Osterville Vacation Rentals from ￥30,991: Search Short-Term Rentals

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Vacation Rentals in Osterville

"Nice rooms nice property great location"

"All around a great place to stay!"

￥36,638 total

includes taxes & fees

Oct 23 - Oct 24

"Great centralized location for all of our travel destinations. Nantucket, Martha’s Vineyard, Hyannis, Chatham and Provincetown. Very clean and spacious accommodations. Highly recommend for families with small children. "

￥32,519 total

includes taxes & fees

Oct 5 - Oct 6

"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "

"The hotel could use some upgrades/updates "

￥30,991 total

includes taxes & fees

Oct 22 - Oct 23

"Great location and helpful staff"

"Clean, friendly staff and enjoyed the Loft Shack which is perfectly located adjacent to the outdoor pool. "

5 bedrooms, desk, iron/ironing board, travel crib

"Great stay! "

￥196,256 total

includes taxes & fees

Oct 27 - Oct 28

"Great resort with suites, very cosy with great amenities, close to excellent beach and shopping."

￥40,393 total

includes taxes & fees

Oct 24 - Oct 25

On the beach, sun loungers, beach towels

"Great stay."

"Perfect for a couple and two kids"

"Salt Eire was a lovely, cozy home. The beach views were phenomenal. The gas fireplace was perfect for a winter visit! The hosts supplied everything we could possibly need. It was a wonderful weekend getaway. "

"The weather was perfect and our crew made the best of our trip."

"The location of this property cannot be beat! Our second time staying here."

￥78,917 total

includes taxes & fees

Nov 1 - Nov 2

"Stunning house! Beautifully appointed"

"Close to buses, restaurants and ferries. 10/10, we would stay again."

￥73,327 total

includes taxes & fees

Oct 8 - Oct 9

"Great location by the beach. We loved staying here!"

￥88,440 total

includes taxes & fees

Oct 13 - Oct 14

"Quaint, quiet on the off season, great outdoor shower with plenty of hot water! Perfect beach getaway! "

"Great outdoor spaces. Loved the kayaks, beach and fire pit. Our 2 year old grandson loved the outdoor shower. Our dog had a ball chasing squirrels in the fenced backyard. We would definitely stay again. Close to everything in Falmouth including Woodneck beach, our low tide favorite. "

"This is such a wonderful property! Our group of 13 had plenty of space to hang out all together and also room to spread out. The owners are fantastic as well. We couldn't have asked for a better home away from home for our first trip to the Cape. Thank you!"

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Top Osterville Hotel Reviews

Faraway Martha's Vineyard

10/10 Excellent

"The staff was very friendly and helpful. Loved the pool and hot tub! It is located in the heart of Edgartown. Easy access to everything! Stayed here a few years ago before they renovated it. They did a great job! Will be back next year! "

Falmouth Inn

10/10 Excellent

"We attened an event very close ny at a marina. We were able to park and walk. Hotel has a restaurant and bar, but lots of options withinn walking distsnce. Close to main street shopping with lots of shops and restaurants. Not a big deal, but we arrivrd at 1pm, check in is at 3pm. Our room was ready but they said $20 extra to check in early, we just left our truck and went out and came back later for our keys. Room was clean. Bed was comfortable. Its a basic hotel, we would stay again "

Find out more about Osterville

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Frequently asked questions

Can I find vacation rentals in Osterville?

Yes, we give you a choice of vacation rentals in Osterville close to Stand Up & Paddle Cape Cod, or you can select a more remote option if you'd like a relaxing place to stay.

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

Coastal chic meets French Provençal in this newly renovated oceanfront home. : This vacation home rental outside of Osterville is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Osterville?

With 70 Expedia vacation rentals, you're sure to find just the right place for your Osterville stay.

What’s there to see and do in Osterville?

Dowses Beach and Public Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Stand Up & Paddle Cape Cod. Main Street and Craigville Beach are a couple of places you'll find in the larger area.

What’s a vacation rental in Osterville like?

Vacation rentals are private properties you can book for a short or long stay in Osterville. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family trip.

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Osterville Vacation Rentals

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Vacation Rentals in Osterville

Holly Tree Resort

Edgewater Beach Resort, a VRI resort

Brewster Green Resort

The Club at New Seabury

Riverview Resort

InnSeason Resorts Captain's Quarters

The Cove at Yarmouth by VRI Americas

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

Sea Mist Resort

Steps to the beach with an ocean view,

Steps to the Ocean! Perfect Location!!!

Oceanfront Beach Home

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Cape Cod Bay Home w/ Deck + Private Beach Access

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! [in Building A]

Steps to a private beach in a classic Cape cottage. Pet-friendly!

Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

Cape Cod Estate: 2 Homes, Pool, Tennis Court, Game Barn and Bar, Sleeps 20