Holiday houses in Prospect

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Top-rated holiday rentals in Prospect

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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, 191 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!

Guest favourite
A living room is depicted with a light-colored sofa, flanked by two patterned armchairs. A wooden coffee table occupies the center, and a textured area rug is laid beneath. Natural light enters through sheer curtains, while wall art and a lamp enhance the cozy ambiance.
Home in Winterport
4.88 out of 5 average rating, 117 reviews

Hidden Gem

This recently renovated home is located in the heart of historic Winterport, Maine. It’s located on a quiet street with views of the Penobscot River. Winterport is an old fashion, quaint town, where everyone is very friendly. The home has three bedrooms and one bath with plenty of room to spread out. This house is so centrally located its only 52 miles to Bar Harbor and Acadia National Park, 21 miles to Belfast and 40 miles to Camden just to name a few of the beautiful coastal towns in Maine.

Top Guest favourite
The cottage is depicted with a white exterior and black shutters, surrounded by greenery. An American flag hangs near the entrance, and a silver SUV is parked on the gravel driveway. Clear blue skies and sunlight accent the inviting facade.
Home in Bucksport
4.98 out of 5 average rating, 136 reviews

Cozy 3 BR cottage with modern amenities

Bay View Cottage (circa 1887) is a newly-renovated 3 BR cottage with modern amenities conveniently located in Bucksport, a 30-min drive to Bangor and a 1-hr drive to Bar Harbor and Acadia National Park. It features 3 bright bedrooms, 2 full bathrooms, kitchen with brand new appliances, washer/dryer, spacious dining/living space and a large backyard. Bucksport is located on Penobscot Bay and offers a one-mile long riverside walkway and several options for hiking, fishing and outdoor recreation.

Top Guest favourite
A living room features a comfortable sectional couch with decorative pillows, set next to a wooden coffee table. A small chair and side table are positioned nearby. An air conditioning unit is visible beneath a large window, allowing natural light into the space. Greenery and wall art add a touch of character.
Apartment in Bangor
4.97 out of 5 average rating, 114 reviews

NEW MaineStay near Bangor Airport & Acadia Park

Just 5 minutes from the airport and minutes from many Bangor favorites and a fun drive to the beautiful Acadia National Park - this town house has it all! Featuring a Maine inspired reading corner, 3 smart TVs, board games, and many personal touches this is the perfect sanctuary after a long day. A fully stocked coffee bar with everything you need to make the perfect cup of coffee to sip on your private back patio. We have a washer & dryer, cooler, beach towels, chairs, so on in the basement!

Top Guest favourite
The cabin's exterior features a new blue siding with white trim, a wooden front porch, and a decorative flag. A palm tree and flower beds enhance the entryway, providing a welcoming appearance. Large windows allow natural light to brighten the interior space.
Cottage in Dedham
4.93 out of 5 average rating, 118 reviews

My Blue Heaven

The cabin is totally renovated with new appliances. Very cute and cozy, perfect for couples looking for a romantic get away. Jenkins Beach is closed for renovations this summer but you can still rent/launch boats there for a small fee. The cabin has WiFi and two TV’s, one has Apple TV, the other has streaming services as well and both have DVD players. Our cabin is not childproof, so not suitable for children under 5. Please look closely at the pictures if you’re bringing a small child.

Top Guest favourite
A fire pit surrounded by four chairs is positioned by the tranquil waters of Molasses Pond. The scene is framed by a grove of trees, with a dramatic sky stretching overhead, reflecting the calmness of the lake.
Home in Eastbrook
4.99 out of 5 average rating, 152 reviews

The Maine Getaway - Lakefront with Beach

If you are looking for a place to get away and relax, our house on Molasses Pond may be a good fit for you/your family. It is a hidden gem down a dirt road away from hustle and bustle. Peace and quiet is what you’ll find, along with a gorgeous view. It’s a great place for swimming, kayaking, paddle boarding, grilling, fishing, and laying on the hammock. We try to provide you with all the necessities you may need and are happy to answer any questions. We hope you enjoy it as much as we do!

Top Guest favourite
A metal sign featuring two donkey silhouettes is seen against a dimly lit background, displaying the text 'EST 2024' above the words 'WONKY DONKEY.' The evening sky casts a soft glow, enhancing the rustic charm of the entrance.
Home in Stockton Springs
5 out of 5 average rating, 22 reviews

The Wonky Donkey

Welcome to The Wonky Donkey! Where life can relax with a little humor, a little sanity and a little "central-to-it-all" when it comes to Midcoast Maine; and all that has to offer from Penobscot Bay to Seafood abundance to National Park hiking in Acadia. The Wonky Donkey life is a Hee-Haw (w/ the occasional bray!) while you enjoy the quietness of a wooded acreage. You get to relax in a newly built 3 bed 3 bath house with an open concept and lots of windows to absorb the wooded views.

Top Guest favourite
A wooden dock extends into a calm lake, framed by distant hills and clear skies. The water's surface reflects the surroundings, creating a serene and tranquil atmosphere.
Home in Orland
4.98 out of 5 average rating, 117 reviews

Private Lakefront Cottage Close to Bar Harbor

Newly renovated historic lakefront home on 8 acres with a lot of privacy. Conveniently located only 20 minutes from airport, this 2-story cedarshake home sits on the water's edge and is close to Bar Harbor and surrounding picturesque towns for shopping, restaurants and sightseeing. Large wrap-around porch (with dining table that seats 10 and several comfy seating areas) for family fun & outdoor dining. Large deck, perfect for swimming, lake fun and canoe rides. AC in bedrooms.

Top Guest favourite
A welcoming living area features a stone fireplace and modern furnishings. Two armchairs and a sofa surround a central coffee table, while a dining table is positioned nearby. A large wall-mounted TV is visible, with a well-equipped kitchen in the background.
Apartment in Bucksport
5 out of 5 average rating, 157 reviews

Luxury Coastal Maine 2BR Apt, 2nd Fl Stunning View

The entire building was completely and structurally remodeled and everything is new. Each unit has new floors, walls, lighting, HVAC, kitchens, bathrooms, bedrooms, and brand new mid-century modern furniture throughout. These are truly designed and built as luxury short term rental units. It's location is perfect to explore greater Penobscot Bay region, Acadia National Park, and it sits in the heart of mid-coast Maine. It is beautiful, friendly, and a perfect place to be.

Guest favourite
The exterior of a two-story house is surrounded by a green lawn and neatly trimmed bushes. The home features multiple windows and a balcony. A flag is displayed on a pole, while trees and landscaping create a natural backdrop.
Cottage in Verona Island
4.89 out of 5 average rating, 186 reviews

Nashport on the Penobscot

Ideal for families and outdoor enthusiasts! NOT A PARTY HOUSE! 3 BR 2 bath house located on Verona Island in the Penobscot River just inside the bay. Enjoy a peaceful stay on the water's edge or take day trips to Acadia NP and neighboring port towns like Bar Harbor, Castine, Ellsworth, Camden & Belfast. Mins from Bucksport, Penobscot Narrows Bridge & Observatory, and Fort Knox. 40mins to Mt Desert Island/Acadia National Park entrance. Hot tub. 3 bikes available. Garage.

Top Guest favourite
A cozy corner features a grey side table beside a light-colored sofa. A record player and speakers are positioned on a small console table, adjacent to a white built-in shelf holding decorative items and books. Natural light illuminates the space.
Apartment in Bucksport
4.98 out of 5 average rating, 55 reviews

The Cubby

Take it easy at this unique retro and peaceful second floor studio apartment. It features it’s own private entrance with ample parking. Fully functional kitchen with retro appliances and dishes. Bathroom features a large shower and vanity with plenty of light. There is a working rotary dial phone on the wall. There is also a record player with several albums. Cozy space for just relaxing. Sleeps 2 comfortably.

Top Guest favourite
The interior of the log cabin showcases a spacious living area with a cozy sectional sofa and a rustic wooden coffee table. Natural wood paneling lines the walls, while a well-equipped kitchen is visible in the background, featuring modern appliances and seating for three at a stylish island.
Cabin in Bucksport
4.94 out of 5 average rating, 47 reviews

Off-Grid Luxury on the Bog

Ever want to totally unplug and immerse yourself in nature but then remember you really like a cozy bed and nice kitchen to cook in? Our cabin has you covered! Our elegantly remodeled log cabin is nestled into 115 acres of Maine woods with access to a private bog. The path down to the water is steep and wild, but worth it for a private place to fish, paddle or simply take in the stunning sunsets over the water.

Popular amenities for Prospect holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Waldo County
  5. Prospect