What are the top rated Cottage Rentals in Eastport?

There are a lot of options in Eastport. If you plan on staying in the Eastport area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Eastport: <a href="/property/upscale-home-with-parking-for-4-cars-in-driveway-walk-to-downtown/HA-321129519" class="class="static-page-link"">Upscale home with parking for 4 cars in driveway. Walk to downtown.</a> <a href="/property/421-irie-simply-charming-2-story-cottage-private-pool-1-off-street-parking/HA-3212280460" class="class="static-page-link"">421 Irie: Simply Charming 2 Story COTTAGE! Private Pool! 1 Off Street Parking!</a> <a href="/property/welcome-aboard-the-kathleen-marie/HA-3211753807" class="class="static-page-link"">Welcome Aboard the Kathleen Marie!</a> <a href="/property/tastefully-decorated-fully-equipped-eastport-annapolis-house-with-water-views/HA-1213946470" class="class="static-page-link"">Tastefully decorated fully-equipped Eastport Annapolis house with water views</a> <a href="/property/eastport-historic-firehouse-with-parking-dogs-ok/HA-3212045980" class="class="static-page-link"">Eastport Historic Firehouse with Parking, Dogs OK</a> <a href="/property/eastport-cottage-with-waterview-minutes-from-downtown-annapolis-and-usna/HA-3211412109" class="class="static-page-link"">Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA</a> <a href="/property/eastport-cottage-5-mi-from-downtown-annapolisnn/HA-3211716316" class="class="static-page-link"">Eastport Cottage .5 mi from Downtown Annapolisnn</a> <a href="/property/well-appointed-1-bedroom-1-bath-in-annapolis-eastport/HA-3211861737" class="class="static-page-link"">Well-appointed 1 bedroom, 1 bath in Annapolis/Eastport</a> <a href="/property/eastport-gem-with-firepit-porch-fenced-in-yard-perfect-for-families-dogs/HA-3212356447" class="class="static-page-link"">Eastport Gem with Firepit, Porch &amp; Fenced-In Yard | Perfect for Families &amp; Dogs</a> <a href="/property/beautiful-eastport-home-walking-distance-to-downtown-and-usna-includes-parking/HA-3211166836" class="class="static-page-link"">Beautiful Eastport Home walking distance to downtown and USNA. Includes parking</a>

How much does it cost to rent a cottage in Eastport?

The average cost for a cottage rental in Eastport is $378 per night. Stay30 has a wide list of great cottages near Eastport that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Eastport that allow pets?

Yes, here are the top cottage rentals in Eastport that allow you to bring your pet: The Red Door Cottage in Eastport - Pet-Friendly! Coastal Chesapeake cottage in Eastport Harrison Hall Inn at Horn Point Nautical Feel to This Beautiful Eastport Home USNA Getaway <a href="/all/usa/maryland/annapolis/eastport" class="class="static-page-link"">See all pet-friendly vacation rentals in Eastport on Stay30</a>

Do you have any rental cottages in Eastport that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Eastport to find one that works for you.

Are there quality cottages in Eastport that have indoor swimming pools?

As of 2026, the data from Stay30 shows that there are Over 2 private swimming pools or cottages with indoor pools in the Eastport area along with other great amenities.

Eastport Cottage Rentals By Owner

The Red Door Cottage in Eastport - Pet-Friendly!

From US $256

New

Cottage

The Red Door Cottage in Eastport - Pet-Friendly!

Air Conditioner
Parking
Pet Friendly

Eastport Cottage Rentals & Holiday Homes

Find the best cottages in Eastport - We found 2 exact matches

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