Holiday rentals in Penobscot Bay

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Top-rated holiday rentals in Penobscot Bay

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Top guest favourite
A charming modern cottage with a red exterior and a pitched roof stands amidst lush greenery. The covered porch is furnished with comfortable seating, inviting relaxation. Large windows allow natural light to enter, enhancing the welcoming atmosphere of the property.
Home in Northport
4.98 out of 5 average rating, 236 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.

Top guest favourite
The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.
Treehouse in Appleton
4.97 out of 5 average rating, 427 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 favourite
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.
Guest house in Orland
5 out of 5 average rating, 127 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!!!

Top guest favourite
A newly constructed cabin is set against a backdrop of dense forest, featuring a covered porch with wooden railings. The cabin's design includes large front doors that provide a welcoming entry. The surrounding trees create a natural and peaceful environment.
Cabin in Southwest Harbor
4.97 out of 5 average rating, 109 reviews

Cabin In The Woods: Sleepy Deer

Situated on the edge of 5 acres of forest between Acadia National Park and downtown Southwest Harbor, this cozy cabin is ideal for a weekend trip or a longer stay on beautiful Mount Desert Island. Enjoy your morning coffee on porch before heading out for a hike around Long Pond, a swim at Echo Lake, or a walk into town for the weekly Farmer’s Market, shops and restaurants - all a mile or less away! End your day around the outdoor fire pit, roasting marshmallows or enjoying an evening cocktail.

Top guest favourite
The image captures a serene view of the water at sunset, with the sun reflecting on the surface. Framed by lush green foliage, a small rustic bench is positioned on the shore, inviting quiet moments of contemplation.
Cottage in Belfast
4.97 out of 5 average rating, 191 reviews

Quiet cottage on the bay

Settle in at this mid-coast Maine treasure, where you will find more than you hoped for in a getaway. Located in a private neighborhood and setback on a private road on 2.5 acres. You can take a short stroll down a wooded path to the Belfast bay and watch the sunset or simply enjoy the view from living room. The rocky beach gives you access to a wonderful piece of the Maine coastline. Come make some memories at this unique, pet and family-friendly quiet cottage just 1 mile to downtown Belfast.

Top guest favourite
A bright living room features large windows that allow ample natural light, offering a view of the surroundings. A spacious sofa and a cozy armchair are arranged near a small table. A TV is positioned on a light-colored media console, adding to the inviting atmosphere.
Flat in Belfast
4.99 out of 5 average rating, 103 reviews

Bright & Spacious Waterview Haven Downtown Belfast

Right on Main St. this apartment is bright and spacious; our recently renovated 2nd-floor haven is in the heart of Belfast. Sun-filled and airy, this one-bedroom offers peaceful charm just steps from downtown. Relax with views of the tidal river and Belfast Harbor—especially stunning at twilight as the sky reflects off the water. Centrally located, close by shops, cafés, and the waterfront. It’s the perfect location for solo travelers, couples, or friends to unwind, explore, and feel at home.

Top guest favourite
A rustic lakefront cabin is positioned near the water's edge, featuring a spacious screened-in porch. The surrounding area includes natural stone and vibrant autumn foliage. The cabin's exterior is painted green, complemented by a wooden deck offering a view of the lake.
Cabin in Otis
4.96 out of 5 average rating, 192 reviews

Rustic Cabin on Beech Hill Pond near Acadia

Our rustic lakefront cabin is on beautiful crystal clear Beech Hill Pond near Acadia National Park and Bar Harbor, Maine. The cabin has 2 bedrooms and is suitable for 1 to 4 guests. It is furnished with the amenities listed as well as a dock, swimming float, fire pit with firewood, gas grill, and table and chairs. Enjoy the peacefulness from the screened in porch which overlooks the lake after a day of hiking in Acadia National Park. You will hear the call of the loons while relaxing.

Guest favourite
A cozy bedroom displays a spacious bed with a checkered comforter against vibrant green walls. A comfortable chair is situated nearby, and a small desk with a lamp is positioned next to the bed. Natural light streams in through a window dressed with soft curtains.
Guest house in Camden
4.93 out of 5 average rating, 120 reviews

Sleep Where The Mountains Meet The Sea

Kick back and relax in this comfortable and spacious one-bedroom guesthouse "Where the Mountains Meet the Sea". With towering trees and luscious ferns, live like a local in a quiet Camden neighborhood. Unbeatable location with lakes, rivers, and mountains all within walking distance, plus historic downtown Camden and harbor are just a 3 minute drive away. Perfect for a weekend getaway, business trip, staycation, or cozy home base while exploring everything Mid-Coast Maine has to offer.

Top guest favourite
Cabin in Sedgwick
4.98 out of 5 average rating, 182 reviews

Rustic Chic Private Getaway Cabin @Diagonair

Private pet-friendly Maine cabin on 12 wooded acres and blueberry fields, one hour from Acadia National Park. A favorite of couples visiting Maine for the first time. • 15 minutes to shopping, hiking, swimming • Fully equipped open kitchen/sitting room with gas fireplace • Screened porch with rocking chairs and chaise • Loft bedroom with full bed and new linens • WiFi, Roku TV, gas grill, stocked bar • EV charger • Seasonal wild blueberries • Dark skies, slow mornings, quiet nights

Guest favourite
The yacht, Nebi, is depicted docked on calm waters. Its sleek white exterior is complemented by blue canopy awnings. Surrounding scenery includes charming buildings, suggesting a lively marina environment, while a church steeple is visible in the background against a partially cloudy sky.
Boat in Damariscotta
4.9 out of 5 average rating, 133 reviews

Nebi—Private Yacht on Scenic Damariscotta River

With warm wood interior, Nebi has the comfort of a home and a 360-degree view of the tidal Damariscotta River. Experience a unique Maine adventure, swim right off the boat, or paddle the inclusive kayaks downriver to view everything from seals to ospreys and oyster farms. The quaint twin villages of Damariscotta - Newcastle are a 2-minute stroll away from the private marina with charming restaurants, galleries and a short drive to gorgeous lighthouses, walking trails and beaches.

Top guest favourite
A serene view of Penobscot Bay is framed by lush green foliage and a rustic wooden fence. Boats are visible in the distance, and the calm water reflects the clear blue sky, creating a tranquil coastal scene.
Flat in Belfast
4.97 out of 5 average rating, 104 reviews

Coastal Loft Apartment with Beach Access

Welcome to our spacious studio loft apartment nestled in the heart of downtown Belfast, Maine. With its prime location and direct private beach access, this charming retreat offers the perfect coastal getaway. Enjoy the fresh sea air while taking strolls along the water. Walk to the vibrant downtown area, filled with eclectic shops and restaurants, all just steps from your door. Whether you're seeking relaxation, adventure, or a mix of both, this space is the perfect home base.

Top guest favourite
A small guest house is set amidst lush greenery, featuring a dark exterior with large windows. A bright green door provides a striking contrast. The surrounding trees and plants contribute to a natural, secluded atmosphere that emphasizes privacy.
Guest house in Sedgwick
4.96 out of 5 average rating, 303 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.

Popular amenities for Penobscot Bay holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Penobscot Bay