Holiday houses in Penobscot

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Quick stats about holiday rentals in Penobscot

  • Total holiday rentals

    Explore 130 holiday rentals in Penobscot

  • Nightly prices starting at

    Penobscot holiday rentals start at $104 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,630 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Penobscot holiday 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!

Top-rated holiday rentals in Penobscot

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

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Top Guest favourite
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, 157 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 favourite
A bright living area features two comfortable wicker chairs and a round coffee table, all positioned to take in panoramic waterfront views through large windows. A cozy area rug anchors the space, while a decorative bowl and outdoor binoculars are visible on the table.
Place to stay in Stockton Springs
4.98 out of 5 average rating, 120 reviews

Acadia Region New Oceanfront Cottage

Relax and unwind at this unique waterfront retreat where you can enjoy breathtaking views of the ever-changing tides. Keep an eye out for bald eagles, osprey, and the occasional seal as you soak in the natural beauty around you. This renovated former boathouse combines comfort with convenience, offering the perfect base for your coastal adventures. Situated in Mid Coast, Maine, it's ideally located just an hour from Acadia National Park, 15 minutes from Belfast, and 45 minutes from Camden.

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, 148 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
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
4.95 out of 5 average rating, 319 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
The exterior of a white farmhouse is framed by large trees, showcasing a welcoming porch with comfortable seating. A flag gently waves, while the early evening light casts a warm glow on the windows, highlighting the two-story structure's classic charm.
Home in Penobscot
4.99 out of 5 average rating, 86 reviews

3 bdrm Farmhouse on the Blue Hill Peninsula

Welcome to Winslow Creek! Nestled in the charming coastal town of Penobscot on the Blue Hill Peninsula this 19th century farmhouse offers relaxation and comfort for your Maine vacation. Perfect for families or groups, The home features 3 bedrooms, 2 and a half baths, spacious living areas, a fully equipped chef’s kitchen, a large deck with grill and outdoor dining, and a fire pit to enjoy beautiful sunrises or gaze at the stars. The perfect launching point for your Maine adventure.

Top Guest favourite
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, 258 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.

Guest favourite
An aerial view showcases a serene oceanfront property nestled among lush green trees along a rocky shoreline. The house is situated near the water, with a dock extending into the calm bay, inviting exploration of the surrounding nature.
Home in Penobscot
4.93 out of 5 average rating, 15 reviews

The South Bay Maine House "on the rocks"

Unique custom built oceanfront getaway situated on 6 secluded ac. awaits. The stylish retreat features beautiful wood floors, cathedral ceilings, fireplace and oversized windows for the natural light and ocean air. Enjoy 3 floors of living and sleeping space, all with picturesque views of Southern Bay and the islands. Relax on the expansive deck while viewing nature and the wildlife. Looking for additional guest accommodations? Inquire with hosts for guest cottage rental.

Guest favourite
Cabin in Penobscot
4.93 out of 5 average rating, 14 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.

Top Guest favourite
Home in Penobscot
4.94 out of 5 average rating, 16 reviews

Jamaica Lane Cottage

Relax at this cozy cottage on the beautiful Penobscot Bay. Enjoy sunsets from the lawn, walk on the beach, or watch for wildlife from the comfort of the living room. This property is located within 11 minutes of beautiful Castine (home of Maine Maritime Academy). It is only a 15 minute drive to the town of Bucksport, historical Fort Knox, and the Penobscot Narrows Bridge. Take a day trip to Acadia National Park, Searsport, or the beautiful coastal town of Belfast.

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
4.88 out of 5 average rating, 118 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.

Superhost
A spacious log house is set on a large, grassy lot surrounded by trees. The structure features a deck that extends from the front, providing access to the interior. The natural landscape creates a peaceful environment, with a mix of sunny and shaded areas.
Home in Penobscot
5 out of 5 average rating, 4 reviews

Cozy log house with waterfront access

Cozy log house on a large lot with 600 feet of spruce-filled waterfront. The place has a pier with floating dock and a few kayaks/canoes for you to explore the nearby islands. Practice your golf skills on the open area in front of the house or have a glass of wine while watching bald eagles flying above the Bagaduce River. We also have a studio apartment above the garage. Please send us a message if you are interested in renting both.

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, 182 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.

Popular amenities for Penobscot holiday rentals

When is the best time to visit Penobscot?

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Avg. price$271 NZD$259 NZD$259 NZD$259 NZD$313 NZD$346 NZD$366 NZD$371 NZD$327 NZD$308 NZD$292 NZD$266 NZD
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 90 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 $70 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 60 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 60 vacation rentals in Penobscot featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Penobscot have air conditioning?

    Absolutely! We offer over 30 house 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 70 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 70 house rentals with wifi in Penobscot. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Penobscot have free parking?

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

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