location for walking to town. " [](https://expedia.com/Edgartown-Hotels-Harbor-View-Hotel.h8504.Hotel-Information) ![Iris Hotel Cape Cod ](https://images.trvl-media.com/lodging/1000000/20000/12000/11989/63513190_y.jpg) ### Iris Hotel Cape Cod 10/10 Excellent "Great service, very clean, and the location is good to everything in town. The rooms are great as well. " [](https://expedia.com/Falmouth-Hotels-Hotel-Cape-Cod.h11989.Hotel-Information) ## Find out more about Osterville ## Osterville B&B information | Number of reviews | 1,259 | | ----------------- | ------ | | Accommodation | 45 B&B | | Lowest Price | $145 | | Highest Price | $348 | ## Frequently asked questions ### What is the nightly rate for a Bed and Breakfast in Osterville? ### When is the best time to book a Bed & Breakfast in Osterville? > With average temperatures ranging from the mid-60s to the low 80s Fahrenheit, July offers a comfortable climate for outdoor adventures. Whether you're exploring the scenic Cape Cod National Seashore or indulging in fresh seafood at local eateries, the weather is great for making the most of your visit. > > > For those looking for a more budget-friendly option, consider planning your trip in October. This month features stunning fall foliage, providing a beautiful backdrop for walks along the coast or visits to nearby cranberry bogs. The serene ambiance and fewer crowds allow for a more relaxed experience while still enjoying the area's natural beauty. ### What is the difference between a Osterville B&B and a hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Stand Up & Paddle Cape Cod ](https://www.expedia.com/Stand-Up-Paddle-Cape-Cod-Hotels.0-l553248621532666435-0.Travel-Guide-Filter-Hotels) - [Wianno Hotels ](https://www.expedia.com/Wianno-Hotels.d553248635976394453.Travel-Guide-Hotels) - [B&B in Marstons Mills ](https://www.expedia.com/Marstons-Mills-Bed-And-Breakfast.d6285640-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Marstons Mills ](https://www.expedia.com/Marstons-Mills-Condos.d6285640-aaCondos.Travel-Guide-Accommodation) - [Motels in Marstons Mills ](https://www.expedia.com/Marstons-Mills-Motels.d6285640-aaMotels.Travel-Guide-Accommodation) - [Cabin Rentals in Marstons Mills ](https://www.expedia.com/Marstons-Mills-Cabins.d6285640-aaCabins.Travel-Guide-Accommodation) - 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