Title: Osterville Vacation Rentals from CA $235: Short-Term Rentals for 2025 | Expedia.ca [Osterville Travel Guide](https://expedia.ca/Osterville.dx183338)[Hotels in Osterville](https://expedia.ca/Osterville-Hotels.d183338.Travel-Guide-Hotels)[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) ![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) # Osterville Vacation Rentals - ![](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 Tonight [Nov 29 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2025-11-29&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 30 - Dec 1](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2025-11-30&endDate=2025-12-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=183338&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 two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Osterville ![Private beach nearby, beach bar](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/4270e26b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/f0ed7d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/d67fc379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/3348dea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Club at New Seabury Mashpee 9.0/10 Wonderful (338) "Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose O. CA $205 CA $235 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Mashpee-Hotels-The-Club-At-New-Seabury.h11621632.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/w1280h884x0y3-f8eab3b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/c695a9a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/309175c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/5737f5fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard Dennis 9.0/10 Wonderful (2) "Very cute cottage. Very clean and grounds well manicured. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $166 CA $440 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Dennis-Port-Hotels-Cottage-Oasis-By-Lake-With-Kayaks.h105950370.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/0a0bedb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/e1baea8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/4d495670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/b1c9bc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds! West Brewster 10/10 Exceptional (24) "Beautiful, well appointed home ideally situated for exploring all the Cape has to offer from the Canal to Provincetown. Very enjoyable and relaxing vacation venue." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Art T. CA $154 CA $933 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Brewster-Hotels-Coastal-Cape-Cod-3-Bedroom-Home-Close-To-The-Beach.h108276630.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/8928d372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free internet, bed sheets](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/3e9866f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/a58600d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c5192e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail West Brewster 9.6/10 Exceptional (50) "House was perfect for our family reunion! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregg H. CA $185 CA $729 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/1000000/10000/4400/4331/4eacbec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/10000/4400/4331/ceb39eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/10000/4400/4331/9771d4ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LCD TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/1000000/10000/4400/4331/a53cf880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cove at Yarmouth by Westgate Resorts West Yarmouth 9.2/10 Wonderful (243) "Great place to stay. Clean, friendly and accommodating!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike CA $162 CA $186 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/West-Yarmouth-Hotels-The-Cove-At-Yarmouth.h4331.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/26000000/25190000/25189600/25189577/48b21b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25190000/25189600/25189577/6e26ca43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/26000000/25190000/25189600/25189577/w1024h707x0y3-34e37554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/26000000/25190000/25189600/25189577/cc6892c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill Dennis 10/10 Exceptional (176) "Excellent property, super clean and location is perfect! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen B. CA $125 CA $437 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Dennis-Port-Hotels-2-Bedroom.h25189577.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42740000/42732600/42732588/a258a96b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/43000000/42740000/42732600/42732588/00c681a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42740000/42732600/42732588/c1dcec81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42740000/42732600/42732588/a401d455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The SandDollar Suite - Private Deck with Gorgeous Views of Onset Beach Onset 9.4/10 Exceptional (9) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert C. CA $238 CA $587 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/East-Wareham-Hotels-Sanddollar-Suite-Private-Deck-With-Gorgeous-Views-Of-Onset-Beach.h42732588.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113310000/113303700/113303684/551738cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/114000000/113310000/113303700/113303684/52b236da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113310000/113303700/113303684/5b2bc877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/114000000/113310000/113303700/113303684/203a776c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Make this charming, modern retreat your home away from home!! Wareham 9.6/10 Exceptional (5) "Great stay. Clean, comfortable, and exactly as listed. Perfect location with a great backyard to grill or sit by the fire pit. Check-in was easy and the host was very responsive. Would definitely book again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura D. CA $208 CA $436 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/East-Wareham-Hotels-Make-This-Charming.h113303684.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/83000000/82960000/82955300/82955212/b95a3937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/83000000/82960000/82955300/82955212/c988dcc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/83000000/82960000/82955300/82955212/45685c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82960000/82955300/82955212/6439a50c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps from Marina, beach, restaurants! Wareham 9.8/10 Exceptional (12) "Beautiful space, wonderful location, amazing host. If I could give 100 stars I would! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaimie CA $125 CA $328 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Buzzards-Bay-Hotels-Private-Suite-Steps-From-Marina.h82955212.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/45000000/44010000/44001200/44001146/3b4350ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44010000/44001200/44001146/9cc5f48c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44010000/44001200/44001146/9d26fa4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/45000000/44010000/44001200/44001146/b6d9f53d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH! Onset 9.8/10 Exceptional (28) "The space was perfect for our needs. The beds were comfortable, the rooms were very clean. If needed, we would definitely come back to this rental." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn CA $238 CA $587 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/East-Wareham-Hotels-The-Seaview-Suite-Great-Views.h44001146.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113540000/113530600/113530554/2b07bf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113540000/113530600/113530554/b5aa0c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/114000000/113540000/113530600/113530554/a40bb995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113540000/113530600/113530554/a5232837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big Sandy Beachcomber Ponds of Plymouth 9.6/10 Exceptional (12) "Our stay was perfect! The house was clean and the host very responsive throughout! Would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ben L. CA $183 CA $547 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Plymouth-Hotels-Spacious-4-Bed-Fenced-In-Yard-15-Min-To-Downtown-Plymouth.h113530554.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42740000/42732700/42732607/1c22f840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42740000/42732700/42732607/a43956bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/43000000/42740000/42732700/42732607/2dc1e365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42740000/42732700/42732607/6c7afde1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious and Bright , Very Close to Beach! Onset 9.6/10 Exceptional (22) "Amazing location, clean, spacious suite, great communication with the host, overall a great experience! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bernadette C. CA $238 CA $587 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/East-Wareham-Hotels-Spacious-And-Bright.h42732607.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/121000000/120810000/120807600/120807507/1a72d4f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120810000/120807600/120807507/51c66a45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120810000/120807600/120807507/90d83d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/121000000/120810000/120807600/120807507/3fcd38c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC Dennis Port CA $176 CA $608 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Dennis-Port-Hotels-Relaxed-Coastal-Cottage-Close-To-The-Beach-With-E-Bikes.h120807507.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/91000000/90160000/90150300/90150286/w1024h676x0y3-52a33aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90160000/90150300/90150286/ad657acd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90160000/90150300/90150286/db367aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90160000/90150300/90150286/w1024h672x0y6-5d0a56e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 2nd floor Ocean Edge condo Brewster 9.8/10 Exceptional (9) "Great property. It looks like it was recently renovated and done really well. Convenient to the beaches and restaurants, and golf. We love Brewster. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Garret J. CA $249 CA $598 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Brewster-Hotels-Stylish-2nd-Floor-Ocean-Edge-Condo.h90150286.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76190000/76186100/76186031/fdeb8927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76190000/76186100/76186031/ed60fc10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76190000/76186100/76186031/9beab709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/77000000/76190000/76186100/76186031/3ca12f24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing Onset Getaway in the Starfish Suite Onset 9.8/10 Exceptional (23) "Location was unbelievable-right next to beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terry B. CA $250 CA $639 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/East-Wareham-Hotels-Amazing-Onset-Getaway-In-The-Starfish-Suite.h76186031.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/121000000/120060000/120052200/120052124/09da4ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/121000000/120060000/120052200/120052124/d7ec04e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120060000/120052200/120052124/w1023h683x1y0-3473ba3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/121000000/120060000/120052200/120052124/7c79d1c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded-Entire 2nd floor Suite with Private Bath Barnstable 10/10 Exceptional (1) "Great, very close to downtown hyannis. Charming and a nice owner. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sam s. CA $111 CA $223 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Hyannis-Hotels-Secluded-Entire-2nd-Floor-Suite-With-Private-Bath.h120052124.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/96000000/95140000/95132700/95132664/dda22c4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95140000/95132700/95132664/624a3c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/96000000/95140000/95132700/95132664/d4b2a206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95140000/95132700/95132664/c3c0bc7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA Brewster 10/10 Exceptional (41) "My son was playing in Massachusetts Open Golf Tournament- location and property were perfect. - definitely visit again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sal S. CA $263 CA $480 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Brewster-Hotels-Ocean-Edge-Cape-Cod-2-Bed-2-Bath.h95132664.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89960000/89957300/89957254/6b98fc40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89960000/89957300/89957254/88bc9ce5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89960000/89957300/89957254/eeca95e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89960000/89957300/89957254/b2e06fae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More! Yarmouth 10/10 Exceptional (12) "We rented this house for a family vacation and would without a doubt rent it again! Everything you can possibly need was at the house. If you needed anything additional the host was very responsive and there to assist. We loved the time we got to spend here together. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cara B. CA $278 CA $974 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/West-Yarmouth-Hotels-Spacious-Modern-Home-W-Separate-In-Law-Suite-Walk-To-The-Beach-Restaurants.h89957254.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/728a4339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/d8a1ebdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/6d5b6832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/3bdd02f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Beach & Pond Getaway; Heart of Cape Cod South Yarmouth 10/10 Exceptional (11) "Place was cozy and well stocked with all the household and bathroom items needed to make it a pleasant stay. Instructions were very clear and easy to follow from host. Host was responsive to requests as well." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philip R. CA $219 CA $762 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/South-Yarmouth-Hotels-Homey-Central-Vacay-W-Game-Room-Near-Beach-And-Pond.h76664195.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/f9259183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/c7d101e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/dc424ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/7d2038e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Located Steps Away To Main Street And .7 Miles From Surf Drive Beach Falmouth 10/10 Exceptional (209) "We had a great stay. House is spacious, clean and well-stocked with everything we needed. We loved that we were able to walk to downtown shops and restaurants, the ferry to Martha’s Vineyard and the beach. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ava B. CA $226 CA $694 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Falmouth-Hotels-Located-Steps-Away-To-Main-Street-And-7-Miles-From-Surf-Drive-Beach.h33564802.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=2025-12-14&endDate=2025-12-15®ionId=183338&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=VR_BF_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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOsterville-Vacation-Rentals.d183338.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOsterville-Vacation-Rentals.d183338.Travel-Guide-VacationRentals) ## Top Osterville Hotel Reviews ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "Nice and clean, friendly receptionist. Pool is great, amusement arcade good for kids. Reasonable rates and location on the main road through West Yarmouth. Nicely lit up for Christmas. Back area looks on to lagoon and has a fire pit and sand" [](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![Courtyard Resort](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/5d7ebe6e_y.jpg) ### Courtyard Resort 10/10 Excellent "The hot tub was hot enough and the room was bright with matching furniture. Great location on Main Street!" [](https://expedia.ca/Hyannis-Hotels-Courtyard-Resort.h115243739.Hotel-Information) ![Faraway Martha's Vineyard](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/10e4fb42_y.jpg) ### Faraway Martha's Vineyard 10/10 Excellent "Overall excellence" [](https://expedia.ca/Edgartown-Hotels-Faraway-Marthas-Vineyard.h65623.Hotel-Information) ![Hyannis Travel Inn](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f_y.jpg) ### Hyannis Travel Inn 10/10 Excellent "Yes, it was very nice. The staff was helpful. " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![Hampton Inn Cape Cod Canal](https://images.trvl-media.com/lodging/38000000/37810000/37804900/37804876/1afa32b7_y.jpg) ### Hampton Inn Cape Cod Canal 10/10 Excellent "Very clean, best Christmas decorations, staff and amenities. Best Hampton inn /hilton that we have stayed in " [](https://expedia.ca/Buzzards-Bay-Hotels-Hampton-Inn-Cape-Cod-Canal.h37804876.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 "Room with a view was large and comfortable. Ample space and light, outlets, excellent bed - everything was at hand, well-thought out design and usefulness. Staff was exceptional, courteous, helpful and friendly. Walkable to restaurants and shops, ferry to mainland. Would love to stay again. " [](https://expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information) ![Holly Tree Resort](https://images.trvl-media.com/lodging/3000000/2850000/2847800/2847754/3c783f80_y.jpg) ### Holly Tree Resort 10/10 Excellent "The unit was clean, the staff courteous. We would stay there again." [](https://expedia.ca/West-Yarmouth-Hotels-Holly-Tree-Resort.h2847754.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 "Clean room " [](https://expedia.ca/Falmouth-Hotels-Hotel-Cape-Cod.h11989.Hotel-Information) ![Cape Sands Inn](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/aa954682_y.jpg) ### Cape Sands Inn 10/10 Excellent "Clean room, great rate easy checkin and easy checkout. Will stay again. " [](https://expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ## Find out more about Osterville You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Osterville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Osterville ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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[Vacation Homes in Osterville](https://expedia.ca/Osterville-Private-Vacation-Homes.d183338-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in Osterville](https://expedia.ca/Osterville-Cottages.d183338-aaCottages.Travel-Guide-Accommodation) - [Apartments in Osterville](https://expedia.ca/Osterville-Apartments.d183338-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Osterville](https://expedia.ca/Osterville-Condos.d183338-aaCondos.Travel-Guide-Accommodation) - [Motels in Osterville](https://expedia.ca/Osterville-Motels.d183338-aaMotels.Travel-Guide-Accommodation) - [B&B in Osterville](https://expedia.ca/Osterville-Bed-And-Breakfast.d183338-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Resorts in Osterville](https://expedia.ca/Osterville-Resort-Hotels.d183338-aaResortHotels.Travel-Guide-Accommodation) - [Guest Houses in Osterville](https://expedia.ca/Osterville-Guest-Houses.d183338-aaGuestHouses.Travel-Guide-Accommodation) - [Aparthotels in Osterville](https://expedia.ca/Osterville-Apart-Hotels.d183338-aaApartHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Osterville](https://expedia.ca/Osterville-Cabins.d183338-aaCabins.Travel-Guide-Accommodation) - [Villas in Osterville](https://expedia.ca/Osterville-Villas.d183338-aaVillas.Travel-Guide-Accommodation) - [Inns in Osterville](https://expedia.ca/Osterville-Inns.d183338-aaInns.Travel-Guide-Accommodation) - [Condo Resorts in Osterville](https://expedia.ca/Osterville-Condominium-Resort.d183338-aaCondominiumResort.Travel-Guide-Accommodation) - [Lodges in Osterville](https://expedia.ca/Osterville-Lodges.d183338-aaLodges.Travel-Guide-Accommodation) - [Townhomes in Osterville](https://expedia.ca/Osterville-Townhomes.d183338-aaTownhomes.Travel-Guide-Accommodation) - [Farmstay in Osterville](https://expedia.ca/Osterville-Agritourism.d183338-aaAgritourism.Travel-Guide-Accommodation) - [Holiday Park Resorts in Osterville](https://expedia.ca/Osterville-Holiday-Parks.d183338-aaHolidayParks.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find vacation rentals in Osterville? > Yes, we give you a choice of vacation rentals in Osterville close to Stand Up & Paddle Cape Cod, or you can select a more remote option if you'd like a relaxing place to stay. ### What are some of the best vacation rentals that Osterville has to offer? > [Newly Renovated Near Amazing Sunset Beach](https://www.expedia.ca/North-Falmouth-Hotels-Newly-Renovated-Near-Amazing-Sunset-Beach.h34464923.Hotel-Information): This vacation home rental outside of Osterville offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. ### How many vacation rentals are there in Osterville? > With 53 Expedia vacation rentals, you're sure to find just the right place for your Osterville stay. ### What’s there to see and do in Osterville? > Cape Cod Beaches and Dowses Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Stand Up & Paddle Cape Cod. Public Beach and Main Street are a couple of places you'll find in the larger area. ### What’s a vacation rental in Osterville like? > Vacation rentals are private properties you can book for a short or long stay in Osterville. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family trip. ### Expedia's Latest Trends Hotels - [Hotels in Lowell](https://expedia.ca/Lowell-Hotels.d8422.Travel-Guide-Hotels) - [Hotels in Nantucket](https://expedia.ca/Nantucket-Hotels.d285.Travel-Guide-Hotels) - [Hotels in Plymouth](https://expedia.ca/Plymouth-Hotels.d9512.Travel-Guide-Hotels) - [Hotels in Andover](https://expedia.ca/Andover-Hotels.d5997.Travel-Guide-Hotels) - [Hotels in Worcester](https://expedia.ca/Worcester-Hotels.d6023336.Travel-Guide-Hotels) - [Hotels in Falmouth](https://expedia.ca/Falmouth-Hotels.d7287.Travel-Guide-Hotels) - [Hotels in Provincetown](https://expedia.ca/Provincetown-Hotels.d2909.Travel-Guide-Hotels) - [Hotels in Mansfield](https://expedia.ca/Mansfield-Hotels.d8456.Travel-Guide-Hotels) - [Hotels in Foxboro](https://expedia.ca/Foxboro-Hotels.d8136.Travel-Guide-Hotels) - [Hotels in Marlborough](https://expedia.ca/Marlborough-Hotels.d8869.Travel-Guide-Hotels) - [Hotels in Lenox](https://expedia.ca/Lenox-Hotels.d8587.Travel-Guide-Hotels) - [Hotels in Springfield](https://expedia.ca/Springfield-Hotels.d6047669.Travel-Guide-Hotels) - [Hotels in Amherst](https://expedia.ca/Amherst-Hotels.d5948.Travel-Guide-Hotels) - [Hotels in Hyannis](https://expedia.ca/Hyannis-Hotels.d1544.Travel-Guide-Hotels) - [Hotels in Fall River](https://expedia.ca/Fall-River-Hotels.d6057.Travel-Guide-Hotels) - [Hotels in Rockport](https://expedia.ca/Rockport-Hotels.d6350.Travel-Guide-Hotels) Flights - [Flights to Springfield](https://expedia.ca/Cheap-Flights-To-Springfield.d6047669.Travel-Guide-Flights) - [Flights to Foxboro](https://expedia.ca/Cheap-Flights-To-Foxboro.d8136.Travel-Guide-Flights) - [Flights to Harvard](https://expedia.ca/Cheap-Flights-To-Harvard.d3000441113.Travel-Guide-Flights) Activities - [Things to do in Gloucester](https://expedia.ca/Things-To-Do-In-Gloucester.d8008.Travel-Guide-Activities) - [Things to do in Provincetown](https://expedia.ca/Things-To-Do-In-Provincetown.d2909.Travel-Guide-Activities) Packages - [Halifax Vacations](https://expedia.ca/Halifax.d6139204.Destination-Travel-Guides) - [Nantucket Vacations](https://expedia.ca/Nantucket.d285.Destination-Travel-Guides) General - [Visit Great Barrington](https://expedia.ca/Great-Barrington.dx110336) - [Visit Worcester](https://expedia.ca/Worcester.dx6023336) - [Visit Shelburne Falls](https://expedia.ca/Shelburne-Falls.dx6294302) - [Visit Rockport](https://expedia.ca/Rockport.dx6350) - [Visit Centerville](https://expedia.ca/Centerville.dx88031) - [Visit West Yarmouth](https://expedia.ca/West-Yarmouth.dx10485) - [Visit Manchester-by-the-Sea](https://expedia.ca/Manchester-By-The-Sea.dx129363) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)