Penobscot Bay Vacation Rentals

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Make Penobscot Bay your next getaway

Discover the serene beauty of Penobscot Bay, Maine, where coastal wonders unfold in a gentle embrace. Nestled along the mid-coast region, this idyllic bay invites you to explore its tranquil shores, rocky cliffs, and charming islands.

Explore Penobscot Bay cabins, house rentals, cottages, and more

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Cabins

View 39 Cabins
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House rentals

View 34 House rentals
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Cottages

View 10 Cottages

Explore more vacation rental amenities in Penobscot Bay

Lakefront | Ocean view | Oceanfront | Riverfront | Sound view | Water view | Waterfront | A/C | Fireplace | Washer/dryer

Penobscot Bay vacation rentals for every getaway

Popular
Dog-friendly Internet Lake view
Cottage on the Coast
2 Bed | 1.5 Bath | Sleeps 6 (4 Adults Max)

Cottage on the Coast - Rockport, ME

$357 avg / night
(excludes fees and taxes)
4.92 (25)
The Jewel of Saint George
2 Bed | 2 Bath | Sleeps 4

The Jewel of Saint George - Tenants Harbor, ME

$363 avg / night
(excludes fees and taxes)
4.87 (69)
Bear Cub Cabin 70
3 Bed | 2 Bath | Sleeps 6

Bear Cub Cabin 70 - Northport, ME

$216 avg / night
(excludes fees and taxes)
5.0 (3)
Windows on the Sea
2 Bed | 2.5 Bath | Sleeps 5

Windows on the Sea - Rockland, ME

$200 avg / night
(excludes fees and taxes)
4.68 (34)
Basswood Cabin 91
2 Bed | 2 Bath | Sleeps 4

Basswood Cabin 91 - Northport, ME

$173 avg / night
(excludes fees and taxes)
4.9 (10)

View 90 more homes

Recent Penobscot Bay vacation rental reviews

Loved the cozy fireplace and quiet setting.
Tony M. | Dec 2025
The staff left a roasting pan and basting syringe as well. Very thoughtful.
Susan S. | Nov 2025
Booked for Thanksgiving retreat.
Catherine S. | Nov 2025
Penobscot Bay Frequently Asked Questions

Yes, 59 of our Penobscot Bay homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 93 of our Penobscot Bay vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Penobscot Bay vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Penobscot Bay team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Penobscot Bay, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning


Explore Penobscot Bay, Maine

The bay is renowned for its rugged coastline, rocky shores, and numerous islands that dot the waters. It offers visitors a quintessential New England coastal experience with charming fishing villages, lighthouses, and a vibrant maritime culture.

The bay's deep waters have historically been significant for shipping and fishing, and it has a storied maritime heritage, including tales of sailing ships, lobster fishing, and boatbuilding. Today, Penobscot Bay continues to be a hub for fishing and recreation, attracting sailors, boaters, kayakers, and nature enthusiasts.

With its captivating beauty, rich maritime traditions, and abundance of outdoor activities, Penobscot Bay is a popular destination for travelers seeking a coastal escape and an authentic taste of Maine's maritime heritage. Book your coastal Maine vacation today.

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