Penobscot Bay vacation rentals

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Top-rated vacation rentals in Penobscot Bay

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Top guest favorite

The exterior of the guest house is showcased with a welcoming porch featuring white railings and four sturdy columns. Green shutters complement the white siding, while plants and gravel create a natural landscape. A house number is displayed prominently above the door.

Home in Belfast

4.95 out of 5 average rating, 109 reviews

Sail Loft

Just 1 hour from Acadia National Park, "Mayor's Mansion", home to Ralph Johnson, the first Mayor of Belfast and William V Pratt, Chief of Naval Operations during the Depression. Built in 1812 just as the war of 1812 was beginning, this historic Greek Revival is located in the center of Belfast Maine sited along the waters of Penboscot Bay. 2 min walk to the downtown square. 2 bedrooms and 2.5 baths with full kitchen, washer/dryer, and desk for work. No parties that could cause damage or a mess

Guest favorite

An outdoor patio area features a luxury hot tub alongside a propane BBQ grill. A small dining table with chairs and a large red umbrella provide shade, and a wooden fence adds privacy. Surrounding trees enhance the tranquil atmosphere of the space.

Home in Northport

4.98 out of 5 average rating, 168 reviews

Cute Midcoast Cottage w Hot Tub

Kick back and relax in this ideally located modern cottage. Enjoy a soak in the hot tub or the peace of the covered porch. Situated in the heart of midcoast Maine, this cottage has it all. An elegant kitchen that awaits your culinary delights, a spacious living area, a primary bedroom with a TV, a kingsize bed and a luxurious bath with a soaking tub and a walk-in rainfall shower, plus twin bunk beds for the kiddos. A small store and a farm to table restaurant are conveniently across the street.

Guest favorite

A wooden deck is visible, framed by trees, with two chairs and a small table positioned on the surface. The natural landscape shows a carpet of leaves beneath, illustrating the serene setting among the forest. The entrance steps lead down from the deck.

Treehouse in Appleton

4.97 out of 5 average rating, 374 reviews

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Top guest favorite

A rustic cottage is viewed at sunset, with vibrant hues of orange and pink illuminating the sky. A gravel pathway leads to the entrance, framed by green lawns and decorative flower pots. Trees are visible in the background, enhancing the natural setting.

Guesthouse in Orland

5 out of 5 average rating, 105 reviews

The Greenhouse Cottage

We feel that the best way to describe our getaway to be “Rustic Elegance”. When you walk through the door you will instantly feel the warmth of a uniquely styled Adirondack cottage. Located nearby to the Acadia Highway (aka Route 1), we are close by to historic Fort Knox, Castine, and Acadia. Enjoy our attached “Greenhouse” which has been made over into a delightful screenhouse/patio, the country setting, blueberry fields, and the beautiful sunrises and sunsets! Fire pit, horseshoes, more!!!

Guest favorite

The exterior of the cottage showcases a shingle-style façade with a wooden porch. A white Adirondack chair is positioned on the lawn, overlooking expansive views of Penobscot Bay. The scene is framed by greenery and a clear blue sky, evoking a serene coastal atmosphere.

Cottage in Belfast

4.92 out of 5 average rating, 105 reviews

Moon Bay Cottage - Absolutely Amazing Bay Views!

Moon Bay Cottage is the quintessential Maine seaside retreat, tucked away in a small cottage community, with beautiful views, and only a few steps away to the private community beach on Penobscot Bay. We named Moon Bay Cottage for our favorite time to visit, when the moon is full, and the moonlight shimmers on the waters of Penobscot Bay. We invite you to come and fall in love with this wonderful spot where you drift to sleep listening to the lapping waters of the Bay, and calls of the Loons.

Top guest favorite

A compact bathroom features natural wood paneling and large window allowing for natural light. Amenities include a modern toilet, a pedestal sink with a mirror above, and a shelf with decorative items. Grab bars are installed for accessibility.

Guesthouse in Lincolnville

4.97 out of 5 average rating, 393 reviews

"The Lair" Guesthouse

"The Lair" is a just recently renovated small 200 square foot cabin with vaulted ceilings and plenty of natural sunlight. The building is located close to Green Tree Coffee and Tea, a coffee roaster, so the aroma of coffee will be in the air. We located about 400 yards South of the Islesboro Ferry and Lincolnville Beach and 2.4 milres North of Camden Hills State Park and Mount Battie. Free coffee and tea everyday, all day! We are closed for Winter, will re-open Mid-April. Thank you.

Top guest favorite

An open living space features a modern kitchen with dark countertops and light cabinetry, contrasted by soft natural light from two large windows. A comfortable sofa, accented by decorative pillows, is positioned near a round wooden table, creating a cozy gathering area. Exposed beams and corrugated metal add character to the ceiling.

Apartment in Belfast

4.98 out of 5 average rating, 316 reviews

Room with a Brew

Welcome to our new building. "A Room With a Brew" is located above Belfast's newest craft brewery, Frosty Bottom Brewing. A small community supported brewery open 2 days/week for 3-4 hours for beer share members. Guests can request a tour of the brewery and sample some fresh beer. Owners live in downtown Belfast and are available should any issues arise during your stay. The apartment/brewery is located 3 miles from downtown on a quiet road that offers local hiking and biking.

Top guest favorite

The exterior of a blue building is shown, featuring a prominent anchor decoration and a sign reading 'Sea Pearl.' Large windows allow for natural light, framing views of the green lawn and water nearby.

Guesthouse in Penobscot

4.97 out of 5 average rating, 216 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

A private outdoor area features a spacious hot tub with a protective cover. Nearby, two comfortable chairs are positioned on a deck, surrounded by trees. Soft lighting from ground fixtures enhances the serene environment, providing an inviting space for relaxation.

Cottage in Deer Isle

4.94 out of 5 average rating, 371 reviews

Beachfront Guest Cottage - Year-round Hot Tub!

Our cozy guest cottage has easy beachfront/kayak/canoe access, and is located very close (within walking distance at low tide) to the public boat launch for larger boats. Great location to explore Deer Isle, Acadia (approx 1hr), Castine (45m), and the Bangor (1hr) area. Brave children and adults even swim from the beach but comfortable swimming ponds/lakes are 10m in several directions. The hot-tub is open year-round! Additional guests can be considered prior to booking.

Top guest favorite

A tranquil shoreline along Penobscot Bay is depicted, featuring smooth sand and scattered pebbles. The landscape is framed by gentle hills in the distance under a partly cloudy sky, with reflections shimmering on the water's surface. Vegetation borders the beach, enhancing the natural setting.

Cottage in Belfast

4.99 out of 5 average rating, 126 reviews

Spectacular Cottage on Penobscot bay in Belfast

Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

Top guest favorite

The exterior of a cozy cabin is showcased, featuring wooden shingles and a dark roof. A small deck includes a two-chair dining set and a hot tub nearby, surrounded by lush greenery and a well-maintained lawn.

Cabin in Searsmont

4.98 out of 5 average rating, 120 reviews

Birch Hill Cabin w/Hot Tub

Birch Hill Cabin is set on the side of a hill, surrounded by almost 8 acres of woods. The cabin is 288 square feet, and the bathroom is detached and located approximately 20 feet from the cabin. A hot tub is conveniently located off the deck for ultimate relaxation! This cabin is tucked away, surrounded by nature! But also conveniently located to so many wonderful spots in the Midcoast! Come enjoy the peace and quiet, where you can rest and recharge!

Guest favorite

A gray cabin with a steep roof is nestled among tall trees, featuring a gravel driveway lined with green grass and scattered wildflowers. The entrance to the cabin is framed by lush foliage, creating a sense of privacy and seclusion.

Cottage in Penobscot

4.82 out of 5 average rating, 104 reviews

Cozy cottage in the woods

Cozy cabin set in the woods surrounded by fields. The perfect place for a romantic getaway, or to reconnect with friends and family, unplug and relax. Get cozy by the wood stove on chilly nights, or star gaze while you make s’mores by the fire-pit. Our place is just a few minutes drive to the ocean and great hiking trails. We are located very close to historic Castine and Maine Maritime Academy, and about one hours drive from Acadia National Park.