Title: 20 Best B&B in Osterville, MA - Bed and Breakfast from $141 | 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 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=183338&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [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 one month [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=183338&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=183338&startDate=2026-05-08&endDate=2026-05-10&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) ![Point of interest](https://images.trvl-media.com/lodging/15000000/14850000/14845000/14844940/216d8c41.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) ### Frederick William House [](https://www.expedia.com/Falmouth-Hotels-Frederick-William-House.h14844940.Hotel-Information) Falmouth 9.6/10 Exceptional (300 reviews) "Inn keeper was fabulous. Room was ready and spectacular. Just getting thru the blizzard and all was perfect. Will be back again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mary $123 nightly $141 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Falmouth-Hotels-Frederick-William-House.h14844940.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/430000/425100/425055/459d2c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/430000/425100/425055/71bac276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/430000/425100/425055/891b250a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, individually decorated](https://images.trvl-media.com/lodging/1000000/430000/425100/425055/4d31e3b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Belfry Inn & Bistro [](https://www.expedia.com/Sandwich-Hotels-Belfry-Inn-Bistro.h425055.Hotel-Information) Sandwich 9.0/10 Wonderful (193 reviews) "Our first time in the sandwich area for our anniversary. Room was adorable and a beautiful area for walking around to the views, food and shopping" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard $201 nightly $230 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Sandwich-Hotels-Belfry-Inn-Bistro.h425055.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) ![Interior](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/906ac007.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) ![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 Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Brewster-Hotels-Brewster-By-The-Sea-Inn.h1159118.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) ![Property amenity](https://images.trvl-media.com/lodging/27000000/26470000/26468700/26468676/b45ea86c.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) ### 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 $259 nightly $296 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Hyannis-Hotels-Sea-Street-Inn.h26468676.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) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2670000/2664800/2664754/f25726ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/3000000/2670000/2664800/2664754/9ee21002.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) ### 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 $209 nightly $239 total Mar 16 - Mar 17 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/13000000/12430000/12426900/12426891/ae47522f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Multiple Beds | 1 bedroom, premium bedding, down comforters, individually decorated](https://images.trvl-media.com/lodging/13000000/12430000/12426900/12426891/19b90fe2.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) "First rate B&B. Jennifer is a fantastic and attentive hostess. And a great cook! The rooms are spotless and the house is beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pierre $205 nightly $235 total Mar 16 - Mar 17 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) ![View from property](https://images.trvl-media.com/lodging/7000000/6980000/6976600/6976506/5beb251a.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) ### 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 Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Falmouth-Hotels-The-Palmer-House-Inn.h6976506.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/b8ce56f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seabreeze | 1 bedroom, Frette Italian sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/eda09cb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/154704d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/a229324a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candleberry Inn on Cape Cod [](https://www.expedia.com/Brewster-Hotels-Candleberry-Inn-On-Cape-Cod.h9823150.Hotel-Information) Brewster 10/10 Exceptional (139 reviews) "Stunning bed and breakfast. Amazing owners and a experience you won’t forget." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle $379 nightly $434 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Brewster-Hotels-Candleberry-Inn-On-Cape-Cod.h9823150.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) ![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) ![Luxury Double Room, 1 King Bed, Balcony, Ocean View | Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/23000000/22810000/22802900/22802884/3ceef1f1.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 Mar 16 - Mar 17 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/67000000/66580000/66570700/66570670/5f4b2c98.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) ![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66580000/66570700/66570670/20de9ac4.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 $218 nightly $249 total Apr 3 - Apr 4 Total with taxes and fees [](https://www.expedia.com/Dennis-Port-Hotels-An-English-Garden-Bed-Breakfast.h66570670.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=2026-03-29&endDate=2026-03-30®ionId=183338&adults=2&lodging=BED_AND_BREAKFAST&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.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 ![Iris Hotel Cape Cod ](https://images.trvl-media.com/lodging/1000000/20000/12000/11989/fe097a20_y.jpg) ### Iris Hotel Cape Cod 10/10 Excellent "Close to shops and restaurants. Staff very nice and friendly " [](https://expedia.com/Falmouth-Hotels-Hotel-Cape-Cod.h11989.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/783b5af0_y.jpg) ### Bayside Resort Hotel 4/10 Poor "The cost for this place was over priced for the accommodations. Breakfast was nothing to talk about the whirlpool was load when draining and could here other filling theirs." [](https://expedia.com/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![Holiday Inn Hyannis by IHG](https://images.trvl-media.com/lodging/1000000/20000/12500/12477/6128ed99_y.jpg) ### Holiday Inn Hyannis by IHG 10/10 Excellent "This was perfect for my quick get away. The room was clean and well stocked with towels and the appropriate amenities. I had a slight problem with the HVAC but their on site maintenance staff had it taken care of very quickly. The indoor pool and hot tub were very nice as well as the restaurant and lounge. This will be my regular place to stay when I go to the Cape from now on. " [](https://expedia.com/Hyannis-Hotels-Holiday-Inn-Hyannis-By-IHG.h12477.Hotel-Information) ![The Coonamessett](https://images.trvl-media.com/lodging/7000000/6600000/6591200/6591194/b324630a_y.jpg) ### The Coonamessett 8/10 Good "pretty room" [](https://expedia.com/Falmouth-Hotels-The-Coonamessett.h6591194.Hotel-Information) ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/30f6a06a_y.jpg) ### Margaritaville Resort Cape Cod 10/10 Excellent "Stayed here during snow storm. Enjoyed comfortable accomodations and wonderful staff. Clean and quiet." [](https://expedia.com/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Hyannis Plaza Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg) ### Hyannis Plaza Hotel 10/10 Excellent "Love this place " [](https://expedia.com/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ![Comfort Inn Hyannis - Cape Cod](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/b37d6e5b_y.jpg) ### Comfort Inn Hyannis - Cape Cod 8/10 Good "Good price" [](https://expedia.com/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) ![Cape Sands Inn](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/3bffd99c_y.jpg) ### Cape Sands Inn 10/10 Excellent "Grea" [](https://expedia.com/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![Falmouth Inn](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/a26689a2_y.jpg) ### Falmouth Inn 10/10 Excellent "Was as double queen bed room, it was clean. Shower had decent pressure and heat. Staff were very friendly as well." [](https://expedia.com/Falmouth-Hotels-Falmouth-Inn.h893142.Hotel-Information) ## Find out more about Osterville ## Osterville B&B information | Number of reviews | 1,521 | | ----------------- | ------ | | Accommodation | 45 B&B | | Lowest Price | $141 | | Highest Price | $434 | ## 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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