Title: Osterville Vacation Rentals from $122: Search Short-Term Rentals | Expedia.com

[Osterville Travel Guide](https://expedia.com/Osterville.dx183338)[Hotels in Osterville](https://expedia.com/Osterville-Hotels.d183338.Travel-Guide-Hotels)[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)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=183338&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=183338&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=183338&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=183338&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Osterville vacation rentals

![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/55ac4f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/1b973fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/fa847e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/9dda4a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

[](https://www.expedia.com/Brewster-Hotels-Coastal-Cape-Cod-3-Bedroom-Home-Close-To-The-Beach.h108276630.Hotel-Information)

West Brewster

10/10

Exceptional

(25 reviews)

"Lovely house with nice location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

amy d.

$603 nightly

$690 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Brewster-Hotels-Coastal-Cape-Cod-3-Bedroom-Home-Close-To-The-Beach.h108276630.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/114000000/113310000/113303700/113303684/1676134c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113310000/113303700/113303684/f63afad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/114000000/113310000/113303700/113303684/48e4849e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113310000/113303700/113303684/67d93410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Make this charming, modern retreat your home away from home!!

[](https://www.expedia.com/East-Wareham-Hotels-Make-This-Charming.h113303684.Hotel-Information)

Wareham

9.8/10

Exceptional

(6 reviews)

"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.

$262 nightly

$293 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/East-Wareham-Hotels-Make-This-Charming.h113303684.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c5192e69.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)

![Exterior](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/a7d1d86a.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/c100b426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

[](https://www.expedia.com/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information)

West Brewster

9.6/10

Exceptional

(50 reviews)

"House was perfect for our family reunion! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gregg H.

$516 nightly

$590 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/333a1f76.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/106000000/105960000/105950400/105950370/583d7851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105950400/105950370/1233c7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

[](https://www.expedia.com/Dennis-Port-Hotels-Cottage-Oasis-By-Lake-With-Kayaks.h105950370.Hotel-Information)

Dennis

8.8/10

Excellent

(3 reviews)

"Very cute cottage. Very clean and grounds well manicured. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveler

$285 nightly

$315 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Dennis-Port-Hotels-Cottage-Oasis-By-Lake-With-Kayaks.h105950370.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/1e6789c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/0f4547ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/ceca8394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/8abef419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Large Home in Harwich with Patio near Wequassett Resort

[](https://www.expedia.com/Harwich-Hotels-Cozy-Large-Home-In-Harwich-With-Patio-Near-Wequassett-Resort.h103804342.Hotel-Information)

Harwich

9.8/10

Exceptional

(11 reviews)

"Host was very responsive and the house provided everything we needed. Great location! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ashley M.

$459 nightly

$508 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Harwich-Hotels-Cozy-Large-Home-In-Harwich-With-Patio-Near-Wequassett-Resort.h103804342.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/107000000/106620000/106616600/106616596/3a8b4a5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106620000/106616600/106616596/ab42d5ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106620000/106616600/106616596/ecb64c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106620000/106616600/106616596/68daf8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coastal Haven in West Dennis

[](https://www.expedia.com/West-Dennis-Hotels-Coastal-Haven-In-West-Dennis.h106616596.Hotel-Information)

Dennis

10/10

Exceptional

(3 reviews)

"Overall the property was perfect. Great location, super clean and plenty of room for our family of 4\. The only negative I can say is that the property is a duplex and that’s not mentioned in the listing. Overall great spot and would stay there again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Edward R.

$543 nightly

$588 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/West-Dennis-Hotels-Coastal-Haven-In-West-Dennis.h106616596.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/77000000/76190000/76186100/76186031/6ee8ac4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76190000/76186100/76186031/fdeb8927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76190000/76186100/76186031/5cd20026.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

[](https://www.expedia.com/East-Wareham-Hotels-Amazing-Onset-Getaway-In-The-Starfish-Suite.h76186031.Hotel-Information)

Onset

9.6/10

Exceptional

(25 reviews)

"The property was very nice and in a great location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Judith H.

$379 nightly

$423 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/East-Wareham-Hotels-Amazing-Onset-Getaway-In-The-Starfish-Suite.h76186031.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/43000000/42740000/42732700/42732607/2ca9694b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42740000/42732700/42732607/1c22f840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/43000000/42740000/42732700/42732607/b8e1539e.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)

### Spacious and Bright , Very Close to Beach!

[](https://www.expedia.com/East-Wareham-Hotels-Spacious-And-Bright.h42732607.Hotel-Information)

Onset

9.6/10

Exceptional

(22 reviews)

"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.

$345 nightly

$385 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/East-Wareham-Hotels-Spacious-And-Bright.h42732607.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/96000000/95140000/95132700/95132664/d6513126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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/96000000/95140000/95132700/95132664/3ddb0693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95140000/95132700/95132664/d961202a.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

[](https://www.expedia.com/Brewster-Hotels-Ocean-Edge-Cape-Cod-2-Bed-2-Bath.h95132664.Hotel-Information)

Brewster

10/10

Exceptional

(43 reviews)

"Great place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael P.

$339 nightly

$388 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Brewster-Hotels-Ocean-Edge-Cape-Cod-2-Bed-2-Bath.h95132664.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/ec7f5979.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)

![Interior](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/7b4a3afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Beach & Pond Getaway; Heart of Cape Cod

[](https://www.expedia.com/South-Yarmouth-Hotels-Homey-Central-Vacay-W-Game-Room-Near-Beach-And-Pond.h76664195.Hotel-Information)

South Yarmouth

10/10

Exceptional

(12 reviews)

"Great location and very comfortable rental home. Everything you need is included and the house is well stocked and clean!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dennis S.

$503 nightly

$576 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/South-Yarmouth-Hotels-Homey-Central-Vacay-W-Game-Room-Near-Beach-And-Pond.h76664195.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72660000/72655400/72655315/7e7f176e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/73000000/72660000/72655400/72655315/2303b068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/73000000/72660000/72655400/72655315/75e464f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72660000/72655400/72655315/9ec9b26e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

[](https://www.expedia.com/Plymouth-Hotels-Private-Ocean-Front-Oversized-Suite.h72655315.Hotel-Information)

Plymouth

10/10

Exceptional

(129 reviews)

"Beautiful room and view, hosts were communicative and check in/out were easy. Would definitely stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alexander L.

$343 nightly

$383 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Plymouth-Hotels-Private-Ocean-Front-Oversized-Suite.h72655315.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/76000000/75530000/75523600/75523575/31cd0145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75530000/75523600/75523575/eadc4fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/76000000/75530000/75523600/75523575/961738aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/76000000/75530000/75523600/75523575/246e9a49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaint condo near private beach access with fireplace - close to dining

[](https://www.expedia.com/Dennis-Port-Hotels-Quaint-Condo-Near-Private-Beach-Access-With-Fireplace-Close-To-Dining.h75523575.Hotel-Information)

Dennis Port

9.0/10

Wonderful

(63 reviews)

"Very nice location and the unit was clean and comfortable. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeanne M.

$329 nightly

$385 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Dennis-Port-Hotels-Quaint-Condo-Near-Private-Beach-Access-With-Fireplace-Close-To-Dining.h75523575.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116050000/116047600/116047559/8a2fd571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116050000/116047600/116047559/8582fb28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116050000/116047600/116047559/45a0628a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/117000000/116050000/116047600/116047559/1ca89f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Riverfront Stay in Wareham

[](https://www.expedia.com/Wareham-Hotels-Cozy-Riverfront-Stay-In-Wareham.h116047559.Hotel-Information)

Wareham

10/10

Exceptional

(3 reviews)

"Perfect for wedding guests. Spacious, clean and great viewWould definitely stay again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karleen L.

$356 nightly

$397 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Wareham-Hotels-Cozy-Riverfront-Stay-In-Wareham.h116047559.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/119000000/118960000/118951300/118951248/4dca0890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/119000000/118960000/118951300/118951248/w1170h878x0y827-cecc0426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118960000/118951300/118951248/6d9e4743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/119000000/118960000/118951300/118951248/e304be6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Falmouth Oasis

[](https://www.expedia.com/East-Falmouth-Hotels-Falmouth-Oasis.h118951248.Hotel-Information)

Falmouth

$432 nightly

$494 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/East-Falmouth-Hotels-Falmouth-Oasis.h118951248.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27117800/27117723/37e0972d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/28000000/27120000/27117800/27117723/1d390dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/28000000/27120000/27117800/27117723/424a2e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27117800/27117723/b17fdba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

[](https://www.expedia.com/Mashpee-Hotels-Charming-Beach-Cottage.h27117723.Hotel-Information)

New Seabury

8.6/10

Excellent

(91 reviews)

"Property needs a refresh."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul B.

$543 nightly

$621 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Mashpee-Hotels-Charming-Beach-Cottage.h27117723.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/125000000/124840000/124831100/124831075/21c6868f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124840000/124831100/124831075/5f206898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124840000/124831100/124831075/96bd4c1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/125000000/124840000/124831100/124831075/14c06857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Entire Hyannis Home - Near Downtown & Beaches

[](https://www.expedia.com/Hyannis-Hotels-Cozy-Hyannis-Retreat-Near-Beaches-Downtown.h124831075.Hotel-Information)

Barnstable

$366 nightly

$419 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Hyannis-Hotels-Cozy-Hyannis-Retreat-Near-Beaches-Downtown.h124831075.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104830000/104823400/104823322/c2b611c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/105000000/104830000/104823400/104823322/551a32f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104830000/104823400/104823322/c2729e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/105000000/104830000/104823400/104823322/91987f2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 40 - 4BR Lakeview - Lakeside retreat near GJK View

[](https://www.expedia.com/South-Yarmouth-Hotels-40-4BR-Lakeview-Lakeside-Retreat-Near-GJK-View.h104823322.Hotel-Information)

South Yarmouth

7.6/10

Good

(5 reviews)

"The house was immaculate. The property was picturesque. Neighborhood was stunning. We LOVED this home. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary R.

$583 nightly

$667 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/South-Yarmouth-Hotels-40-4BR-Lakeview-Lakeside-Retreat-Near-GJK-View.h104823322.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)

![Smart TV](https://images.trvl-media.com/lodging/26000000/25190000/25189600/25189577/318ec9c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/26000000/25190000/25189600/25189577/fb34bdd0.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

[](https://www.expedia.com/Dennis-Port-Hotels-2-Bedroom.h25189577.Hotel-Information)

Dennis

9.8/10

Exceptional

(179 reviews)

"Good location, pet friendly and clean"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Megan R.

$286 nightly

$327 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Dennis-Port-Hotels-2-Bedroom.h25189577.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709767/5077b9cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709767/723335e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709767/08553701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121710000/121709800/121709767/fa6be116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Secret Hide-Out Waterfront Cottage w/ Kayaks and Fire Pit

[](https://www.expedia.com/Wareham-Hotels-The-Secret-Hide-Out-Waterfront-Cottage-W-Kayaks-And-Fire-Pit.h121709767.Hotel-Information)

Wareham

$441 nightly

$492 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Wareham-Hotels-The-Secret-Hide-Out-Waterfront-Cottage-W-Kayaks-And-Fire-Pit.h121709767.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=2026-03-19&endDate=2026-03-20&regionId=183338&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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)

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## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America&regionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America&regionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America&regionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=APART_HOTEL)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America&regionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America&regionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America&regionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=VILLA)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America&regionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CABIN)

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## Top Osterville Hotel Reviews

![Hampton Inn Cape Cod Canal](https://images.trvl-media.com/lodging/38000000/37810000/37804900/37804876/1afa32b7_y.jpg)

### Hampton Inn Cape Cod Canal

8/10 Good

"View of the canal "

[](https://expedia.com/Buzzards-Bay-Hotels-Hampton-Inn-Cape-Cod-Canal.h37804876.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

6/10 Okay

"We stayed during the blizzard of 2026, so it may have been a harder time to keep everything clean, but the carpets on the stairs and in the hallways were very dirty, and the door to our bathroom wasn’t wiped down. Breakfast was good if you steered clear of the eggs and home fries and just stuck to the bagels and pastries. Again, that could have been a staffing issue due to the storm. Staff was vey friendly and I am thankful they had lights and heat, and the kids had a blast in the pool, just wanted to be honest with my review. "

[](https://expedia.com/West-Yarmouth-Hotels-Aiden-By-Best-Western-Cape-Point.h38357891.Hotel-Information)

![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/783b5af0_y.jpg)

### Bayside Resort Hotel

10/10 Excellent

"Everything was wonderful! Great staff, fast Wi-Fi, and clean hotel. Also, the breakfast served there is the best that my wife and I have ever had from a hotel."

[](https://expedia.com/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

"Very kind staff! I loved it here thanks for having me and my boyfriend stay at the hotel!"

[](https://expedia.com/Hyannis-Hotels-Courtyard-Resort.h115243739.Hotel-Information)

![Iris Hotel Cape Cod ](https://images.trvl-media.com/lodging/1000000/20000/12000/11989/fe097a20_y.jpg)

### Iris Hotel Cape Cod 

8/10 Good

"Good breakfast soft beds"

[](https://expedia.com/Falmouth-Hotels-Hotel-Cape-Cod.h11989.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

"Staff are amazing, place is beautiful, clean and all around wonderful place "

[](https://expedia.com/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information)

![The Mansion at Ocean Edge](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/1aab8bfd_y.jpg)

### The Mansion at Ocean Edge

10/10 Excellent

"Clean room, friendly staff, great food and drinks at Bayzo’s Pub."

[](https://expedia.com/Brewster-Hotels-The-Mansion-At-Ocean-Edge.h7948.Hotel-Information)

![Hyannis Plaza Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg)

### Hyannis Plaza Hotel

2/10 Terrible

"Terrible management. Don't stay here."

[](https://expedia.com/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information)

![The Coonamessett](https://images.trvl-media.com/lodging/7000000/6600000/6591200/6591194/b324630a_y.jpg)

### The Coonamessett

10/10 Excellent

"Staff was very helpful ! We were arriving late with alot of luggage, lots of snow on the ground and seniors. They arranged a room right next to the entrance will a well shoveled path. Checked in with us as well"

[](https://expedia.com/Falmouth-Hotels-The-Coonamessett.h6591194.Hotel-Information)

## Find out more about Osterville

**Everything you need to know about Osterville vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osterville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osterville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Osterville vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Osterville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Osterville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $122 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Osterville rentals**

At Expedia, we put the best Osterville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Osterville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osterville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osterville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
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- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Osterville ](https://expedia.com/Osterville-Private-Vacation-Homes.d183338-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Osterville ](https://expedia.com/Osterville-Cottages.d183338-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Osterville ](https://expedia.com/Osterville-Apartments.d183338-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Osterville ](https://expedia.com/Osterville-Condos.d183338-aaCondos.Travel-Guide-Accommodation)
- [Motels in Osterville ](https://expedia.com/Osterville-Motels.d183338-aaMotels.Travel-Guide-Accommodation)
- [B&B in Osterville ](https://expedia.com/Osterville-Bed-And-Breakfast.d183338-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Resorts in Osterville ](https://expedia.com/Osterville-Resorts.d183338-aaResorts.Travel-Guide-Accommodation)
- [Guest Houses in Osterville ](https://expedia.com/Osterville-Guest-Houses.d183338-aaGuestHouses.Travel-Guide-Accommodation)
- [Aparthotels in Osterville ](https://expedia.com/Osterville-Apart-Hotels.d183338-aaApartHotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Osterville ](https://expedia.com/Osterville-Cabins.d183338-aaCabins.Travel-Guide-Accommodation)
- [Villas in Osterville ](https://expedia.com/Osterville-Villas.d183338-aaVillas.Travel-Guide-Accommodation)
- [Inns in Osterville ](https://expedia.com/Osterville-Inns.d183338-aaInns.Travel-Guide-Accommodation)
- [Condo Resorts in Osterville ](https://expedia.com/Osterville-Condominium-Resort.d183338-aaCondominiumResort.Travel-Guide-Accommodation)
- [Chalets in Osterville ](https://expedia.com/Osterville-Chalets.d183338-aaChalets.Travel-Guide-Accommodation)
- [Lodges in Osterville ](https://expedia.com/Osterville-Lodges.d183338-aaLodges.Travel-Guide-Accommodation)
- [Town Houses in Osterville ](https://expedia.com/Osterville-Town-Houses.d183338-aaTownHouses.Travel-Guide-Accommodation)
- [Farmstay in Osterville ](https://expedia.com/Osterville-Agritourism.d183338-aaAgritourism.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Osterville ](https://expedia.com/Osterville-Holiday-Parks.d183338-aaHolidayParks.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Osterville?

### What are some of the best vacation rentals that Osterville has to offer?

### How many vacation rentals are there in Osterville?

### What’s there to see and do in Osterville?

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- [Nantucket Vacation Rentals](https://expedia.com/Nantucket-Vacation-Rentals.d285.Travel-Guide-VacationRentals)

General

- [Visit Manchester-by-the-Sea](https://expedia.com/Manchester-By-The-Sea.dx129363)
- [Visit Rockport](https://expedia.com/Rockport.dx6350)

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