Guesthouse vacation rentals in Penobscot River

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Penobscot River

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

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Superhost

A quaint tiny house features a deep blue exterior with a purple door, surrounded by lush greenery. Colorful buoys are displayed on a line in front, and a stone pathway leads to the entrance, enhancing the house's charming character.

Guesthouse in Surry

4.88 out of 5 average rating, 269 reviews

Tiny Home on Newbury Neck

This new, efficient tiny house is located on Newbury Neck in between Morgan bay and Union river bay. Queen bed, kitchen, bathroom, washer & dryer. Has everything you need and nothing more. Perfect for a solo stay or for a couple. Close to Acadia National Park, Blue Hill, and quiet beaches. Jack is a licensed boat Captain through the U.S. Coast Guard and offers a discounted sail charter to our guests aboard our 36 ft. Catalina, Luna. Or, hop the lobster boat, Otter, to explore the local islands.

Guest favorite

A cozy screen house features a white wicker chair with a red cushion and a small table beside it. Sunlight filters through large windows, illuminating the wooden walls and surrounding trees.

Guesthouse in Washington

4.95 out of 5 average rating, 147 reviews

Fox and Bird Retreat on Davis Stream

Our off-the-grid, solar-powered cottage is nestled within our 18 acres in the town of Washington, Maine. The cottage borders a beautiful stream, is surrounded by tall pines and is several hundred feet away from our home, providing a very private and serene experience. Guests can wander or snowshoe on our property, relax in the screen house next to the cottage or hang by the accessible fire pit. We are close to many local lakes and hiking trails and only 30 minutes from Camden & Rockland.

Guest favorite

A gravel path leads from a wooden gate through a lush garden filled with orange flowers. On either side, tall green plants are visible, alongside a large tree. The cabin and a neighboring building are framed by the greenery, inviting exploration into the outdoor space.

Guesthouse in Tremont

4.89 out of 5 average rating, 121 reviews

Adorable Quietside Cabin

Welcome to the Quiet side of Mount Desert Island, With the same easy access to all of the wonders Acadia National Park has to offer. Why not stay on the less commercialized and more peaceful side of the island. This cozy small guest cabin is fully separate from the Main House. It has a private bathroom, kitchenette/dining area, and ample parking space. The main house is also going to be rented on Airbnb starting on 5/15/2025, the homeowner will still be available for any questions or help!

Top guest favorite

A deep soaker tub is positioned in a sunlit corner of the loft, surrounded by warm wooden finishes and soft textiles. A plush chair and decorative plants add comfort, while a rustic sliding barn door and elegant area rug complete the inviting ambiance.

Guesthouse in Orrington

4.97 out of 5 average rating, 150 reviews

Spa-themed bedroom loft in 1850s farmhouse

PLEASE READ full listing BEFORE booking. La Petite Ferme is a mid-19th century farm located 8 miles from Bangor airport, 4 miles from the amphitheater and an hour's drive to Acadia. Enjoy a spa-themed loft in a stylish, upstairs room with ensuite bathroom and private use staircase for a contactless stay. Spend the night stargazing through the cathedral ceiling's sky lights, or listen to some vinyl while you get creative with the art supplies! Perfect for a romantic getaway or personal retreat.

Guest favorite

A rustic bedroom features wooden walls with exposed beams, creating a warm ambiance. A decorative sun mirror is mounted on the wall, and a spacious bed is adorned with patterned bedding. A lamp provides soft lighting, enhancing the serene atmosphere.

Guesthouse in Bar Harbor

4.94 out of 5 average rating, 136 reviews

Bar Harbor Hideaway

Please read this; From May through October we will only be renting by the week, 7 days from Saturday to Saturday. This policy is FIRM. From November through April there will be a three night minimum. You can walk/drive into Acadia National Park with access to hiking trails and the park loop road. Convenient walk to downtown, where you can access the free Island-wide bus system. Leave your car parked. NO PETS(due to allergies) & NO CHILDREN UNDER AGE 12, due to the layout and open staircases.

Top guest favorite

A serene landscape showcases a guesthouse nestled among trees. Green grass covers the expanse, dotted with fallen leaves. The structure, with a peaked roof and a porch, is set in a peaceful rural setting, framed by gentle hues of autumn foliage in the background.

Guesthouse in Prospect

4.97 out of 5 average rating, 128 reviews

The Penobscot River Ranch Guesthouse

This unique four season property sits across from conservation land on the Penobscot River in Prospect Maine. There is a 1/2 mile trail down to the river, great for hiking and snowshoeing. An awesome place to unwind with easy access for exploring mid coast and Downeast Maine. Less than 10 minutes to Rt 1 and The Penobscot Narrows Bridge and Rt 1A, 18 miles to Belfast, Castine, Blue Hill, Ellsworth. About an hour to Acadia NP and 45 min to Bangor. Great views of the land, river and wildlife.

Top guest favorite

A scenic view of the East Wing apartment nestled among lush greenery and vibrant yellow wildflowers. The two-story structure is complemented by a well-maintained lawn and towering trees in the background, creating a natural and peaceful setting.

Guesthouse in Lincolnville

4.98 out of 5 average rating, 183 reviews

Peaceful Suite - Hiking, Beach, Nature

Welcome to the “East Wing”! The complete apartment is new: salt box style with beautiful views of nature (hummingbirds, fireflies, starry skies). The East Wing is first to greet the sun in the morning. Enjoy your coffee on the private deck, or sip wine at night by the fire pit. Close to Tanglewood Rd (4H camp) , Camden Hills State Park trails, and Lincolnville Beach(1 -2 miles). The area is quiet- yet just a few miles away from shopping and restaurants in Camden, Belfast, & Rockland.

Top guest favorite

Guesthouse in Orland

4.99 out of 5 average rating, 154 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 400 Mbs cable 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. Pet friendly!

Superhost

A serene outdoor space features a grassy area bordered by trees, leading to a calm water view. Two kayaks are visible on the shore, and a gravel path meanders through the landscape. A potted plant adds a touch of greenery in the foreground.

Guesthouse in Blue Hill

4.73 out of 5 average rating, 150 reviews

Bungalhigh with Swimming Cove

Charming cottage called "Bungalhigh" with 1 bedroom, bathroom, kitchen, living room and wrap around porch, located on a swimming cove with view of Blue Hill Mountain and the ocean, a half mile from Blue Hill village. Pet-friendly, Netflix, Internet. Nearby is a 2nd cottage, "Bungalow", which is rented out separately and simultaneously. Guests walk in front of Bungalhigh and share yard & cove. Swimming & Kayaks. This property might best be understood by guests travelling with pets.

Top guest favorite

Guesthouse in Penobscot

4.97 out of 5 average rating, 212 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 favorite

Guesthouse in Lincolnville

4.93 out of 5 average rating, 138 reviews

Ocean View Beach Loft Carriage House Lincolnville

This charming spot overlooking the bay is laid back and welcoming. Fully furnished, including linens, basic beach supplies —towels, chairs and umbrella. There is wi-fi and a Roku TV included (you will need your own streaming accounts), an air conditioner, and balcony with a view of Penobscot Bay. We strive to be an allergen free space so do not allow animals. We use all essential oil natural products (bleach disinfectant where needed) and natural laundry soap for our linens.

Guest favorite

The exterior of a modern tiny guest house is shown, positioned on stilts and surrounded by trees. Large windows allow light to spill out, creating a warm glow. A wooden walkway leads towards the entrance, with landscaped foliage and rocky terrain visible.

Guesthouse in Sedgwick

4.95 out of 5 average rating, 276 reviews

Tiny house with AC!!

A tiny guest house (450 sq ft) overlooking the Benjamin River. AC!!. Enjoy a cup of coffee on your private porch. Living area has a smart tv (no cable, but internet available to access your streaming account). DVD's also available. Kitchenette comes with Keurig with k-cups included, mini fridge, coffee maker/filters, toaster oven, microwave, 2 burner hot plate (no oven), dishes/pots and pans. There is a loft with an army cot. Not suitable for children under age 5.