Osterville Cottages from CA $144

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Our top choices for Osterville cottages

A house surrounded by dense forest, overlooking a body of water.

1. WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

Sandwich

Sean H.

CA $530 total

includes taxes & fees

Nov 10 - Nov 11

A single-story house with a front door, a small porch, and a fenced yard.

2. Charming Family-friendly Getaway in Sandwich!

Sandwich

CA $551 total

includes taxes & fees

Nov 10 - Nov 11

A house with a front porch, a small garden, and a mailbox.

3. Cozy, vacation home in a charming duplex cottage

Yarmouth

Sarah B.

CA $492 total

includes taxes & fees

Dec 1 - Dec 2

A house with a white picket fence, a well-maintained lawn, and a clear blue sky.

4. Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants

Dennis

Holleigh B.

CA $751 total

includes taxes & fees

Nov 19 - Nov 20

A single-story house with a gabled roof, a front porch, and a small front yard.

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

Harwich

david r.

CA $791 total

includes taxes & fees

Nov 10 - Nov 11

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Learn more about Osterville

Elegant boutiques and seafood restaurants line Main Street in this charming Cape Cod village with New England coastal appeal. Spend sunny afternoons at Joshua's Pond or Dowses Beach, where calm waters welcome swimmers and kayakers.

See all hotels in Osterville

Storefronts with signs for Coastal Style, Sara Campbell, and Oyster Island Emporium.

Top reviews in Osterville

A multi-story hotel with balconies, a flat roof, and a clear sky.

Hyannis Travel Inn

Hyannis

10/10 Excellent

The reviews are true, this is a great place to stay. We based ourselves here as we explored the Cape. It’s a 10 minute walk to the port where you catch the ferries to Nantucket and the Vineyard. Main st Hyannis is the next street over. You really can’t beat the location. The staff is friendly and extremely helpful. The breakfast was good and there was always plenty. The rooms are very basic, nothing fancy at all, no bells and whistles. Just a basic room with all the necessities for a decent...

Cristina

A Fairfield by Marriott hotel with a large sign, a covered entrance, and a building with a tower.

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Hyannis

10/10 Excellent

Mauro

A white building with a sign reading "The Village Inn" indicating it is a fine lodging and breakfast establishment.

The Village Inn Cape Cod

Yarmouth Port

10/10 Excellent

Francine

A hotel named 'Margaritaville Resort' with a prominent blue roof, large glass entrance, and outdoor seating area.

Margaritaville Resort Cape Cod

Hyannis

10/10 Excellent

Lindsay

A modern indoor dining area with a wooden table, chairs, and a decorative wall with string lights.

Uncommoner Hotel by Reverie Boutique Collection

West Yarmouth

10/10 Excellent

Rosemary

A covered walkway with wooden flooring, planter boxes with plants, and a white exterior wall.

Heritage House Inn on Cape Cod, an Ascend Collection Hotel

Hyannis

10/10 Excellent

Kelly

A two-story white house with dark shutters, an American flag, and a sign indicating 'The Inn at Varnum Hill'.

The Inn at Yarmouth Port

Yarmouth Port

10/10 Excellent

My wife and I were fortunate enough to spend a full week at this beautiful Inn. Our hosts, Kathleen and Chuck (as well as the rest of the staff) went the extra mile to make sure we had the perfect getaway! The freshly made breakfasts every morning were excellent (they served mostly local products), the location was perfect and the grounds were beautiful (loved all the flowers). The rooms were also recently renovated :) if you're searching for a couple's retreat in Cape Cod, look no further!

David Anthony

A deck with outdoor seating, a white fence, and a large boat in the background.

Hyannis Harbor Hotel

Hyannis

10/10 Excellent

Cyrille

An outdoor patio with wicker furniture, a fire pit, and umbrellas.

Hampton Inn & Suites Cape Cod-West Yarmouth

West Yarmouth

10/10 Excellent

Mathew

A porch with white chairs and a planter with flowers.

The Captain Farris House B&B

Bass River

10/10 Excellent

Beth

A wooden deck with outdoor seating, overlooking a beach and ocean.

Inn on the Sound

Falmouth Heights

10/10 Excellent

My wife and I were celebrating our anniversary and decided to head to Cape Cod. With so many options of where to stay we began to read reviews and settled on the Inn on the Sound. I cannot be happier. The facilities were great, the room spacious and tastefully decorated and the food (breakfast) was outstanding. The location made walking to the beach or to dinner, only a few steps away. I would highly recommend staying here. Jon, Debbie and team should be congratulated on running a first rate...

Peter

Frequently Asked Questions

How much do cottages in Osterville cost?

Cottages in Osterville range between CA $144 and CA $423 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 9.8. 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 cottages in Osterville. No matter if you're traveling with the little ones or organizing 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 traveler 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.

Search Osterville Cottage Rentals from CA $144

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Osterville cottages

1. WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

2. Charming Family-friendly Getaway in Sandwich!

3. Cozy, vacation home in a charming duplex cottage

4. Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants

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

Learn more about Osterville

Top reviews in Osterville

Hyannis Travel Inn

10/10 Excellent

Frequently Asked Questions

How much do cottages in Osterville cost?

What are the best cottages in Osterville?

How many cottages are there in Osterville?

Are there any family-friendly cottages in Osterville?

Why book your cottage in Osterville with Expedia?

How can I find cheap cottages in Osterville?

What is there to do in Osterville near my cottage?

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