Holiday rentals in Winterport

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Top-rated holiday rentals in Winterport

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Top guest favourite
An aerial view captures the coastal cottage set on a granite ledge beside the Penobscot River. Surrounding trees in autumn hues frame the property, and the tranquil water reflects the colorful foliage, creating a serene natural setting.
Home in Hampden
5 out of 5 average rating, 139 reviews

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

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
A comfortable living space is complemented by large windows offering expansive views of the surrounding countryside. A gas fireplace adds warmth, and a ceiling fan provides airflow. The seating includes a leather chair and a sofa adorned with decorative pillows, set over a soft area rug.
Guest house in Winterport
5 out of 5 average rating, 113 reviews

Winterport Evergreen Farm - Guest House

Relax & enjoy a private, peaceful stay at this beautiful Christmas tree farm in Winterport. We offer the perfect spot for nature lovers and couples! Conveniently located 20 minutes from both Bangor and Belfast and 75+/- mins from Acadia National Park. After a day of adventuring on or off the property, unwind around the fire pit or on your deck. This property has woodland trails that cover 200+ acres that includes a pristine farm pond. Couples who love cooking will relish the appointed kitchen

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.

Guest favourite
A view of Tracy Pond is framed by the cottage's window. Lush trees with vibrant autumn foliage border the serene water's edge, reflecting a peaceful landscape. The clear sky above enhances the natural beauty of the secluded environment.
Cottage in Hermon
4.91 out of 5 average rating, 141 reviews

Lakefront Cottage on Tracy Pond

Lakefront cottage on 47 acre Tracy pond. The pond has no public access so it is quiet with only my home and another Air BnB on site. You share the backyard with my home. Loons, eagle, deer, otter and beaver are around. It has a fully equipped kitchen, deck and gas grill along with a stone firepit. Minutes to Bangor airport and downtown and one hour to Acadia National Park. You can swim and boat on the pond with kayaks and a canoe provided. Pets welcome but keep on leash and clean up after.

Top guest favourite
Bungalow in Sedgwick
4.99 out of 5 average rating, 234 reviews

Exquisitely Modern Stargazing Cottage @Diagonair

Romantic and private, this 2,000 sf modern luxury cottage nestled on twelve acres is a favorite of honeymooners and lovers of modern design * One hour to Acadia National Park & Bar Harbor; 15 min to shopping, hiking, swimming * Stargazing deck * 2 full baths, one with steam shower * Fully equipped kitchen with under-counter fridge/freezer * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

Top guest favourite
A two-story red building features a sloped roof with solar panels, surrounded by lush greenery. An outdoor area includes a picnic table and several chairs, offering a tranquil space for relaxation. A garage door can be seen, blending seamlessly with the rustic aesthetic.
Flat in Belfast
4.98 out of 5 average rating, 348 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 favourite
A spacious living area is presented, featuring a light wood dining table with chairs, a comfortable sofa, and a workspace with a desk and chair. Large windows offer views of the surrounding fields, while a kitchen with modern appliances is visible in the background.
Flat in Palermo
4.98 out of 5 average rating, 108 reviews

One bedroom apartment in rural Waldo County, Maine

A peaceful and scenic setting amidst hay fields in Palermo, ME, a rural location in Waldo County. Central and Mid-coast Maine travel distances (mi.): Waterville: 20; Rockland: 34; Augusta: 24; Belfast:26. The building's lower apartment is dedicated to Airbnb guests. Notes: Smoking is not permitted anywhere on the premises! Evening restaurant options are available only in the locations listed above. There are six entrance steps. Please provide advance notice regarding pet(s)!

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
The cabin entrance features a wooden deck with a railing, leading to a welcoming door. Surrounded by trees, the light filters through the foliage, creating a serene atmosphere. A decorative piece hangs beside the entry, adding character to the exterior.
Cabin in Freedom
4.91 out of 5 average rating, 330 reviews

Cozy Lakefront Cabin in Freedom, ME

Our secluded, very quiet and private two bedroom cabin with loft features a bug-free screened-in porch on its large deck. The cabin overlooks peaceul Sandy Pond, inhabited by bald eagles, loons, and herons. Watch beautiful sunrises and sunsets, fish and kayak from our dock. We're close to coastal Belfast, Unity, MOFGA (annual Common Ground Fair), Waterville, Acadia and Camden. Eat at The Lost Kitchen, visit the Amish, hike the Hills to Sea Trail.

Top guest favourite
A contemporary yurt is nestled among snow-dusted trees, surrounded by a blanket of white snow. A spacious deck extends from the yurt, providing access to the inviting living space. The serene winter landscape and trees enhance the retreat's secluded charm.
Yurt in Appleton
4.95 out of 5 average rating, 356 reviews

SNOW SWEET, A Yurt for All Seasons

Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Top guest favourite
Flat in Belfast
4.98 out of 5 average rating, 112 reviews

Parisian apartment in downtown Belfast, Maine

Elegant Parisian-inspired apartment ideal for one couple in the heart of the charming coastal city of Belfast, Maine. Enjoy a stylish, comfortable experience at this central downtown location, steps away from restaurants, shops, and the beautiful waterfront/trail. Free/safe overnight public parking 250 feet away. The bed is made, the table is set, there is a Bluetooth-enabled vintage radio, games, and a smart TV.

Popular amenities for Winterport holiday rentals

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