Osterville Holiday Homes from €383: Search Top House Rentals

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Osterville holiday homes

A beach with a clear sky and a lifeguard tower in the distance.

1. Beach pass included • Modern 3BR Osterville retreat, walkable to village center

Osterville

Elizabeth C.

includes taxes & fees

20 Oct - 21 Oct

A sandy beach with a calm lake and a forested hill in the background.

2. Charming 3-bedroom house in lovely Barnstable

Barnstable

Cailee B.

includes taxes & fees

15 Nov - 16 Nov

A wide sandy beach with footprints leading to the water, a clear sky, and distant buildings.

3. Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Barnstable

Jen M.

includes taxes & fees

16 Nov - 17 Nov

4. Entire Hyannis Home - Near Downtown & Beaches

Barnstable

"We had a fantastic stay! The property was extremely clean from top to bottom, which immediately made us feel comfortable settling in. The beds and linens were incredibly comfortable and we all slept great.The location was also a huge plus. It is close to great restaurants, local events and plenty to do in the area, making it easy to get around and enjoy everything nearby.The host was extremely communicative and responsive, which made the whole experience smooth and stress free from booking...

Bethany P.

includes taxes & fees

25 Oct - 26 Oct

A beach with clear blue water and a sandy shore.

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

Barnstable

Jim C.

includes taxes & fees

20 Oct - 21 Oct

A modern kitchen with a large island, stainless steel appliances, and grey cabinetry.

6. New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

Barnstable

steven c.

includes taxes & fees

20 Oct - 21 Oct

A kitchen with a central island, white cabinets, a gas stove, and a sink.

7. Spacious Lake House for Large Groups w Private Acre+ short path to Lake

Barnstable

Austin S.

includes taxes & fees

20 Oct - 21 Oct

A boat docked at a concrete pier with a sandy shore in the background.

8. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

Seconsett Island

Michele M.

includes taxes & fees

22 Oct - 23 Oct

A wooden deck with a table and chairs, overlooking a body of water and trees.

9. Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !

Barnstable

"My family and I thoroughly enjoyed our week long stay at the beautiful property. There were 12 of us and we were extremely comfortable, with plenty of space to gather and sleep. The property sits on a quiet pond, that was perfect for swimming and canoeing. We had our own little piece of paradise. There are canoes for use, several decks for lounging and was within a short distance to various shops and a grocery store just a few minutes away. The host was in constant contact with us, making sure...

Madilynn B.

includes taxes & fees

28 Oct - 29 Oct

A garden pathway leading to a house with a stone wall and a wooden gate.

10. Beach Pass Included!

Barnstable

Sara D.

includes taxes & fees

25 Oct - 26 Oct

A beach with sand, flowers, and a clear sky.

11. Sal's Place

Hyannis

includes taxes & fees

25 Oct - 26 Oct

A wooden deck with a wooden bench, a railing, and a window.

12. Hyannis Hideaway in Cape Cod

Barnstable

Hunter W.

includes taxes & fees

25 Oct - 26 Oct

A marina with boats docked, a wooden walkway, and a clear blue sky.

13. Hyannis with Waterview [3bd]

Barnstable

Eugene C.

A beach with clear water and a sandy shore.

14. New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

Little Neck Bay

cindy w.

includes taxes & fees

13 Nov - 14 Nov

A cozy living room with a sofa, a chair, a television, and a fireplace.

15. Charming Family-Friendly Getaway in Sandwich!

Sandwich

includes taxes & fees

20 Oct - 21 Oct

A covered porch with wicker furniture, a potted plant, and a view of a street.

16. Cape Cod Hyannis Rendezvous'

Barnstable

Daniel m.

includes taxes & fees

25 Oct - 26 Oct

A bedroom with a bed, nightstands, a window with a view, and a red curtain.

17. Walk to beaches & ferries ★ Snow's Creek Waterview

Barnstable

Jessica H.

An outdoor patio with a wooden deck, wicker furniture, and a large umbrella.

18. Summers by the Pool - Barnstable Village, Cape Cod, MA Home w/Pool + Beach Pass!

Barnstable

james

includes taxes & fees

16 Nov - 17 Nov

A beach with a concrete walkway and wooden benches.

19. Charming House by the Beach with Patio, Grill, FirePit

Bass River

Suzanne Q.

includes taxes & fees

16 Nov - 17 Nov

A backyard with a pool, lounge chairs, a fire pit, and string lights along the fence.

20. Pool Escape in East Falmouth

East Falmouth

Gloria C.

includes taxes & fees

25 Oct - 26 Oct

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Osterville Hotel Reviews

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent

"Easy check-in, staff was helpful telling me where to park to be closest to the room I was in. Everything was clean and well kept. Will be staying here again and recommending to friends!"

Lighthouse Inn

10/10 Excellent

"We were on a girl's trip, headed to Salem. Decided to come in a day early to visit Cape cod. We were so happy that we did. From the amazing staff, management, amenities and of course the cottage, everything was perfect. I can't even describe how delicious the food was and the variety of selections on the menu was outstanding. This is a beautiful property and we look forward to coming back with our husbands."

Summercamp

10/10 Excellent

"Property was in an ideal location. Walking distance to all the key spots. Very clean and very supportive desk personnel. We had 1st floor room which was great. I saw others struggling with luggage up stairs. I did like the fact they had huge lockers for early arrivals in case room was quite available. My only complaint was the bathroom sink. Very small but after 2 days it was acceptable"

Vineyard Harbor Motel - Private Beach

8/10 Good

"We really enjoyed the location because it was only a few steps outside of our room to the beach. It is an older hotel but we were fairly comfortable there. Our room was kind of dark and lightbulbs were burnt out in the overhead light and they didn’t have new bulbs on hand. However, we could see into some other rooms that were better lit. Also, our oven was on and wouldn’t shut off so we had to unplug it. However, we would stay there again. It had a certain charm about it and the staff were great."

Find out more about Osterville

Osterville Holiday Homes information

Number of reviews	189
Accommodation	2963 Holiday Homes
Lowest Price	€383
Highest Price	€1,857

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Osterville holiday homes

1. Beach pass included • Modern 3BR Osterville retreat, walkable to village center

2. Charming 3-bedroom house in lovely Barnstable

3. Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

4. Entire Hyannis Home - Near Downtown & Beaches

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

6. New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

7. Spacious Lake House for Large Groups w Private Acre+ short path to Lake

8. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!