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Compare 198 Vacation Homes in Winterport with updated reviews, rates, and availability.

Clean & Cozy 1BR Apt#6 w/Full Kitchen & Private Bath
1 bedroom apartment unit equipped with a Full Kitchen and Full bathroom
Clean & Cozy 1BR Apt#6 w/Full Kitchen & Private Bath
8.6 out of 10, Excellent, (8)
"Great little cottage for our two nights in Bar Harbor area. Convenient to Ellsworth which was just the right size for supplies and dining. Owner was super responsive and helpful."
Clean & Cozy 1BR Apt#6 w/Full Kitchen & Private Bath
Lake House Getaway with Rustic Charm - Sleeps 11
Lake House Getaway with Rustic Charm - Sleeps 11
10.0 out of 10, Exceptional, (5)
"This is great place to stay near Acadia national parks. The house is in front of a beautiful lake, where you can watch sunrise from one of the Master Bedrooms. The property is very comfortable for our party and had more than enough space for our group of six. The Kitchen had utensils and condiments needed to cook for yourself. The house is in a rustic setting and on a dirt road, secluded and rustic. It will be hard to find the way to the home if you arrive after sunset. The property managers...
Lake House Getaway with Rustic Charm - Sleeps 11
Gorgeous Oceanfront Retreat on Penobscot Bay
Estate on the sea. The house has been restored to its original "shingled" look.
Gorgeous Oceanfront Retreat on Penobscot Bay
9.8 out of 10, Exceptional, (57)
"We enjoyed our stay with friends and family. The house was very comfortable…and that porch…that porch is just fabulous. "
The price is AED 4,959
AED 7,911 total
includes taxes & fees
23 Nov - 24 Nov
Gorgeous Oceanfront Retreat on Penobscot Bay
New England style home, front of house is yours!
Exterior
New England style home, front of house is yours!
9.6 out of 10, Exceptional, (32)
"Nice little place in quiet area within walking distance of Belfast. "
New England style home, front of house is yours!
Quiet single-level fully furnished house
Visit Little Vernon! UMaine 12 mi, Northern Light Hosp 5 mi, BGR 2 mi
Quiet single-level fully furnished house
10.0 out of 10, Exceptional, (19)
"Very quiet neighborhood. House was very comfortable and met all our needs."
Quiet single-level fully furnished house
Gorgeous Waterfront Estate In Historic Bayside
Grand and spacious cottage built in 1878!
Gorgeous Waterfront Estate In Historic Bayside
10.0 out of 10, Exceptional, (65)
"Our stay was perfect and we wouldn’t change a thing. Plenty of space as far as bedrooms and bathrooms go. So much common space to enjoy a fire, meals, and outdoor space. The beach is very wide during low tide and an added perk. Beds and pillows are very comfortable. We can’t wait to plan a return trip."
Gorgeous Waterfront Estate In Historic Bayside
Peaceful waterfront home on quiet cove w/outdoor sauna near shops & hiking
Terrace/patio
Peaceful waterfront home on quiet cove w/outdoor sauna near shops & hiking
8.4 out of 10, Very Good, (5)
"Tranquil get away and perfect place to come back to chill after hiking!"
Peaceful waterfront home on quiet cove w/outdoor sauna near shops & hiking
Peaceful Bangor Getaway | Clean & Cozy 2BR Home
Peaceful Bangor Getaway | Clean & Cozy 2BR Home
2.0 star property
9.6 out of 10, Exceptional, (5)
"Very comfortable good location "
Peaceful Bangor Getaway | Clean & Cozy 2BR Home
Charming Cottage in Quaint Coastal Bayside, Maine with Waterview
Exterior
Charming Cottage in Quaint Coastal Bayside, Maine with Waterview
2.0 star property
9.8 out of 10, Exceptional, (10)
"The property is very clean in nice neighborhood! Really enjoyed the stay!"
Charming Cottage in Quaint Coastal Bayside, Maine with Waterview
4 BR and 2BA pet-friendly Bucksport oasis, with private hot tub!
Outdoor spa tub
4 BR and 2BA pet-friendly Bucksport oasis, with private hot tub!
10.0 out of 10, Exceptional, (6)
"We had a great weekend away from our busy lives in New York, to visit family in Maine! The home was a great space to relax after long days of exploring! Very close to anything and everything you would need! Clean and cozy! The view of the stars from in the hot tub were just breath taking! We would love to come back in the future with my in-laws !! "
The price is AED 1,102
AED 1,369 total
includes taxes & fees
3 Dec - 4 Dec
4 BR and 2BA pet-friendly Bucksport oasis, with private hot tub!
Modern Apartment| Peaceful Community
Modern Apartment| Peaceful Community
2.0 star property
8.0 out of 10, Very Good, (4)
"Stayed at this property for multiple days on a trip with my partner. 0 issues what so ever & communication with the host was great. This would be a great place to stay for family coming to visit a student. Set back enough where you won’t get unnecessary noise from parties and such but still well within easy walking distance to the center of town for all of the restaurants. Will stay here again if I’m ever back in town "
Modern Apartment| Peaceful Community
Maine Wilderness Oasis: Swimming, Hiking, Fishing, Boating
Property grounds
Maine Wilderness Oasis: Swimming, Hiking, Fishing, Boating
10.0 out of 10, Exceptional, (33)
"- Gorgeous home - Quiet and beautiful property - Great drive to Acadia - Easy access to Bangor - WiFi and TV not reliable - We’ll be back!"
The price is AED 474
AED 1,041 total
includes taxes & fees
23 Nov - 24 Nov
Maine Wilderness Oasis: Swimming, Hiking, Fishing, Boating
Four Bedroom Plus Bonus Room Cape in Quiet setting
Exterior
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
3-bedroom vacation home just 45 min away from Bar Harbor Me.
Exterior
3-bedroom vacation home just 45 min away from Bar Harbor Me.
10.0 out of 10, Exceptional, (24)
"The property is gorgeous and was well equipped with everything we needed for our stay. The hosts were friendly, communicative, and very welcoming."
3-bedroom vacation home just 45 min away from Bar Harbor Me.
Cozy retreat in the Woods! 10 minutes to Belfast. 1 hour to Acadia. Pets OK.
Private kitchen
Cozy retreat in the Woods! 10 minutes to Belfast. 1 hour to Acadia. Pets OK.
9.4 out of 10, Exceptional, (10)
"The house in woods was perfect for our needs. 3 retired nurses and my pup who have been to Maine multiple times. The house was located central to the area we love to explore but away from the busy tourist area. We loved the privacy and quiet. William was terrific about checking in to see if we were doing well. We had a great week in this cute house. "
Cozy retreat in the Woods! 10 minutes to Belfast. 1 hour to Acadia. Pets OK.
2 story cozy home. Walk to downtown Bangor and Brewer. Safe quiet neighborhood
Living room with open concept to dining table. TV with Roku. 1st floor
2 story cozy home. Walk to downtown Bangor and Brewer. Safe quiet neighborhood
10.0 out of 10, Exceptional, (6)
"The house was very clean!! The only downfall was that my parents are elderly and the stairs were a bit narrow for them. "
2 story cozy home. Walk to downtown Bangor and Brewer. Safe quiet neighborhood
Waterfront Hampden Home on Hermon Pond!
Hampden Vacation Rental | 3BR | 2BA | 2,800 Sq Ft | 6 Steps Required
Waterfront Hampden Home on Hermon Pond!
8.6 out of 10, Excellent, (8)
"In Maine visiting UMaine Orono. Property had everything we needed for a comfortable stay. House had plenty of room, 2nd floor bed was comfortable. Close to campus, restaurants, and the view of the lake was lovely. Some aesthetic aspects of the home appeared unfinished/in progress, but this did not negatively affect our stay. Thank you!!"
Waterfront Hampden Home on Hermon Pond!
Gorgeous lakefront home w/ dock, canoe, kayaks & lake/forest views
Gorgeous lakefront home w/ dock, canoe, kayaks & lake/forest views
8.8 out of 10, Excellent, (39)
"A beautiful house on the lake. We really enjoyed our time kayaking and fishing on the lake. The property is just as it was described. I would highly recommend this property if you are looking for a quiet spot to get away and relax."
Gorgeous lakefront home w/ dock, canoe, kayaks & lake/forest views
Big Red House - Historic Bangor Home
The historical Big Red House - the BRH for short. Welcome! 🏠❤️
Big Red House - Historic Bangor Home
10.0 out of 10, Exceptional, (102)
"Easy check in, quick responses from host. Beautiful old home, well maintained."
Big Red House - Historic Bangor Home
Secluded waterfront home with private dock, outdoor dining, firepit, WiFi & W/D
Secluded waterfront home with private dock, outdoor dining, firepit, WiFi & W/D
8.6 out of 10, Excellent, (11)
"Had a good nites sleep after heat was on"
Secluded waterfront home with private dock, outdoor dining, firepit, WiFi & W/D
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

Waterfront cottage with deep water dock, ocean front.
Exterior
Waterfront cottage with deep water dock, ocean front.
10.0 out of 10, Exceptional, (86)
"Had a great time! House was very clean, had anything you could ask for. Will be back!"
Waterfront cottage with deep water dock, ocean front.
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided
Exterior
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided
9.8 out of 10, Exceptional, (55)
"Wonderful camp, just magnificent views of the pond. The road was tough (unpaved), but it was so quiet. Again we went in October. Inside was very clean and nice, just like the photos they had on the website. We took drive to Bar Harbor very nice 👌 "
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided
Cozy Cabin By The Pond, Sleeps 2
Welcome to the Cozy Cabin
Cozy Cabin By The Pond, Sleeps 2
10.0 out of 10, Exceptional, (156)
"John and Barbara are the best hosts. I use their property every fall for when I am closing my camp. They are the best hosts ever. They give you the best greeting when you arrive and are willing to help if needed. The cabin is so sweet. I absolutely love how cozy it is. The little kitchen is perfect for cooking at the cabin. And there is enough little counter space to do a small puzzle! I am so grateful they take care of me in my camp closing."
The price is AED 441
AED 729 total
includes taxes & fees
3 Dec - 4 Dec
Cozy Cabin By The Pond, Sleeps 2
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.