Osterville Villas from CA $950

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Our top choices for Osterville villas

A two-story house with a front porch and a flagpole.

1. Charming Hyannis 3 Bed 2 Bath

Barnstable

Daniel G.

CA $950 total

includes taxes & fees

Sep 27 - Sep 28

A two-story house with a balcony, a covered porch, and a small garden area.

2. Walk to beaches & ferries! 9bd/4baths - Sleep 20ppl.

Barnstable

CJ C.

CA $2,977 total

includes taxes & fees

Oct 16 - Oct 17

A building with a sign reading "Hyannis Terminal" and mentions Woods Hole, Martha's Vineyard, and Nantucket Steamship Authority.

3. WaterAccess 5-Bed 2-Bath Retreat

Barnstable

Deirdre C.

CA $1,348 total

includes taxes & fees

Sep 26 - Sep 27

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Top Osterville Hotel Reviews

Inn on the Square

10/10 Excellent

"We enjoyed the outdoor lounge area and indoor pool very much. Clean, comfortable bedding and a small fridge. Across the street from a great coffee shop and walking distance to the center of town perfect."

Freebird Motor Lodge by Reverie Boutique Collection

10/10 Excellent

"This has been our go to on Cape Cod for many, many years. Rooms are clean and well maintained, a/c is great, and doesn’t turn on and off like some places. The sink and mirror is outside the bathroom, so one person can get ready, while another showers. Each room has a mini fridge for food and drinks. Pool and hot tub are wonderful after a long day in the sun. Yummy drinks and flatbreads available at the bar truck. Located in a convenient spot, close to restaurants, shops, and mini golf. Beaches are a short drive away."

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent

"Loved this place. It was clean, well maintained, beautiful and unique, comfortable, and had so many ways to relax or have fun. The outdoor areas were great from the swimming pool to the Adirondack chairs by the bay. We did eat breakfast at the cafe and feel if they’d use a number system or some sort of way to identify peoples food it would’ve been a much better and efficient experience."

Hyannis Travel Inn

10/10 Excellent

"The gentleman on reception was amazing! So helpful! Gave us some good tips for getting to Nantucket and Martha’s Vineyard! He also checked us in early which was great and allowed us to park all day after we checked out! So accommodating!!! The gentleman really made this stay for us! So friendly and helpful! Down to earth guy and chatted to us for ages!"

Summercamp

8/10 Good

"Nice room and wonderful front porch with a view of the water. Close to many restaurants and shops in town. The hotel could have provided better information on how to get into the property. After circling the hotel, we managed to find a parking spot and go in. Then we were told that our reserved parking spot was past the "do not enter" sign. Knowing that ahead of time would have saved a lot of tension. It is important to reserve a parking spot."

Faraway Martha's Vineyard

8/10 Good

"A few smaller items that made the stay slightly questionable, no elevator bags had to be carried. Not much to do about that in an historical building, but it's a note for guests. I would expect a notch better, especially when coming to bedding. The bed was comfortable, but I would expect down pillows and blanket at this price point. The record player was a lovely touch. Parking was challenging, but again, historical town we must make compromises. Wonderful shower towels, GREAT pool and hot tub area. The location of the hotel is / was supreme. Only coffee offered in the lobby, no inroom machine, and no option of a latte, or capp in the hotel or lobby, only in adjacent restaurant. (Loud bathroom fan, bug in room, a little mildew build up on the shower grout, definite degradation happening on plumbing fixtures. At this price point, should be better)"

Find out more about Osterville

Osterville Villas information

Number of reviews	10
Accommodation	11 Villas
Lowest Price	CA $950
Highest Price	CA $2,977

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If you're eager to fill up your itinerary in Osterville, find your way to Dowses Beach. It's a favorite with locals and visitors alike.

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Osterville villas

1. Charming Hyannis 3 Bed 2 Bath

2. Walk to beaches & ferries! 9bd/4baths - Sleep 20ppl.

3. WaterAccess 5-Bed 2-Bath Retreat

Find vacation rentals that suit your style

Top Osterville Hotel Reviews

Inn on the Square

Freebird Motor Lodge by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

Hyannis Travel Inn

Hyannis Harbor Hotel

Holiday Hill Inn & Suites

Riviera Beach Resort

Summercamp

Faraway Martha's Vineyard

Find out more about Osterville

Osterville Villas information

Frequently asked questions

Explore a world of travel with Expedia

Search Osterville Villa Rentals from CA $950

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Osterville villas

1. Charming Hyannis 3 Bed 2 Bath

2. Walk to beaches & ferries! 9bd/4baths - Sleep 20ppl.

3. WaterAccess 5-Bed 2-Bath Retreat

Find vacation rentals that suit your style

Top Osterville Hotel Reviews

Inn on the Square

Find out more about Osterville

Osterville Villas information

Frequently asked questions

Explore a world of travel with Expedia