Vacation rentals in Penobscot

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Top-rated vacation rentals in Penobscot

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The charming exterior of a cottage is highlighted by blue wood siding and yellow trim. A flower bed with colorful blooms lines the gravel path leading to the entrance. A decorative birdhouse rests on a tree nearby, complementing the natural surroundings.
Cottage in Surry
4.93 out of 5 average rating, 155 reviews

Loon Sound Cottage, On the Water

Loon Sound Cottage, on beautiful Toddy Pond in Surry, is centrally located between Bar Harbor/Acadia & Blue Hill. Come and enjoy the peace and tranquility of a lakeside oasis while just being a short distance from many sites of interest. Visit nearby Castine, Blue Hill, Bar Harbor, and Acadia National Park. Hear the loons at night, kayak to beaver cove and see an eagles nest. A tranquil and peaceful setting. A perfect balance of rest and adventure. We prefer Sat-Sat. rental but flexible.

Top guest favorite
A charming cottage is framed by lush green trees and sits along the Penobscot River. The gravel path leads to the entrance, with water visible in the background under a clear blue sky, creating a serene setting for visitors.
Home in Orland
4.97 out of 5 average rating, 145 reviews

Lavender by the Sea

The Cottage rests over the end of Penobscot River as it opens into the Bay. The Cottage will comfortably accommodate two. The Cottage has a spacious bedroom, full kitchen, dining area, den and an all season porch with rockers. From Cottage there are views of the water and the lavender gardens. The gardens are terraced with a path down to the sea. The Carriage House Suite is available for an additional fee. it has has two bedrooms, a full bath and a sitting area. It can easily sleep four.

Top guest favorite
A wooden deck elevates the camp structure, featuring a railing with vertical slats. Two barstools are positioned along the edge, allowing for a view of the surrounding greenery. The structure's warm-toned wood complements the natural setting, with trees and sunlight visible in the background.
Tiny home in Blue Hill
4.94 out of 5 average rating, 306 reviews

New enchanting retreat near Acadia National

The camp is brand new on 27 acres of land 3 min to Blue Hill Mountain and 5 min to Blue Hill downtown which is right on the water of The Blue Hill Bay. This is an edge wood enchanting retreat perfect for two to hear birds, squirrels and porcupines. Remember to pick some blueberries when it is in season before the black baby bear down the road eat them all. 3D nature is unfolding right in front of your eyes and Acadia National Park is 50 min drive from here. Oh man, you are free! 编辑

Top guest favorite
A serene landscape captures a vibrant sunset over a tidal bay, with hues of orange, pink, and purple reflected on the water's surface. Silhouettes of distant trees line the shore, framed by rocky terrain in the foreground.
Guesthouse in Penobscot
4.98 out of 5 average rating, 252 reviews

Sea Pearl

This is a Water Front property, unique and tranquil getaway. Newly renovated 2025, this is a perfect spot for your serious fun. Located on water in Penobscot. Bird watchers take notice, watch the eagles soar over head out your door, visit the many islands & see the Puffins, Whale watch. Lots to do kayaking, hiking and lot more! Or just relax in a stunning natural setting on the hammock under the apple trees. Just a short drive to Acadia National Park & Bar Harbor. See you soon.

Top guest favorite
A scenic view is offered from a wooden deck, overlooking a lush green yard leading to a tranquil pond. Two planters with vibrant flowers and small American flags are positioned on the railing. Comfortable chairs are visible near the water under the trees.
Cottage in Penobscot
4.93 out of 5 average rating, 72 reviews

Charming Private Cottage on Toddy Pond

Beautiful Toddy Pond cottage, just minutes to Blue Hill and coastal surrounding towns. Less than an hour's drive to Acadia National Park. Enjoy the day lounging on the deck, boating, and swimming off the dock. Enjoy the evening by the fire pit under the starlit sky and listening to the Loons. The downstairs you will find living room, kitchen/dinning, full bath and washer/dryer. Upstairs is a one room bedroom with queen bed. Two kayaks provided. Perfect getaway for two!

Guest favorite
Cabin in Penobscot
5 out of 5 average rating, 10 reviews

Peaceful Cabin on the Blue Hill Peninsula

Nestled among cedar, oak and spruce trees, this fully appointed cottage is the perfect retreat. Decorated with work by local artists, the cottage is 7 minutes from the historic town of Castine, a great starting point for exploring the stunning Blue Hill Peninsula, and about an hour from Acadia National Park. All modern amenities, including outdoor grill, fully loaded kitchenette, AC/heat, WiFi, and Roku TV. Sleeps 2 in bedroom plus sofa with pull out double mattress.

Guest favorite
A single-story house is positioned amid lush trees with colorful autumn foliage. The gravel driveway leads to a welcoming entrance, while large windows provide glimpses of the surrounding nature. A serene atmosphere is captured with a partly cloudy sky overhead.
Home in Penobscot
5 out of 5 average rating, 27 reviews

Puffin Place

A three acre, restful retreat located on the Blue Hill peninsula. 20-25 minutes to Maine Maritime Academy, 10 minutes to the picturesque town of Blue Hill, 15 minutes to the Penobscot Narrows Bridge and Observatory, and only 45 minutes to Acadia National Park. Puffin Place is equipped with 3 bedrooms (King, Queen, and double bunk beds), a bathroom, full kitchen, comfortable living room, dining area, washer/dryer, internet, and outdoor fire pit.

Guest favorite
A cozy living area features a black wood stove providing warmth. A wooden table is set with two glasses and a bottle, inviting relaxation. Windows offer views of the water, while comfortable seating is arranged nearby, enhancing the inviting space.
Guest suite in Penobscot
4.88 out of 5 average rating, 116 reviews

Waterfront Getaway on the coast of Maine.

Cozy waterfront, two bedroom apartment with separate entrance and private deck overlooking the beautiful Maine coast. Walk the shore path through a field, filled with wildflowers, to a private cove on the Bagaduce River. The light filled apartment is located above the garage of a restored antique farmhouse and has beautiful water views from the living room and private deck. The perfect spot for a relaxing vacation on the coast of Maine.

Top guest favorite
A modern cabin is set against a backdrop of tall pine trees, featuring large windows that invite natural light. The exterior showcases a wooden deck with a seating area, complemented by a staircase leading to the entrance.
Cabin in Penobscot
4.97 out of 5 average rating, 172 reviews

Modern Cabin in the Pines • Hot Tub + Near Acadia

Enjoy our cozy home-away-from-home amid towering pines and granite boulders — the perfect respite after exploring Acadia. Our newly built cabin has rustic Maine charm and modern comforts: AC, waterfall shower, memory foam mattresses, indoor gas fireplace, outdoor gas fire pit, gas grill, hot tub, 4KTV, high-speed internet, modern kitchen, filtered water, gas range, high-end appliances, and front-loading washer/dryer.

Top guest favorite
A serene lakeside scene captures the sunset over Toddy Pond, with vibrant shades of orange and purple reflecting off the calm water's surface. Silhouettes of trees outline the horizon, while mist gently rises above the lake, enhancing the tranquil atmosphere.
Campsite in Penobscot
4.98 out of 5 average rating, 132 reviews

Private Lakeside Camping in Penobscot, Maine

Private lakeside camping on Toddy pond in Penobscot, Maine 50 min. from Acadia and Bar Harbor. This 400 foot private wooded lakeside lot is available for camping. This rental is close to Acadia, Ellsworth, Bucksport and the Blue Hill Peninsula. Go out and explore the area attractions or stay put and swim, fish, and kayak on one of Downeast Maine's most popular lakes; Toddy Pond.

Guest favorite
A serene outdoor area features four adirondack chairs in various colors arranged on a grassy lawn, facing Penobscot Bay. The scene is framed by lush greenery and a wooden fence, with a calm water surface visible beyond.
Cottage in Penobscot
4.97 out of 5 average rating, 36 reviews

Penobscot Bay. Spear’s Point Sat-Sat. One wk min

This cottage sits directly overlooking Penobscot Bay. It has access to the water's edge via a short set of stairs leading down to a small dock. The water is cold, but is ideal for rowing and canoeing and kayaking. We provide a canoe and two sit-on-top kayaks. In the proper season, it's possible to paddle out into the bay and sit quietly until the harbor seals pop up around you.

Guest favorite
Tiny home in Bangor
4.86 out of 5 average rating, 174 reviews

Field of Dreams Tiny Home

Escape to our charming tiny home near Bangor, a perfect retreat for 2. Enjoy serene field views from a panoramic window, a private hot tub, and a cozy fire pit. Inside, a modern wood-paneled interior with a projector screen for movie nights awaits. This unique stay offers tranquility and modern comfort, just minutes from the city.

Popular amenities for Penobscot vacation rentals

When is the best time to visit Penobscot?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 577ﺩ.ﺇ 551ﺩ.ﺇ 551ﺩ.ﺇ 551ﺩ.ﺇ 665ﺩ.ﺇ 735ﺩ.ﺇ 779ﺩ.ﺇ 790ﺩ.ﺇ 694ﺩ.ﺇ 654ﺩ.ﺇ 621ﺩ.ﺇ 566
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Penobscot?

    Penobscot has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cabin rentals in Penobscot?

    Experience the best of Penobscot with our cabin rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Penobscot?

    Four-legged friends are welcome in Penobscot. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Penobscot?

    Yes! Work meets play with ease at over 50 vacation rentals in Penobscot featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do cottage rentals in Penobscot have air conditioning?

    Absolutely! We offer over 10 cottage rentals with air conditioning in Penobscot. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Penobscot have a kitchen?

    Absolutely! We offer over 20 cottage rentals with a kitchen in Penobscot. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Penobscot have wifi?

    Absolutely! We offer over 10 cottage rentals with wifi in Penobscot. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Penobscot have free parking?

    Absolutely! We offer over 10 cabin rentals with free parking in Penobscot. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Penobscot

  • Total vacation rentals

    Explore 120 vacation rentals in Penobscot

  • Nightly prices starting at

    Penobscot vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 5,670 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Penobscot vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Penobscot rentals

  • 4.9 Average rating

    Penobscot stays are highly rated by guests—averaging 4.9 out of 5!

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