Osterville Vacation Rentals

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Vacation Rentals in Osterville

Holly Tree Resort by VRI Americas
BBQ/picnic area
Holly Tree Resort by VRI Americas
3.0 star property
9.2 out of 10, Wonderful, (301)
"Loved this property "
Holly Tree Resort by VRI Americas
Cape Winds Resort by VRI Americas
Children's play area - outdoor
Cape Winds Resort by VRI Americas
3.5 star property
8.8 out of 10, Excellent, (394)
"Awesome"
The price is P9,012
P10,314 total
includes taxes & fees
Jun 9 - Jun 10
Cape Winds Resort by VRI Americas
The Club at New Seabury
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas
The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (284)
"Stayed for only one night and wished it was longer. The condo was wonderful, clean and comfortable. Because we are early in June, we went off property to enjoy dinner at the Flying Bridge. The beach was wonderful, comfy chairs, soft sand. I can say you will not regret staying here. We will be back@"
The price is P12,266
P14,039 total
includes taxes & fees
Jun 11 - Jun 12
The Club at New Seabury
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The Cove at Yarmouth by VRI Americas
Indoor pool, seasonal outdoor pool
The Cove at Yarmouth by VRI Americas
3.5 star property
9.2 out of 10, Wonderful, (280)
"I like how it has indoor pool and access inside so you dont have to go outside in winter to find pool"
The price is P8,101
P13,745 total
includes taxes & fees
Jun 9 - Jun 10
The Cove at Yarmouth by VRI Americas
InnSeason Resorts Captain's Quarters
On the beach, white sand
InnSeason Resorts Captain's Quarters
3.5 star property
9.6 out of 10, Exceptional, (146)
"Great place"
The price is P11,645
P13,328 total
includes taxes & fees
Jun 10 - Jun 11
InnSeason Resorts Captain's Quarters
Edgewater Beach Resort, a VRI resort
BBQ/picnic area
Edgewater Beach Resort, a VRI resort
3.5 star property
8.8 out of 10, Excellent, (236)
"We love the proximity to the beach! "
Edgewater Beach Resort, a VRI resort
Don't see what you're looking for?
See all available properties in Osterville
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.

Other types of properties in Osterville you may be interested in

Bayside Resort Hotel
Front of property
Bayside Resort Hotel
3.0 star property
8.8 out of 10, Excellent, (1038)
"We had a great stay at this resort. No complaints. "
The price is P9,948
P11,386 total
includes taxes & fees
Jun 9 - Jun 10
Bayside Resort Hotel
Cape Sands Inn
Internet, bed sheets, alarm clocks
Cape Sands Inn
2.5 star property
8.4 out of 10, Very Good, (959)
"The location was easily accessible, there were a ton of things to do at the property. Swimming pool and a hot tub. There was a Dunkin donuts down the road, and a couple of restaurants. I would recommend this location to anyone. And most importantly my wife felt safe."
The price is P4,014
P4,594 total
includes taxes & fees
Jun 9 - Jun 10
Cape Sands Inn
Summercamp
Porch
Summercamp
3.5 star property
9.2 out of 10, Wonderful, (632)
"It was our first time on island. I enjoyed this hotel very much. It is very convenient to all things Oak Bluffs including the ferry. It was very relaxing to sit out on the porch and take in the views. Take note there are no elevators but that was not an issue for us. I will be back!"
The price is P17,497
P19,545 total
includes taxes & fees
Jun 9 - Jun 10
Summercamp
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.

Search for holiday rentals in Osterville on Expedia! You can easily find your home rentals, villas, holiday apartments in Osterville using one of the methods below:

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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.

How many vacation rentals are there in Osterville?

With 98 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?

Cape Cod Beaches and Dowses Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Stand Up & Paddle Cape Cod. Public Beach and Main Street 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.

Recent reviews of Osterville properties
Expedia verified reviews

Summercamp

Summercamp

5/5 Excellent
"It was our first time on island. I enjoyed this hotel very much. It is very convenient to all things Oak Bluffs including the ferry. It was very relaxing to sit out on the porch and take in the views. Take note there are no elevators but that was not an issue for us. I will be back!"
A verified traveler stayed at Summercamp
Posted 23 hours ago
Summercamp