Osterville Vacation Homes

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Our top choices for Osterville holiday homes

2 Mi to Dowses Beach! Couples Haven in Osterville

Osterville

HK$1,953 total

includes taxes & fees

14 Jun - 15 Jun

Ocean View Room @ Beach Resort / Habitat HOT TUB

Cape Cod

HK$2,414 total

includes taxes & fees

14 Jun - 15 Jun

Cozy Riverfront Stay in Wareham

Wareham

Karleen L.

HK$3,579 total

includes taxes & fees

10 Jun - 11 Jun

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

Wareham

Moira C.

HK$2,521 total

includes taxes & fees

8 Jun - 9 Jun

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

West Brewster

Michael M.

HK$5,696 total

includes taxes & fees

8 Jun - 9 Jun

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

Plymouth

Alexander L.

HK$3,001 total

includes taxes & fees

14 Jun - 15 Jun

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Dennis Port

Carol S.

HK$3,813 total

includes taxes & fees

8 Jun - 9 Jun

Mermaid House @ The Compound Beach Resort Habitat

Cape Cod

Oscar B.

HK$6,162 total

includes taxes & fees

8 Jun - 9 Jun

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Top Osterville Hotel Reviews

Anchor In Distinctive Waterfront Lodging

10/10 Excellent

"The room was great, had a view of the water, room 137, or 139 face the marina, you can see the ferries come in. The contenential breakfast that is included was great. The only thing I don’t like is they now charge $10.00 per night for parking, and $35.00 per night resort fee. The staff are all wonderful."

Iris Hotel Cape Cod

2/10 Terrible

"The room was pretty dirty, just from walking with my socks (brand new) by the end of one day were completely black, there was mold in the bathroom, toilet paper holder was broken off of the wall, first night there was not able to watch anything and relax until late at night because they didn’t have the credentials for the roku tv then when requesting a new room was able to “obtain them” aside from all of that was just the fact we asked for a roll away crib for our newborn and realized it was flipped upside down to see old pee stains over the mattress which I know babies are babies but you could at least replace the mattresses at a certain point and thought showed pretty low standards as a totality, needless to say they slept with us. Overall it was okay but the room was extremely unkept with “true cleaning” not a surface swipe and resell. aside from cleanliness everything else was okay."

Summercamp

8/10 Good

"Great location, very nice staff. Elevators in both buildings. Coming the first week of June, we had no issues parking in the free public spots across the street along the water, but I imagine during the summer rush you need to purchase the hotel's limited parking. The only issues we had were no microwave in the room, and insufficient counter space in the bathroom (an increasingly common issue across properties, as ownership/management opt for cheaper/smaller ledge-less sinks, marketing them as chic). But those were relatively minor inconveniences, definitely outweighed by the aforementioned pros."

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