Penobscot Bay Vacation Rentals

Compare 88 vacation rentals.
USA > Maine > Penobscot Bay

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 house rentals, cottages, cabins, and more


House rentals

View 53 House rentals


View 15 Cottages


View 6 Cabins

Popular amenities for Penobscot Bay vacation rentals

Dog-friendly Hot tub Internet
The Jewel of Saint George
2 Bedroom | 2 Bath | Sleeps 4

The Jewel of Saint George - Tenants Harbor, ME

$318 avg / night
Hobby Hops
2 Bedroom | 3 Bath | Sleeps 6

Hobby Hops - Northport, ME

$239 avg / night
Harborside Cottage
3 Bedroom | 2.5 Bath | Sleeps 6

Harborside Cottage - Rockland, ME

$376 avg / night
Pumpkin Point
5 Bedroom | 4.5 Bath | Sleeps 8

Pumpkin Point - Spruce Head, ME

$777 avg / night
Blue Sky Cottage
2 Bedroom | 1 Bath | Sleeps 4

Blue Sky Cottage - South Thomaston, ME

$198 avg / night

View 83 more homes

Recent Penobscot Bay guest reviews

Nice house, very convenient, spacious, nothing to say :)
Hélène P. | May 2024
Clean and modern. Well stocked kitchen utensils and seasonings. Plenty of bathroom toiletries and paper products. Nice deck and view.
Mark L. | May 2024
This is a beautiful home, exactly like the pictures. So clean and well appointed. It’s a bit off the beaten path but convenient enough to get out and about. Perfect for couples or a small family.
David W. | May 2024
Penobscot Bay vacation rental FAQ

Yes, 32 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. 88 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.