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Compare 195 Vacation Homes in Winterport with updated reviews, rates, and availability.

Dogs Welcome Peaceful Point Eddington ME, Near Acadia National Park & Bar Harbor

10.0 out of 10, Exceptional, (82)
"Beautiful, peaceful place with plenty of room to spread out. This is our 4th or 5th visit and all agree we'll be back next year. Thanks Josh!"
Dogs Welcome Peaceful Point Eddington ME, Near Acadia National Park & Bar Harbor

Gorgeous Oceanfront Retreat on Penobscot Bay

9.8 out of 10, Exceptional, (58)
"Such a wonderful spot to sit relax and catch up! "
The price is AED 4,958
AED 7,875 total
includes taxes & fees
4 Feb - 5 Feb
Gorgeous Oceanfront Retreat on Penobscot Bay

Relaxing lodge in the woods

9.8 out of 10, Exceptional, (20)
"My grandson was so excited to see the bobcat in the yard. We’re no strangers to wild animals what a great home you have. Thanks for sharing your home with us. We would like to come back "
Relaxing lodge in the woods

Big Red House - Historic Bangor Home

10.0 out of 10, Exceptional, (104)
"We loved the house. We stayed here once before in 2021. The whole process was smooth, communication was wonderful, house was spotless and comfortable, hosts are easygoing and very reasonable with no fussy rules. We would definitely stay here again. Thank you so much!"
Big Red House - Historic Bangor Home

Cozy home in Bangor Maine

9.4 out of 10, Exceptional, (16)
"This was a great little place! 4 bedrooms, a fire pit, lots of dishes available. The general location is pretty central, with easy access to highways and the mall. The street is not the easiest to access, unfortunately. The floors were pretty squeaky, and the front downstairs mattress was not the most comfortable. The other 3 rooms had relatively nice mattresses, however. Lots of pillows and blankets were provided. The internet was fast. Hosts Travis and Ann were courteous and responsive. A...
Cozy home in Bangor Maine

Quintessential Maine Lake House, 280Ft of Waterfront, near Acadia & Bar Harbor

10.0 out of 10, Exceptional, (24)
"Beautiful cabin and location! The fall colors around the lake made it the perfect fall spot. Less than an hour drive to Acadia and short trip to Bangor for restaurants, but still has that secluded cabin feeling. At the cabin we took advantage of the kayaks, fishing poles, hammock, firepit, and appreciated the welcome goodies. The lake is amazing with crystal clear water. We also hiked up Mt. Baldy nearby for a great view overlooking the lake. The cabin itself met needs well for a family of...
Quintessential Maine Lake House, 280Ft of Waterfront, near Acadia & Bar Harbor

Charming Cottage in Quaint Coastal Bayside, Maine with Waterview

2.0 star property
10.0 out of 10, Exceptional, (12)
"This was a perfect, toasty warm, place for family to stay over the Christmas holiday. The open floor plan on the first floor is wonderful for communicating. The one year old enjoyed walking around this area. We enjoyed the big dinning table for meals, board games, and wrapping gifts. The beds were very comfortable. Two of the bedrooms have a water view in winter! The property managers are exceptionally attentive. They went above and beyond coming first thing in the morning to shovel snow!"
Charming Cottage in Quaint Coastal Bayside, Maine with Waterview

Ground-floor duplex with WiFi & W/D - walk to river and downtown

9.0 out of 10, Wonderful, (14)
"This place is very clean and the rooms are large. I enjoyed the walk down to the water, which is close by. Kitchen was well stocked. I, too, felt a railing on the stairs would be helpful. I am new to the Vacasa connection, so that took some learning, but all went well. "
Ground-floor duplex with WiFi & W/D - walk to river and downtown

Modern, Dogs Welcome, Near Acadia National Park & Bar Harbor

10.0 out of 10, Exceptional, (149)
"Great property. Wonderful trip. "
Modern, Dogs Welcome, Near Acadia National Park & Bar Harbor

Lakefront, newly rebuilt, dog-friendly home with private beach, dock & firepit

10.0 out of 10, Exceptional, (10)
"We enjoyed the stay at your property. Beautiful location and home."
Lakefront, newly rebuilt, dog-friendly home with private beach, dock & firepit

Maine Wilderness Oasis: Swimming, Hiking, Fishing, Boating

10.0 out of 10, Exceptional, (34)
"Our stay was amazing! This house had everything we needed, including an incredible rustic setting! Just what the doctor ordered for a relaxing stay!!!"
Maine Wilderness Oasis: Swimming, Hiking, Fishing, Boating

Gorgeous Lakefront House Rental facing South on Green Lake in Dedham, Maine

9.8 out of 10, Exceptional, (24)
"Everything about this property is above and beyond expectations. Location is just 5 mins from the Bangor Rd. There are 2 houses to rent if you like. We rented the larger house with all of the comforts of home. Very spacious outside space & parking, three bedrooms with plenty of bedding, lots of comfortable seating, incredibly equipped kitchen, great deck and water front, kayaks ++, loons too. Close to Bangor & Bar Harbor for day trips. Scott was great to communicate with. Very special "
Gorgeous Lakefront House Rental facing South on Green Lake in Dedham, Maine

Oceanfront Home Overlooking Penobscot Bay , Castine Maine.<br>History abounds !

10.0 out of 10, Exceptional, (59)
"Peregrine House is situated on a quiet road in a peaceful location with a lovely view of the bay and gorgeous sunsets. There is easy access to the town of Castine and the house is a short walk to the beach where we enjoyed swimming. The house was well-equipped. The beds and living area were comfortable. Mary Lou was responsive to our questions and needs. We thoroughly enjoyed our stay."
Oceanfront Home Overlooking Penobscot Bay , Castine Maine.<br>History abounds !

Waterfront stay with scenic deck, grill, smart TVs, shore access - dog-friendly

9.6 out of 10, Exceptional, (18)
"Conveniently located near MMA. Nicely equipped, clean house. So appreciate that the house is pet friendly. Sometimes worry that pet friendly places will smell like dog ( pet friendly hotel rooms are the worst). Not this house. Very well maintained. Yard and rocky beach are beautiful. Very easy check-in. Loved the back deck, stargazing at night was beautiful. Lots of wildlife; saw deer every evening and an eagle. Thank you for a great family stay. "
Waterfront stay with scenic deck, grill, smart TVs, shore access - dog-friendly

Privately owned water view cottage with fabulous views of Penobscot Bay!

10.0 out of 10, Exceptional, (49)
"We loved our stay at this property! It was so clean and comfortable and felt very homey! The view of Belfast Bay from the screened porch was the icing on the cake. We prepared a lot of our own meals, and the kitchen was well-equipped for our needs. The home was in the just-right location for our explorations of Midcoast and Down East Maine."
Privately owned water view cottage with fabulous views of Penobscot Bay!

Lakeside Lodge! Summa

10.0 out of 10, Exceptional, (1)
"Staying on the lake was so nice! It was so beautiful to wake up to in the morning and listening to the loons in the evening was wonderful. The cabin is very spacious!"
Lakeside Lodge! Summa

Close to BEACH, GOLF COURSE,HIKING Belfast and Camden

10.0 out of 10, Exceptional, (5)
"Had a wonderful stay at this home, perfectly located for what I wanted to be doing my pups enjoyed the backyard and running around the property"
Close to BEACH, GOLF COURSE,HIKING Belfast and Camden

MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,

10.0 out of 10, Exceptional, (27)
"Beautiful townhouse...Easy access to I-95 and close to the airport"
The price is AED 470
AED 1,025 total
includes taxes & fees
9 Feb - 10 Feb
MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,

Arts & Crafts Cottage In Picturesque Bayside, Maine

10.0 out of 10, Exceptional, (28)
"A really cool, cute, cozy cottage. Well maintained. Kitchen is stocked with everything you need. Owner couldn't be nicer or more welcoming. Welcome brochure explains most any questions you would have. Beautiful area, breathtakingly beautiful sunsets over Belfast Harbor. The furniture and bedding is very comfy. Stairs for those with mobility issues, and just one (really nice bath). A good value."
Arts & Crafts Cottage In Picturesque Bayside, Maine

Four Bedroom Plus Bonus Room Cape in Quiet setting

9.2 out of 10, Wonderful, (5)
"Needs a sign stating the house number. We drove back and forth for 1/2 hour looking for address to house. Also needs more plates and new pans for cooking. They are rusted."
Four Bedroom Plus Bonus Room Cape in Quiet setting
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Winterport

1812 Pierce House

3.5 star property
The price is AED 911
AED 993 total
includes taxes & fees
4 Feb - 5 Feb
1812 Pierce House

Cozy Cabin By The Pond, Sleeps 2

10.0 out of 10, Exceptional, (162)
"Extremely cozy, easy to find, great hosts, close to some very cute towns."
The price is AED 441
AED 729 total
includes taxes & fees
4 Feb - 5 Feb
Cozy Cabin By The Pond, Sleeps 2

Waterfront cottage with deep water dock, ocean front.

10.0 out of 10, Exceptional, (89)
"We thoroughly enjoyed our stay at the cabin. It had all we needed and the radiant heat in the floor was a plus! We enjoyed the town and plan to return in the future ! Thanks Jon !"
Waterfront cottage with deep water dock, ocean front.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.