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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 favourite
A modern A-frame cabin is showcased with prominent large windows, allowing natural light to fill the interior. Two white adirondack chairs are positioned on the front deck, which is accessed via a set of stairs, surrounded by lush greenery.
Cabin in Brooksville
4.95 out of 5 average rating, 112 reviews

Cozy A-Frame w/ Fire Pit in Maine Woods • Birch

Come relax in our newly constructed, 4 season modern A frame on the Blue Hill Peninsula. Located in the beautiful town of Brooksville, only 10 mins from Holbrook Island Sanctuary, 15 minute scenic drive to Blue Hill and Deer Isle/Stonington or 1 hour to Bar Harbor/Acadia National Park. Stocked with everything needed to enjoy a relaxing getaway- EV Charger too! Is the property not available when you need it? “Maple” A Frame is just next door. See separate listing for availability OR to book both.

Top guest favourite
A charming blue cottage is set in a lush green landscape, surrounded by trees and colorful flower beds. A brick chimney rises from the home's side. In the foreground, a cluster of large stones is visible on the well-kept lawn.
Guesthouse in Orland
4.99 out of 5 average rating, 196 reviews

Cozy cottage in Orland Village-Penobscot Bay area

Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 800 Mbs fiber internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. We’re very pet friendly!

Top guest favourite
Bungalow in Sedgwick
4.99 out of 5 average rating, 235 reviews

Exquisitely Modern Stargazing Cottage @Diagonair

Romantic and luxurious, this 2,000 square foot modern cottage nestled on twelve acres is a favorite of honeymooners and lovers of modern design * 1 hour to Acadia National Park & Bar Harbor; 15 minutes to shopping, hiking, swimming * Stargazing deck * 2 full baths, one with steam shower * Fully equipped kitchen with under-counter fridge/freezer * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

Top guest favourite
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, 141 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 favourite
Two deer stand in a grassy clearing, surrounded by dense greenery. Their ears are perked up, and they are facing slightly towards the viewer, exhibiting calm curiosity. The sunlight casts soft shadows, highlighting their natural features against the backdrop of young trees.
Cottage in Castine
4.95 out of 5 average rating, 147 reviews

Maine cabin coast & forest Acadia Bar Harbor

Retreating or working remotely here is a dream. Inspiration by wildlife, quiet time, focus and reflection, an incredible secluded ocean beach nearby. The cottage sits off the beaten path, yet is only 2.5 miles from stunning sunsets at the back shore beach. The small bedrooms have comfortable beds with 100% cotton linens and bedding, USB chargers, hi speed WiFi. Large country kitchen is a pleasure to cook in. Adventures-Penobscot Bay, miles of hiking trails, lighthouse & historic forts

Top guest favourite
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 homes in Blue Hill
4.94 out of 5 average rating, 292 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 favourite
Guesthouse in Penobscot
4.98 out of 5 average rating, 250 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 favourite
The charming exterior of a Cape Cod-style cottage is displayed, featuring gray siding and white window trims. A red door is centered between two bay windows adorned with planters. An American flag is proudly displayed, and seasonal decorations, including pumpkins, enhance the welcoming entrance.
Home in Verona Island
4.99 out of 5 average rating, 136 reviews

The Ward House

A sunny Maine cottage on a quiet Island sitting on the banks of the east branch of the Penobscot River. 20 miles from Bangor, Belfast, and Ellsworth. 40 miles to Mt. Dessert Island and Acadia National Park. There is room for 7 people. Three beds that sleep two people and one single bed. One bedroom , with a queen size bed, is on the first floor with a small living room. There is a dining room and full kitchen with washer and dryer. The one bathroom is on the first floor.

Top guest favourite
A wooden sign with the word 'Welcome' is displayed in the garden, accompanied by blooming peony flowers and low-growing greenery. The sign is positioned among a bed of mulch, enhancing the inviting entrance of the property.
Home in Ellsworth
4.97 out of 5 average rating, 208 reviews

Newly renovated cottage in the heart of Downeast

The Woodlands is tucked away on a quiet street off Route 1, minutes from downtown Ellsworth. Newly renovated in 2021, this delightful one bedroom, 2 bathroom cottage has new appliances, including a gas range and washer and dryer, along with all the thoughtful amenities you'll need for a relaxing retreat. With central access to Acadia National Park and all your coastal adventures, the Woodlands is a perfect destination for a peaceful getaway in the heart of Downeast Maine.

Guest favourite
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
4.89 out of 5 average rating, 114 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 favourite
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, 167 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 favourite
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.

Popular amenities for Penobscot vacation rentals

When is the best time to visit Penobscot?

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Avg. price$216 CAD$206 CAD$206 CAD$206 CAD$249 CAD$275 CAD$292 CAD$296 CAD$260 CAD$245 CAD$232 CAD$212 CAD
Avg. temp-7 °C-6 °C-1 °C6 °C13 °C18 °C21 °C20 °C16 °C9 °C3 °C-3 °C

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 house rentals in Penobscot?

    Experience the best of Penobscot with our house rentals, starting at about $50 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 house rentals in Penobscot have a kitchen?

    Absolutely! We offer over 50 house rentals with a kitchen in Penobscot. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Penobscot have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Penobscot. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Penobscot have free parking?

    Absolutely! We offer over 60 house 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 $69 CAD 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 and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    110 of Penobscot vacation rentals include wifi 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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