Penobscot Bay Vacation Rentals

Compare 126 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, cabins, cottages, and more

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House rentals

View 54 House rentals
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Cabins

View 40 Cabins
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Cottages

View 14 Cottages

Explore more vacation rental amenities in Penobscot Bay

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

Penobscot Bay vacation rentals for every getaway

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

The Jewel of Saint George - Tenants Harbor, ME

$470 avg / night
4.86 (58)
Hobby Hops
2 Bed | 3 Bath | Sleeps 6 (4 Adults Max)

Hobby Hops - Northport, ME

$437 avg / night
4.49 (45)
Pumpkin Point
5 Bed | 4.5 Bath | Sleeps 8

Pumpkin Point - Spruce Head, ME

$1,296 avg / night
5.0 (19)
Blue Sky Cottage
2 Bed | 1 Bath | Sleeps 4

Blue Sky Cottage - South Thomaston, ME

$278 avg / night
4.52 (25)
Potter's Place
1 Bed | 1 Bath | Sleeps 4

Potter's Place - Brooklin, ME

$330 avg / night
4.67 (6)

View 121 more homes

Recent Penobscot Bay vacation rental reviews

Cozy, clean and comfortable cabin. Spacious and on a large shoreside property. Beautiful getaway only ten minutes from Castine and Maine Maritime Academy.
Kate O. | Nov 2024
Very quiet.
James C. | Nov 2024
Love the location
James L. | Nov 2024
Penobscot Bay Frequently Asked Questions

Yes, 66 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. 123 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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