Title: Osterville Vacation Home Rentals from CA $319: Search Top Private Vacation Homes for Rent | Expedia.ca

[Osterville Travel Guide](https://expedia.ca/Osterville.dx183338)[Hotels in Osterville](https://expedia.ca/Osterville-Hotels.d183338.Travel-Guide-Hotels)[Vacation Rentals in Osterville](https://expedia.ca/Osterville-Vacation-Rentals.d183338.Travel-Guide-VacationRentals)[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

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## Check prices for these dates

Next weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2026-03-06&endDate=2026-03-08&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 homes

![Interior](https://images.trvl-media.com/lodging/124000000/123180000/123172400/123172340/62020453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/124000000/123180000/123172400/123172340/6b02f1fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123180000/123172400/123172340/02a81d95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123180000/123172400/123172340/b03a3247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ocean View Room @ The Compound\~Romantic Professional

[](https://www.expedia.ca/East-Wareham-Hotels-The-Ocean-View-Room-The-CompoundRomantic-Professional.h123172340.Hotel-Information)

Wareham

CA $70

CA $323 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/East-Wareham-Hotels-The-Ocean-View-Room-The-CompoundRomantic-Professional.h123172340.Hotel-Information)

![TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/38000000/37630000/37620900/37620900/3e32e10e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/38000000/37630000/37620900/37620900/e8080a02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/38000000/37630000/37620900/37620900/033e14bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/38000000/37630000/37620900/37620900/c2b62fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Mermaid Cottage @ The Compound Beach Resort Habitat

[](https://www.expedia.ca/East-Wareham-Hotels-The-Mermaid-Cottage-The-Compound-Beach-Resort-Habitat.h37620900.Hotel-Information)

Wareham

8.0/10

Very good

(7 reviews)

"Love the place but felt like would of been better if the owner wasn’t around not that they where bad or annoying just didn’t feel like we was like away felt like we was being watched but besides that loved it Wish barbecue was working and speaker in house was weird set up but besides that it was amazing"

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

Oscar B.

CA $71

CA $724 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/East-Wareham-Hotels-The-Mermaid-Cottage-The-Compound-Beach-Resort-Habitat.h37620900.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/c100b426.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)

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

[](https://www.expedia.ca/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.

CA $183

CA $738 total

includes taxes & fees

Jan 15 - Jan 16

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

Dennis

9.0/10

Wonderful

(2 reviews)

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

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

Anonymous traveller

CA $179

CA $448 total

includes taxes & fees

Jan 14 - Jan 15

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

![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)

![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)

![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108280000/108276700/108276630/c698ea57.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.ca/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.

CA $208

CA $998 total

includes taxes & fees

Feb 9 - Feb 10

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

![Smart TV, books](https://images.trvl-media.com/lodging/101000000/100460000/100455500/100455474/b288ee8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/101000000/100460000/100455500/100455474/bd0a7e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100460000/100455500/100455474/a1ecf2d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100460000/100455500/100455474/0bcfa3a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oldest Town of Cape Cod In The Historic District

[](https://www.expedia.ca/Sandwich-Hotels-Oldest-Town-Of-Cape-Cod-In-The-Historic-District.h100455474.Hotel-Information)

Sandwich

9.0/10

Wonderful

(17 reviews)

"We really loved this place and I "

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

Valerie D.

CA $139

CA $497 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Sandwich-Hotels-Oldest-Town-Of-Cape-Cod-In-The-Historic-District.h100455474.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/121000000/120150000/120149600/120149526/83f2fe97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120150000/120149600/120149526/cfdc928b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers](https://images.trvl-media.com/lodging/121000000/120150000/120149600/120149526/afe4525b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120150000/120149600/120149526/390c6cdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Eazy Breezy Beach Home

[](https://www.expedia.ca/Dennis-Port-Hotels-Eazy-Breezy-Beach-Home.h120149526.Hotel-Information)

Dennis

9.4/10

Exceptional

(3 reviews)

"Great location"

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

alyssa w.

CA $175

CA $319 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Dennis-Port-Hotels-Eazy-Breezy-Beach-Home.h120149526.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)

![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)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103810000/103804400/103804342/2f708583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/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.

CA $221

CA $721 total

includes taxes & fees

Jan 11 - Jan 12

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

![Beach](https://images.trvl-media.com/lodging/121000000/120810000/120807600/120807507/7f71d2a7.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/a8ac885c.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)

![Exterior](https://images.trvl-media.com/lodging/121000000/120810000/120807600/120807507/423a39ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC

[](https://www.expedia.ca/Dennis-Port-Hotels-Relaxed-Coastal-Cottage-Close-To-The-Beach-With-E-Bikes.h120807507.Hotel-Information)

Dennis Port

CA $175

CA $623 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Dennis-Port-Hotels-Relaxed-Coastal-Cottage-Close-To-The-Beach-With-E-Bikes.h120807507.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)

![Exterior](https://images.trvl-media.com/lodging/73000000/72660000/72655400/72655315/ca6ec258.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.ca/Plymouth-Hotels-Private-Ocean-Front-Oversized-Suite.h72655315.Hotel-Information)

Plymouth

10/10

Exceptional

(129 reviews)

"Very clean and nice place for two for a quick peaceful stay. Great location."

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

Michele G.

CA $347

CA $531 total

includes taxes & fees

Jan 14 - Jan 15

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

![Beach nearby](https://images.trvl-media.com/lodging/111000000/110340000/110337600/110337547/5327d355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110340000/110337600/110337547/1cc4008f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110340000/110337600/110337547/ba62ff04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110340000/110337600/110337547/6d39e9b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming House by the Beach with Patio, Grill, FirePit

[](https://www.expedia.ca/South-Yarmouth-Hotels-Charming-House-By-The-Beach-With-Patio.h110337547.Hotel-Information)

Bass River

9.8/10

Exceptional

(7 reviews)

"Great location, walk to beach. Close to restaurants and pirate's cove mini golf. Beds were comfy. In-house laundry was convenient. Great outdoor shower. "

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

Amanda W.

CA $276

CA $826 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/South-Yarmouth-Hotels-Charming-House-By-The-Beach-With-Patio.h110337547.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/83000000/82900000/82893600/82893570/10606098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/83000000/82900000/82893600/82893570/14564cd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/83000000/82900000/82893600/82893570/00231981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/83000000/82900000/82893600/82893570/b3ed8436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gold Anchor Cottage - private hot tub getaway!

[](https://www.expedia.ca/East-Sandwich-Hotels-Gold-Anchor-Cottage-By-The-Beach.h82893570.Hotel-Information)

Sandwich

10/10

Exceptional

(5 reviews)

"Small cottage, but spacious vaulted ceilings and a great backyard hang out space with the hot tub. Close walk to public beach or parking nearby."

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

Greg E.

CA $244

CA $616 total

includes taxes & fees

Jan 13 - Jan 14

[](https://www.expedia.ca/East-Sandwich-Hotels-Gold-Anchor-Cottage-By-The-Beach.h82893570.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)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/77000000/76670000/76664200/76664195/40c1b64d.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.ca/South-Yarmouth-Hotels-Homey-Central-Vacay-W-Game-Room-Near-Beach-And-Pond.h76664195.Hotel-Information)

South Yarmouth

10/10

Exceptional

(12 reviews)

"Great stay!"

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

Kevin B.

CA $212

CA $737 total

includes taxes & fees

Jan 24 - Jan 25

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

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/114000000/113310000/113303700/113303684/30f3540c.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)

![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)

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

[](https://www.expedia.ca/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.

CA $207

CA $410 total

includes taxes & fees

Jan 11 - Jan 12

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

![Dining](https://images.trvl-media.com/lodging/114000000/113540000/113530600/113530554/4d19d374.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/114000000/113540000/113530600/113530554/49ed4059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113540000/113530600/113530554/c89c3683.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)

### Big Sandy Beachcomber

[](https://www.expedia.ca/Plymouth-Hotels-Spacious-4-Bed-Fenced-In-Yard-15-Min-To-Downtown-Plymouth.h113530554.Hotel-Information)

Ponds of Plymouth

9.6/10

Exceptional

(13 reviews)

"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 $182

CA $542 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Plymouth-Hotels-Spacious-4-Bed-Fenced-In-Yard-15-Min-To-Downtown-Plymouth.h113530554.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/115000000/114480000/114470600/114470524/1d878353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114480000/114470600/114470524/53d09590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Paper towels](https://images.trvl-media.com/lodging/115000000/114480000/114470600/114470524/2028ac80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Paper towels](https://images.trvl-media.com/lodging/115000000/114480000/114470600/114470524/6c6d9efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

[](https://www.expedia.ca/Hyannis-Hotels-Cape-Diem-All-New-15m-To-Criagville.h114470524.Hotel-Information)

Barnstable

10/10

Exceptional

(4 reviews)

"Very nice property in a quiet and convenient location. Private backyard with outdoor shower. Interior was completely updated with very nice furnishings and appliances. All in all a great home that we will definitely return to. "

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

Jim C.

CA $367

CA $919 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Hyannis-Hotels-Cape-Diem-All-New-15m-To-Criagville.h114470524.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/88000000/87430000/87422800/87422763/636c4117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87430000/87422800/87422763/1cca01a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87430000/87422800/87422763/w905h683x60y0-d6528f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87430000/87422800/87422763/899b5841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 4 BR Retreat near Water Wizz, Pond & Beaches - Perfect Family Getaway!

[](https://www.expedia.ca/Buzzards-Bay-Hotels-Gateway-To-Cape-Cod.h87422763.Hotel-Information)

Bourne

10/10

Exceptional

(5 reviews)

"Our trip was great. Finished basement was prefect area to hang out in with the tv. Very spacious. Very clean. Loved it here can’t wait to book again. Thank you!!"

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

Marykate M.

CA $334

CA $882 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Buzzards-Bay-Hotels-Gateway-To-Cape-Cod.h87422763.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/103000000/102530000/102521300/102521259/e18ada43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102530000/102521300/102521259/acb87624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/103000000/102530000/102521300/102521259/64e8d70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102530000/102521300/102521259/f82cd3a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

[](https://www.expedia.ca/East-Falmouth-Hotels-Contemporary-Coastal-Retreat-Nearby-Falmouth-Beaches-W-Spacious-Living-Area.h102521259.Hotel-Information)

Falmouth

10/10

Exceptional

(8 reviews)

"Beds were very comfortable. House had great beach chairs. Owner was easy to reach and gave us information about area. "

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

Linda Q.

CA $232

CA $748 total

includes taxes & fees

Jan 16 - Jan 17

[](https://www.expedia.ca/East-Falmouth-Hotels-Contemporary-Coastal-Retreat-Nearby-Falmouth-Beaches-W-Spacious-Living-Area.h102521259.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123370000/123363200/123363125/48eb031b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123370000/123363200/123363125/6d96d28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123370000/123363200/123363125/a427a215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123370000/123363200/123363125/cc980b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Edgartown Designer Retreat

[](https://www.expedia.ca/Edgartown-Hotels-Edgartown-Designer-Retreat.h123363125.Hotel-Information)

Katama

CA $1,565

CA $3,121 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Edgartown-Hotels-Edgartown-Designer-Retreat.h123363125.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89960000/89957300/89957254/b2cbe4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89960000/89957300/89957254/af34408a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89960000/89957300/89957254/fb923205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89960000/89957300/89957254/e6aed169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!

[](https://www.expedia.ca/West-Yarmouth-Hotels-Spacious-Modern-Home-W-Separate-In-Law-Suite-Walk-To-The-Beach-Restaurants.h89957254.Hotel-Information)

Yarmouth

10/10

Exceptional

(13 reviews)

"We had a great stay! Home was exactly as listed, beautiful, and clean. Conveniently located. We would stay again. "

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

Allison V.

CA $276

CA $961 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/West-Yarmouth-Hotels-Spacious-Modern-Home-W-Separate-In-Law-Suite-Walk-To-The-Beach-Restaurants.h89957254.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=2026-01-24&endDate=2026-01-25&regionId=183338&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Private vacation homes

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Apartments

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Condos

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Cottages

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America&regionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=VILLA)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America&regionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=CABIN)

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## Top Osterville Hotel Reviews

![Coastal chic meets French Provençal in this newly renovated oceanfront home. ](https://images.trvl-media.com/lodging/67000000/66700000/66698300/66698285/ee45a1b8_y.jpg)

### Coastal chic meets French Provençal in this newly renovated oceanfront home. 

10/10 Excellent

"Beautiful home with close access to everything Falmouth has to offer. The property was clean, comfortable, and perfect for a relaxing vacation. We truly enjoyed our stay and would highly recommend this home to anyone looking for a peaceful getaway in a great location."

[](https://expedia.ca/East-Falmouth-Hotels-Coastal-Chic-Meets-French-Provencal-In-This-Newly-Renovated-Oceanfront-Home.h66698285.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

"Beautiful property"

[](https://expedia.ca/Buzzards-Bay-Hotels-Hampton-Inn-Cape-Cod-Canal.h37804876.Hotel-Information)

![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg)

### Bayside Resort Hotel

10/10 Excellent

"Amazing!"

[](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information)

![The Coonamessett](https://images.trvl-media.com/lodging/7000000/6600000/6591200/6591194/4add9b13_y.jpg)

### The Coonamessett

10/10 Excellent

"Great clean room, friendly staff "

[](https://expedia.ca/Falmouth-Hotels-The-Coonamessett.h6591194.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

"The room was clean and spacious, the bed was so comfortable and the staff is so friendly and kind"

[](https://expedia.ca/Falmouth-Hotels-Hotel-Cape-Cod.h11989.Hotel-Information)

![Falmouth Inn](https://images.trvl-media.com/lodging/1000000/900000/893200/893142/a26689a2_y.jpg)

### Falmouth Inn

10/10 Excellent

"Room was clean. Staff was friendly "

[](https://expedia.ca/Falmouth-Hotels-Falmouth-Inn.h893142.Hotel-Information)

![Fairfield Inn & Suites by Marriott Cape Cod Hyannis](https://images.trvl-media.com/lodging/1000000/10000/7700/7660/a974137b_y.jpg)

### Fairfield Inn & Suites by Marriott Cape Cod Hyannis

10/10 Excellent

"The hotel is being remodeled, but the room is very clean. They even had gluten free options for breakfast, which made my little one super happy!"

[](https://expedia.ca/Hyannis-Hotels-Fairfield-Inn-Suites-By-Marriott-Cape-Cod-Hyannis.h7660.Hotel-Information)

![The Mansion at Ocean Edge](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/5d8fbc52_y.jpg)

### The Mansion at Ocean Edge

10/10 Excellent

"Over the top, Mansion full of history, c Great food, wonderful view of bay water. Best bread pudding ever! And what a surprise when we found our room stocked with wine, chocolates, nuts fruits cheese and cake in honor of our 52 nd anniversary, with a card! ALWAYS WANTED TO STAY THERE, M NOW I WILL RETURN EACH YEAR. Room was spacious and close to the mansion and so comfortable. If you want to feel special come here."

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

![Admiralty Inn & Suites - a Red Collection Hotel](https://images.trvl-media.com/lodging/2000000/1280000/1279900/1279850/64d1c0e2_y.jpg)

### Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent

"Heat wasn’t working even after switching rooms but other than that it was a great stay."

[](https://expedia.ca/Falmouth-Hotels-Admiralty-Inn-Suites.h1279850.Hotel-Information)

## Find out more about Osterville

## Osterville Vacation Homes information

| Number of reviews | 286                 |
| ----------------- | ------------------- |
| Accommodation     | 2896 Vacation Homes |
| Lowest Price      | CA $319             |
| Highest Price     | CA $998             |

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- [Flights to Hyannis ](https://www.expedia.ca/Cheap-Flights-To-Hyannis.d1544.Travel-Guide-Flights)
- [Flights from Mashpee ](https://www.expedia.ca/lp/flights/130591/flights-from-mashpee)

- [Cape Codder Water Park ](https://www.expedia.ca/Cape-Codder-Water-Park-Hyannis.d553248635056398978.Vacation-Attraction)
- [Visit Centerville ](https://www.expedia.ca/Centerville.dx88031)
- [Cotuit Center for the Arts ](https://www.expedia.ca/Cotuit-Center-For-The-Arts-Cotuit.d553248621532666433.Vacation-Attraction)
- [Craigville Beach ](https://www.expedia.ca/Craigville-Beach-Centerville.d6287483.Vacation-Attraction)
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- [Visit Hyannis ](https://www.expedia.ca/Hyannis.dx1544)
- [John F. Kennedy Hyannis Museum ](https://www.expedia.ca/John-F-Kennedy-Hyannis-Museum-Hyannis.d6070185.Vacation-Attraction)
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- [Visit Popponesset Island ](https://www.expedia.ca/Popponesset-Island.dx553248635976384780)
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- [Things to do in Hyannis ](https://www.expedia.ca/Things-To-Do-In-Hyannis.d1544.Travel-Guide-Activities)
- [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 Vacation Homes in Osterville on Expedia.com ](https://www.expedia.com/Osterville-Private-Vacation-Homes.d183338-aaPrivateVacationHomes.Travel-Guide-Accommodation)