Penobscot Bay Vacation Rentals

Compare 93 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

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House rentals

View 55 House rentals
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Cottages

View 15 Cottages
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Cabins

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Popular amenities for Penobscot Bay vacation rentals

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

The Jewel of Saint George - Tenants Harbor, ME

$317 avg / night
Hobby Hops
2 Bedroom | 3 Bath | Sleeps 6 (4 Adults Max)

Hobby Hops - Northport, ME

$248 avg / night
Harborside Cottage
3 Bedroom | 2.5 Bath | Sleeps 6

Harborside Cottage - Rockland, ME

$377 avg / night
Pumpkin Point
5 Bedroom | 4.5 Bath | Sleeps 8

Pumpkin Point - Spruce Head, ME

$933 avg / night
Blue Sky Cottage
2 Bedroom | 1 Bath | Sleeps 4

Blue Sky Cottage - South Thomaston, ME

$199 avg / night

View 88 more homes

Browse more vacation rental amenities in Penobscot Bay

Lake view | Lakefront | Ocean view | Oceanfront | Riverfront | Sound view | Water view | Waterfront | A/C | Elevator

Recent Penobscot Bay guest reviews

The cottage is comfortable and homey, the views are perfection. Our stay at Lobster Tail Cottage was wonderful and we highly recommend it!
Dane & Nina A. | Jul 2024
Tideview was a perfect home away from home! The single level living was great for a multigenerational family holiday away.
Belinda T. | Jul 2024
Great home base for a week of paddle boarding adventures !
Charles Mitch D. | Jul 2024
Penobscot Bay vacation rental FAQ

Yes, 31 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. 90 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.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons 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.

Nearby destinations

March 2025 Partial Solar Eclipse   |   New England   |   Southern Maine   |   Maine Coast   |   Southern Coastal Maine   |   Midcoast Maine   |   Acadia   |   Belfast Bay Inn   |   St. George   |   Sedgwick   |   Stockton Springs   |   Castine   |   Lincolnville   |   Belfast   |   Rockport   |   Northport   |   Camden   |   Rockland   |   Spruce Head   |   Tenants Harbor   |   Owls Head   |   Brooklin   |   Cushing   |   Penobscot   |   South Thomaston   |   Maine
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