A house by a lake with boats.

Search Cottages in Osterville

  • 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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Osterville cottages

Exterior

1. Walk to Smuggler`s Beach: Brand New and Cozy 1-bedroom cottage

Walk to Smuggler`s Beach: Brand New and Cozy 1-bedroom cottage
Bass River
Walk to Smuggler`s Beach: Brand New and Cozy 1-bedroom cottage
House (3 Bedrooms) | Interior

2. Bike to Beach: Centerville Home w/ Deck!

Bike to Beach: Centerville Home w/ Deck!
3.0 star property
Centerville
The price is €550
includes taxes & fees
19 Aug - 20 Aug
Bike to Beach: Centerville Home w/ Deck!
Exterior

3. Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Barnstable
8.6 out of 10, Excellent, (30 reviews)
"It was very comfortable with upgraded kitchen and bathroom. It had all we needed. The owner was very responsive . Easy check in process. The location was perfect, just across from a beautiful ocean beach and very near Hyannis and many attractions. "
United States
Helene M.
The price is €472
includes taxes & fees
19 Aug - 20 Aug
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Exterior

4. Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
9.8 out of 10, Exceptional, (6 reviews)
"Area was quiet and place was clean! Solid location"
United States
Nicholas
The price is €475
includes taxes & fees
16 Aug - 17 Aug
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Exterior

5. The Perfect Shore Escape: The Sandpiper

The Perfect Shore Escape: The Sandpiper
Bass River
10.0 out of 10, Exceptional, (2 reviews)
"The location is perfect! Easy access to anywhere on the Cape! Extremely family friendly and a very relaxing atmosphere. Beautiful beach views!"
United States
Michael C.
The price is €434
includes taxes & fees
8 Sept - 9 Sept
The Perfect Shore Escape: The Sandpiper
Exterior

6. The View – Where Beach Dreams Begin

The View – Where Beach Dreams Begin
Bass River
The price is €431
includes taxes & fees
9 Sept - 10 Sept
The View – Where Beach Dreams Begin
Terrace/patio

7. Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!

Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!
Harwich
9.6 out of 10, Exceptional, (4 reviews)
"We had an amazing stay! The house was exactly what we were looking for when booking. The host was amazing and accommodating for our dates. Communication was easy and responsive. We look forward to booking again in the future. "
United States
Laura J.
The price is €682
includes taxes & fees
2 Sept - 3 Sept
Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!
Exterior

8. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Harwich
9.0 out of 10, Wonderful, (6 reviews)
"Great spot!"
United States
Mia A.
The price is €524
includes taxes & fees
15 Sept - 16 Sept
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Exterior

9. Charming 18th century cottage with its own beachfront on Scargo Lake near bay

Charming 18th century cottage with its own beachfront on Scargo Lake near bay
Dennis
9.8 out of 10, Exceptional, (18 reviews)
"We enjoyed our visit to Dennis and our stay here. It was within walking distance to the beach and places to grab a bite to eat. "
United States
Bruno M.
The price is €688
includes taxes & fees
21 Aug - 22 Aug
Charming 18th century cottage with its own beachfront on Scargo Lake near bay
Beach nearby, sun-loungers, beach towels

10. Mermaid Cottage! beautiful propety!

Mermaid Cottage! beautiful propety!
Dennis
10.0 out of 10, Exceptional, (119 reviews)
"Nice, quiet location. Short drive to coast. Good local restaurants. House was clean and nice."
United States
Randy B.
The price is €403
includes taxes & fees
30 Aug - 31 Aug
Mermaid Cottage! beautiful propety!
Exterior

11. Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!

Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!
Bass River
Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!
Exterior

12. Wake Up to Waves at Williams Port Cottage

Wake Up to Waves at Williams Port Cottage
Bass River
The price is €536
includes taxes & fees
6 Sept - 7 Sept
Wake Up to Waves at Williams Port Cottage
Exterior

13. 5-Min Walk to Beach, 2 Cottages, Fire Pit, Pet Friendly

5-Min Walk to Beach, 2 Cottages, Fire Pit, Pet Friendly
Dennis
The price is €1,251
includes taxes & fees
8 Sept - 9 Sept
5-Min Walk to Beach, 2 Cottages, Fire Pit, Pet Friendly
Exterior

14. Harwich Hideaway with King Beds Pet Friendly!

Harwich Hideaway with King Beds Pet Friendly!
Harwich
8.6 out of 10, Excellent, (4 reviews)
"Dog friendly property!"
United States
Colleen O.
The price is €732
includes taxes & fees
20 Aug - 21 Aug
Harwich Hideaway with King Beds Pet Friendly!
Exterior

15. The Book Nook - Drift Into Coastal Calm

The Book Nook - Drift Into Coastal Calm
Bass River
8.0 out of 10, Very good, (1 review)
"It was nice However we had no hot water the first day A plumber came the next day.The fridge did not work properlyAnd we did get real bath towels only on the last day. Otherwise I would rent again But would try to figure out what needs fixing rite away "
United States
Gerti E.
The price is €658
includes taxes & fees
21 Aug - 22 Aug
The Book Nook - Drift Into Coastal Calm
Exterior

16. Cape Dreams Begin at Ocean View

Cape Dreams Begin at Ocean View
Bass River
8.0 out of 10, Very good, (2 reviews)
"Nice cozy cottage just steps from the ocean. "
United States
Leah G.
Cape Dreams Begin at Ocean View
Exterior

17. Serenity - Cozy Beachfront Charm Awaits

Serenity - Cozy Beachfront Charm Awaits
Bass River
10.0 out of 10, Exceptional, (2 reviews)
"Great spot!"
United States
Michal H.
The price is €504
includes taxes & fees
13 Sept - 14 Sept
Serenity - Cozy Beachfront Charm Awaits
Exterior

18. Cape Cod Magic at Starfish Cottage

Cape Cod Magic at Starfish Cottage
Bass River
10.0 out of 10, Exceptional, (1 review)
"Beach was nice to walk. The cottage was very clean. The bed was very firm. Places to eat nearby. Visiting Chatham was fun to shop and walk around. We did a driving tour of the lighthouses. It takes a long time to get from place to place, so a car is a definite. "
United States
Barb S.
Cape Cod Magic at Starfish Cottage
Exterior

19. Relax & Unwind at Eden On The Sound

Relax & Unwind at Eden On The Sound
Bass River
Relax & Unwind at Eden On The Sound
Exterior

20. The Duck House: Quack Open Your Cape Escape

The Duck House: Quack Open Your Cape Escape
Bass River
The Duck House: Quack Open Your Cape Escape
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osterville Hotel Reviews

Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"The gorgeous view of the bay was unexpected . We did not use either pool nor fitness room. Breakfast buffet was generous with eggs and a meat along with breads cereals and fruit. Room was typical, clean, and bed comfortable. We appreciated the drink coupon for the bar."
Cheryll 2-night trip
Posted 5 hours ago
Bayside Resort Hotel

Find out more about Osterville

Osterville Cottages information

Number of reviews
76
Accommodation
628 Cottages
Lowest Price
€431
Highest Price
€1,251

Frequently asked questions

How much do cottages in Osterville cost?
Cottages in Osterville range between €431 and €1,251 per night. These properties offer a chance to get reacquainted with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Osterville?
Take your pick of multiple cottages in Osterville with a total average guest review rating of 9.2. Sun Retreats Peters Pond is a terrific place to relax and put your feet up between adventures. This 2.5-star cottage also offers a barbecue grill and a swimming pool. 11 Mashpee - 2 Bedroom Cottage is another popular pick with travellers to the area. It has a 3-star rating and amenities including a barbecue grill and a golf course.
How many cottages are there in Osterville?
There are 628 cottages in Osterville. No matter if you're travelling with the little ones or organising a weekend retreat with your pals, Expedia will help you find the right place to immerse yourself in nature.
Are there any family-friendly cottages in Osterville?
Many visitors searching for a family-friendly cottage in Osterville go for Sun Retreats Peters Pond. With a 2.5-star rating and amenities like a playground and WiFi, you'll get a good night's rest here. Another noteworthy pick for families who crave time out close to nature is 11 Mashpee - 2 Bedroom Cottage. A playground and an oven help make this 3-star cottage a great base for your Osterville trip. Once you've checked in and unpacked your bags, there are loads of family-friendly attractions to discover in and around Osterville. Cape Cod Inflatable Park and Cape Codder Water Park guarantee a good time for young and old.
Why book your cottage in Osterville with Expedia?
Booking a cottage in Osterville is as easy as deciding on your travel dates and picking your ideal place for outdoor relaxation and recreation. From ritzy retreats to low-cost properties and cottages that have perks like free WiFi, Expedia has something for all traveller styles. As for the best deals around? We've got you covered!
How can I find cheap cottages in Osterville?
A great way to get cheap cottages in Osterville is with Expedia's useful filter tool. Narrow down your search by budget, star rating and amenities to secure unbeatable prices in just a few keystrokes.
What is there to do in Osterville near my cottage?
The ideal travel accessory is a well-planned schedule. Dowses Beach is a wonderful place to kick-start your sightseeing in Osterville.