Holiday rentals in Winterport

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Top-rated holiday rentals in Winterport

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Guest favourite

Home in Stetson

4.96 out of 5 average rating, 165 reviews

Lakefront Log Cabin on Pleasant Lake

Best view on the Lake! 500' of frontage out on a point. Private boat launch and dock site available. Covered deck to watch the sunset. Outdoor firepit, as well as indoor gas insert. Propane grill on site. Plenty of parking available. In the winter, ideal location for snowmobiling and ice-fishing. Right on to the lake and then 4 locations to get on local/ITS trails. Great fishing 200’ from the porch. Once the ice is out, hit the black crappie and Smallies from the convenience of a private launch

Superhost

Rental unit in Searsport

4.82 out of 5 average rating, 305 reviews

Lakefront Vacation Apartment in Searsport ME

All season private top floor apartment. Hammock, loungers, floats. Acadia/State parks close. Canoe, kayaks, hot tub/wood floating dock (seasonal use), fire pit, grill, swim, fish. Modern/Antique furnished: queen bed plus loveseat twin. Massage/lounger. 2nd queen, twin inflatables. Fully equipped kitchen. Families w/kids, business guests welcome. Wifi smart TV. Great hikes, mountain bike rentals close. Snow shoes/sled included, skiing close. Separate entrance/apt above home not full home.

Guest favourite

Guest house in Prospect

4.97 out of 5 average rating, 121 reviews

The Penobscot River Ranch Guesthouse

This unique four season property sits on 13+ acres on the Penobscot River in Prospect Maine facing Winterport. 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.

Guest favourite

Cottage in Trenton

4.98 out of 5 average rating, 577 reviews

Whitetail by the River, Acadia National Park 10m

Whitetail Cottage - 4 MILES TO MDI- nestled between woods edge & rolling meadows w/views distant views of the Jordan River! Now with WiFi! Tiny home is ONLY 10 MILES to Acadia National Park -a hikers paradise! Minutes to Mount Desert Island but secluded enough to disconnect &get back to nature.Enjoy privacy, breathtaking sunsets,stargazing & local wildlife! Perfect for 2 & cozy for 4. A short drive to MDI,Acadia, Bar Harbor,Ellsworth,Southwest Harbor,Northeast Harbor,Shops & Lobster Pounds

Guest favourite

Guest house in Orland

4.99 out of 5 average rating, 132 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!

Guest favourite

Rental unit in Belfast

4.98 out of 5 average rating, 299 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.

Superhost

Tiny home in Jackson

4.86 out of 5 average rating, 240 reviews

Tiny House oasis in Beautiful Waldo County. We❤️🐕

We have an adorable rustic & comfy tiny house; warm & cozy, with a big queen bed AC & heater. There is a fridge, tea kettle, toaster oven & stovetop. There's a simple composting toilet indoors which works well & smells not at all. NO INDOOR PLUMBING but we supply drinking/cooking/washing water & there is a sink that drains. *August 7 Update: 3 pm check-in is conditional. My teaching schedule 🎻 is busy, so please confirm check-in times before you make the trip.*

Guest favourite

Rental unit in Bangor

4.93 out of 5 average rating, 214 reviews

Gorgeous Retro - The Lancaster Studio - NO FEES!

This unique place has a style all its own. You will love the mid-century feel of this cozy studio apartment. Walking distance to Waterfront music venue. Fully equipped with a stylish kitchen, roomy bathroom, and a raised private patio for outdoor dining. This second floor apartment has a comfortable bed (Full-Size), TV, fast Wi-Fi, and is pet friendly. We have a large 2 bedroom apartment too -click our profile pic to see it. No extra fees.

Guest favourite

Guest suite in Hermon

4.87 out of 5 average rating, 195 reviews

Lake House Cottage

Cozy two bedroom apartment attached to our home on Hermon Pond in Hermon Maine. We are 5 minutes from the interstate, 20 minutes from Bangor international airport and about an hour from Acadia National Park. With our long private driveway and pond in the backyard it could be the middle of nowhere. The apartment was recently remodeled and has a very cozy camp feel with wide yellow pine walls, hidden doors and a great view of the lake.

Guest favourite

Cottage in Hampden

4.97 out of 5 average rating, 290 reviews

MaineStay Cottage #3 Full Kitchen Hampden/Bangor

NEWLY RENOVATED from top to bottom! MaineStay Cottage #3 highlights a modern farmhouse theme with touches of Maine blueberries throughout! Featuring brand new stainless steal appliances, a fully stocked kitchen, an electric fireplace, new ultra comfort bedding, fresh linens, a smart TV for streaming your favorite shows, with a charming dining area for 2, and everything you’d need for a relaxing stay - you can’t go wrong!

Guest favourite

Cottage in Waltham

4.95 out of 5 average rating, 734 reviews

Quiet lakefront cottage on Graham Lake

Waterfront cottage on quiet Graham lake in the middle of our small working farm. Great spot for quiet relaxation, fishing or kayaking. 2 canoes on the property. Good central location for visiting Bangor, Bar Harbor, Acadia National Park and Downeast Sunrise ATV Trail. Private setting. Wifi available at the farmhouse. Because of family allergies, we cannot host pets

Guest favourite

Home in Brooks

4.9 out of 5 average rating, 245 reviews

Cedar Swamp Farm

A 2 bedroom house with a porch and gazebo in the back yard in a rural setting located on gravel road. Overlooking lovely horse pastures and deer often come to visit. 35 additional wooded acres to explore. There are unorganized trails that abut “Dead Brook“ available to walk. “Majic”, “Wally” and “Boots” are your neighbors and love to say hello and get a pat.