Title: 4 Stars Hotels in Osterville, Massachusetts from CA $185 - Find Cheap Osterville Hotels With 4 Stars | Expedia.ca

  

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# 4 Stars Hotels in Osterville, Massachusetts from CA $185

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## Check availability on Osterville 4 Star Hotels

Tonight

[Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2025-10-22&endDate=2025-10-23&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2025-10-23&endDate=2025-10-24&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Osterville 4 Star Hotels

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b82acf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/e05c3d69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/0ad12b76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Margaritaville Resort Cape Cod

Hyannis

8.6/10

Excellent

(384)

"Resort was everything we wanted."

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

David

CA $173

CA $278 total

includes taxes & fees

Nov 2 - Nov 3

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

![Reception](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/3458b4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/da4b66b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/de3c9577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/ad80c566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### AutoCamp Cape Cod

Falmouth

9.4/10

Exceptional

(295)

"Airstream trailer was efficient and fun, the grounds and clubhouse excellent "

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

Charlotte

CA $206

CA $292 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Falmouth-Hotels-AutoCamp-Cape-Cod.h49175859.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40500/40461/9f940314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Two Double Beds](https://images.trvl-media.com/lodging/1000000/50000/40500/40461/85ee8ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40500/40461/2de66a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/50000/40500/40461/ce103da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Doubletree by Hilton Cape Cod - Hyannis

Hyannis

8.4/10

Very good

(867)

"Great location, awesome area for amenities, delicious cookies, as usual!"

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

John

CA $162

CA $185 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Hyannis-Hotels-Doubletree-By-Hilton-Cape-Cod-Hyannis.h40461.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/10000000/9390000/9387800/9387761/8146a59e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/10000000/9390000/9387800/9387761/b7217352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor wedding](https://images.trvl-media.com/lodging/10000000/9390000/9387800/9387761/56327e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/10000000/9390000/9387800/9387761/f17eb78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mirbeau Inn & Spa

Plymouth

9.6/10

Exceptional

(444)

"The Spa was luxurious. Had a great birthday spa day, lunch, dinner and night stay with my girlfriend! "

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

Marcin

[](https://www.expedia.ca/Plymouth-Hotels-Mirbeau-Inn-Spa.h9387761.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/5d8fbc52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 indoor pools, 3 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/3c08c6f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/cb01c753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/96ca76a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Mansion at Ocean Edge

Brewster

8.2/10

Very good

(1001)

"Amazing stay and location! "

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

Joanne

CA $265

CA $352 total

includes taxes & fees

Oct 27 - Oct 28

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

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/106000000/105950000/105944400/105944312/c684860e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/106000000/105950000/105944400/105944312/ac86cf96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105950000/105944400/105944312/5ba9d892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105950000/105944400/105944312/a7be2dd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Starlight Lodge Cape Cod

Dennis

8.2/10

Very good

(25)

"Great place to stay! Dog friendly, cute, and convenient!"

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

Patrick

[](https://www.expedia.ca/Dennis-Hotels-Starlight-Lodge-Cape-Cod.h105944312.Hotel-Information)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6170000/6165700/6165614/cb9a8399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/7000000/6170000/6165700/6165614/0959237c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/7000000/6170000/6165700/6165614/49d2eb2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/7000000/6170000/6165700/6165614/29e47360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Winstead Inn

Harwich

9.4/10

Exceptional

(125)

"Windstead Inn is a beautiful property!! Management was great, let us check in early and our room was upgraded. Would definitely stay again."

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

Barbara

CA $315

CA $360 total

includes taxes & fees

Oct 23 - Oct 24

[](https://www.expedia.ca/Harwich-Hotels-Winstead-Inn.h6165614.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/700000/694900/694842/2026bafa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/1000000/700000/694900/694842/cfebdb4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/700000/694900/694842/df7034df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Suite, 1 Bedroom, Balcony | Living room](https://images.trvl-media.com/lodging/1000000/700000/694900/694842/567c97f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vineyard Square Hotel & Suites

Edgartown

9.2/10

Wonderful

(306)

"Beautiful property. Would stay here again. "

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

Thomas

CA $242

CA $270 total

includes taxes & fees

Oct 23 - Oct 24

[](https://www.expedia.ca/Edgartown-Hotels-Vineyard-Square-Hotel-Suites.h694842.Hotel-Information)

![Luxury Suite, 1 King Bed, Jetted Tub, Garden Area | Terrace/patio](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/46b131b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/864abf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Suite, 1 King Bed, Jetted Tub, Garden Area](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/fd3dec4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/337fd3ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Candleberry Inn on Cape Cod

Brewster

10/10

Exceptional

(139)

"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

CA $503

CA $576 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Brewster-Hotels-Candleberry-Inn-On-Cape-Cod.h9823150.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/7000000/6290000/6289200/6289195/0019f2a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden view](https://images.trvl-media.com/lodging/7000000/6290000/6289200/6289195/e3abc89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/7000000/6290000/6289200/6289195/0d18182b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive King Room](https://images.trvl-media.com/lodging/7000000/6290000/6289200/6289195/30c286f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn At Cape Cod

Yarmouth Port

9.6/10

Exceptional

(89)

"I thought the property was one of the best on the Cape having stayed in many. Service was great and room was wonderful."

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

Mark

CA $540

CA $618 total

includes taxes & fees

Oct 24 - Oct 25

[](https://www.expedia.ca/Yarmouth-Port-Hotels-The-Inn-At-Cape-Cod.h6289195.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/27000000/26510000/26506800/26506782/40379add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/27000000/26510000/26506800/26506782/cd0d1e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/27000000/26510000/26506800/26506782/a578dbd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed, Ocean View](https://images.trvl-media.com/lodging/27000000/26510000/26506800/26506782/eafcb2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Winstead Beach Resort

Harwich Port

9.2/10

Wonderful

(60)

"Very nice hotel, staff. Great location for relaxing visit to the mountains. "

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

Robert

CA $323

CA $369 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Harwich-Port-Hotels-Winstead-Beach-Resort.h26506782.Hotel-Information)

![Luxury King Room ](https://images.trvl-media.com/lodging/27000000/26470000/26468700/26468676/c0638e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/27000000/26470000/26468700/26468676/f8a15f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/27000000/26470000/26468700/26468676/07a34c3b.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)

### Sea Street Inn

Hyannis

9.8/10

Exceptional

(45)

"Very nicely renovated small property with a fantastic breakfast."

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

Paul

CA $347

CA $397 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Hyannis-Hotels-Sea-Street-Inn.h26468676.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/3000000/2740000/2732700/2732648/6f0f3611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/3000000/2740000/2732700/2732648/1ffa4caa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/3000000/2740000/2732700/2732648/3cf5ff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/3000000/2740000/2732700/2732648/fc36c8dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Old Manse Inn

Brewster

9.8/10

Exceptional

(251)

"The Old Manse Inn is amazing and everything they advertise! "

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

David

CA $328

CA $376 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Brewster-Hotels-The-Old-Manse-Inn.h2732648.Hotel-Information)

![BBQ/picnic area](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209405/e985b92c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209405/f0abc40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209405/51d79d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![40-inch Smart TV with cable channels, TV](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209405/f537ec08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Platinum Pebble Boutique Inn - Adults Only

West Harwich

9.8/10

Exceptional

(23)

"We had a wonderful stay,Shaun and Sharon were so helpful, wanting to ensure we got the most out of our trip. The breakfasts were a highlight, delicious xx"

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

susan

[](https://www.expedia.ca/West-Harwich-Hotels-The-Platinum-Pebble-Boutique-Inn-Adults-Only.h13209405.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33650000/33643500/33643482/cc0f97f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33650000/33643500/33643482/b4463db0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33650000/33643500/33643482/8b73b221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33650000/33643500/33643482/0e148397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Breathtaking Waterviews with Private Beach - Harbour House with AC and Heat

Oak Bluffs

10/10

Exceptional

(13)

"We had a lovely quiet week at Harbour House. It's a very clean well maintained beach house, nothing fancy but it has everything you could possibly need. The owners were easy to contact about any details or concerns. Great sunrise views, several nice walks available from the house, easy driving distance to everything else. It was a big place for just two of us but the location made it worthwhile. We would definitely stay again."

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

Jane G.

[](https://www.expedia.ca/Oak-Bluffs-Hotels-Breathtaking-Waterviews-With-Private-Beach-Harbour-House-With-AC-And-HEAT.h33643482.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/38000000/37010000/37009900/37009839/5ba03a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/38000000/37010000/37009900/37009839/b8bb7a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37010000/37009900/37009839/c4813cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/38000000/37010000/37009900/37009839/091e18f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### We are back! Exceptional home 3min to bike path,beach,restaurants. Private pool

North Falmouth

9.8/10

Exceptional

(10)

"Very responsive owners. Good location. We enjoyed our time there."

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

George D.

[](https://www.expedia.ca/North-Falmouth-Hotels-We-Are-Back-Exceptional-Home-3min-To-Bike-Path.h37009839.Hotel-Information)

![View from room](https://images.trvl-media.com/lodging/2000000/1950000/1948000/1947981/36981e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/2000000/1950000/1948000/1947981/0f3d46d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/2000000/1950000/1948000/1947981/7a957b6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Salt Pond Room](https://images.trvl-media.com/lodging/2000000/1950000/1948000/1947981/25945a89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Yarmouth Port

Yarmouth Port

9.6/10

Exceptional

(119)

"We liked everything, the hosts were amazing and helpful, breakfasts top-notch, great climate control in the room, modern comfort in historic setting"

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

Vladimir

CA $403

CA $461 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Yarmouth-Port-Hotels-The-Inn-At-Yarmouth-Port.h1947981.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/c2ed8a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/a6b80711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Room, Private Bathroom (Bayberry Room)](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/5a3acb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/54fdf702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brewster by the Sea Inn

West Brewster

9.8/10

Exceptional

(171)

"Spacious comfortable stylish room. Gourmet breakfast. Congenial host/owner."

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

Vernon

CA $503

CA $576 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Brewster-Hotels-Brewster-By-The-Sea-Inn.h1159118.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34280000/34270900/34270883/b6788ae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34280000/34270900/34270883/90eb51ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34280000/34270900/34270883/66c519d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Netflix, DVD player, books](https://images.trvl-media.com/lodging/35000000/34280000/34270900/34270883/1e0550a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New to Market Cape Cod Waterfront Gem 1 Mile from Ocean, Boating from Backyard

West Dennis

"Nina has a snug house in Dennis. It was close to the beach and in a good location for exploring the rest of the Cape"

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

Nate G.

[](https://www.expedia.ca/West-Dennis-Hotels-New-To-Market-Cape-Cod-Waterfront-Gem-1-Mile-From-Ocean.h34270883.Hotel-Information)

![Outdoor pool, open 7:00 AM to 7:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/12000000/11700000/11698200/11698147/b81a642b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed (Private Porch)](https://images.trvl-media.com/lodging/12000000/11700000/11698200/11698147/ab0949a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed (Private Porch)](https://images.trvl-media.com/lodging/12000000/11700000/11698200/11698147/093a07ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/12000000/11700000/11698200/11698147/39a30658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Captain Freeman Inn

Brewster

10/10

Exceptional

(70)

"The room I stayed in was gorgeous. "

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

Jennifer

[](https://www.expedia.ca/Brewster-Hotels-Captain-Freeman-Inn.h11698147.Hotel-Information)

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## Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Osterville.

![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/7b9d68f4_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Harbor View Hotel

131 N Water Street Marthas Vineyard, Edgartown, MA

CA $372

CA $441 total

Nov 2 - Nov 3

includes taxes & fees

8.8/10 Excellent! (1,003 reviews)

[](https://expedia.ca/Edgartown-Hotels-Harbor-View-Hotel.h8504.Hotel-Information)

Still don't see what you're looking for?

[See all properties in Osterville.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&regionId=183338&star=40)

You can also use these popular filters to refine your search.

[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&regionId=183338&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&regionId=183338&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&regionId=183338&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&regionId=183338&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=23%2F10%2F2025&endDate=24%2F10%2F2025&regionId=183338&star=40&star=40&amenities=WATER_PARK)

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.

## Learn more about Osterville

Elegant boutiques and seafood restaurants line Main Street in this charming Cape Cod village with New England coastal appeal. Spend sunny afternoons at Joshua's Pond or Dowses Beach, where calm waters welcome swimmers and kayakers.

[See all hotels in Osterville](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&adults=2&regionId=183338)

![Osterville showing a bay or harbor](https://images.trvl-media.com/place/183338/9e86bb9d-85b4-4f43-92cb-366f884ac7ba.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high)

## Top Osterville Hotel Reviews

![Margaritaville Resort Cape Cod](//images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg)

### Margaritaville Resort Cape Cod

10/10 Excellent

"Resort was everything we wanted."

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

## Find out more about Osterville

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Osterville are calling your name. Known for providing first-rate service in amazing locations, each of the Osterville 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Osterville. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Osterville, Massachusetts, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Osterville hotels with 4 Stars provide everything you need to unwind in style.

## Frequently asked questions

### What are the best 4-star hotels in Osterville?

> Expedia travellers highly recommend [Doubletree by Hilton Cape Cod - Hyannis](https://www.expedia.ca/Hyannis-Hotels-Doubletree-By-Hilton-Cape-Cod-Hyannis.h40461.Hotel-Information). From its handy amenities to its attentive staff, every feature of this 4-star hotel in Osterville is designed to provide an unforgettable vacation experience.

### How much does it cost to stay in a 4-star hotel in Osterville?

> We can help you quickly locate the ideal 4-star hotel for your trip to Osterville. Use our filter tool to tailor your search by things like price, amenities and star rating and get access to fantastic deals in a few clicks.
> 
>   
> 
> -   Search for the lowest price from CA $441

### What's the difference between 5-star and 4-star hotels in Osterville?

> Offering an inviting guest experience and upmarket surroundings, 4-star hotels are an excellent option for your Osterville break. These types of stays generally feature lots of useful amenities that make it simple to unpack and unwind — think 24-hour room service, pools and gyms. Or live in the lap of luxury at a 5-star hotel designed to pamper with exclusive perks and amenities. Full-service health clubs, premium toiletries and gourmet dining are typically featured at these plush retreats.

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-   [Keyes Beach](https://www.expedia.ca/Keyes-Beach-Hyannis.d553248635983989303.Vacation-Attraction)
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-   [Things to do in Marstons Mills](https://www.expedia.ca/Things-To-Do-In-Marstons-Mills.d6285640.Travel-Guide-Activities)
-   [Things to do in Mashpee](https://www.expedia.ca/Things-To-Do-In-Mashpee.d130591.Travel-Guide-Activities)
-   [Things to do in Popponesset Island](https://www.expedia.ca/Things-To-Do-In-Popponesset-Island.d553248635976384780.Travel-Guide-Activities)

-   [Book 4 Star Hotels in Osterville on Expedia.com](https://www.expedia.com/4Star-Osterville-Hotels.s40-0-d183338.Travel-Guide-Filter-Hotels)