Top Eastham cottages - Massachusetts

Explore Eastham cottage rentals

Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach

Sleeps 4 · 2 bedrooms · 1 bathroom

On Town Cove with salt water access! Kayaks and paddle board available for use!

Sleeps 6 · 2 bedrooms · 1 bathroom

Top rated cottage rentals - Eastham

Premier Host

Great vacation

My family and I had a fantastic vacation in Eastham. The location is beautiful! Lots to do and beautiful beaches. We had lots of privacy. The cottage was clean and perfect for our family. The hosts were wonderful! They were very helpful with suggestions about what to see and do and they made our stay very comfortable and enjoyable.We would definitely rent there again!

Laura H.

Stayed Jun 2025

Premier Host

It was a breeze to stay at the “Breeze”

Loved this cottage and its amenities. Very cute and homey, beautiful location on the pond. We used the e-bikes on close paved paths through a park. Had everything we needed and more. We would have loved to stay more than one night.

Ardis K.

Stayed Apr 2024

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Frequently asked questions

Are there any cottage rentals in Eastham?

Book one of our 270 cottage rentals in Eastham and get ready to enjoy the charm, comfort and unique experiences that come with this type of property. East Orleans, South Orleans and Pleasant Point are among this city's most sought-after areas.

How much does it cost to stay in a cottage rental in Eastham?

One of the few things that can beat spending your getaway in a comfy cottage rental in Eastham is getting it for a fantastic price. Be on the lookout for any properties that offer discounts to guests who book a full week. Some properties offer even better discounts for stays of a month or longer. You can also make use of our price filter to search for cottages that match your budget.

When is the best time to rent a cottage in Eastham?

With temperatures ranging from 15ºC (59ºF) to 17ºC (63ºF), June is when most people book a cottage rental in Eastham. Since it's the busiest month, it's a good idea to plan ahead and secure your stay. Alternatively, consider the off-season for a more chill Cape Cod getaway.

Where can I rent an Eastham vacation cottage with great views?

Discover the allure of Eastham without leaving your cottage rental. Customize your search by "Recommended" or "Guest rating" to find your perfect scenic escape. Stunning vistas coupled with the comforts of home will help make your cottage getaway a memorable experience.

Does Eastham have any lakeside cottages?

For a refreshing break, you can't get better than our lakeside cottage rentals. Use our "Location" filter and then check the box marked "Lake" to see if you can find any cozy cottages that'll put you near the water in Eastham. Spend your days chasing adventure or simply enjoy watching awesome sunrises and sunsets glittering off the lake.

What are the top things to do in Eastham?

When it's time to travel beyond the picturesque surroundings of your cottage rental, you'll discover plenty to experience in Eastham, such as Nauset Lighthouse. Looking for more things the whole family can enjoy together? Cape Cod Museum of Natural History and Cape Cod Beaches are other top attractions worth checking out.

Why should I book my vacation cottage with Vrbo?

Booking your cottage rental with Vrbo means you'll have the entire place for your exclusive use — your private oasis, without any interruptions or distractions from other people. What's more, our flexible payment and cancellation policies give you the freedom to amend your plans if required.