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Compare 200 Vacation Homes in Winterport with updated reviews, rates, and availability.

Spacious Lake House + 2 Detached Guest Houses

10.0 out of 10, Exceptional, (9)
"Such a great location and property for our 3 families. Off the beaten path on a quiet corner of the lake, we spent lots of time swimming, paddling, and relaxing. The Maine house easily accommodated us for meals, games, and hanging out. The cabins were great to spread out at night. We look forward to a repeat stay! "
Spacious Lake House + 2 Detached Guest Houses

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

Lakeside 4BD: Pushaw Lake Retreat

9.0 out of 10, Wonderful, (4)
"Everything exceeded our expectations. We hope to be back soon."
Lakeside 4BD: Pushaw Lake Retreat

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

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)
"- Gorgeous home - Quiet and beautiful property - Great drive to Acadia - Easy access to Bangor - WiFi and TV not reliable - We’ll be back!"
Maine Wilderness Oasis: Swimming, Hiking, Fishing, Boating

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

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 !

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...
The price is AED 474
AED 1,165 total
includes taxes & fees
18 Jan - 19 January 2025
Cozy home in Bangor Maine

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

10.0 out of 10, Exceptional, (25)
"Had everything we needed plus all the extra little touches. Very convenient to explore Acadia and environs."
The price is AED 466
AED 1,033 total
includes taxes & fees
7 Jan - 8 January 2025
MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,

Air conditioned home on Beech Hill Pond 20 feet from the shore. Great location!

10.0 out of 10, Exceptional, (23)
"Loved our stay here, chose this home because of its proximity to Bangor and Acadia. We enjoyed exploring both places over several days but would have been happy just relaxing at this cozy waterfront cabin. Would recommend and hope to stay again in the future!"
Air conditioned home on Beech Hill Pond 20 feet from the shore. Great location!

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

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!

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

Quiet single-level fully furnished house

10.0 out of 10, Exceptional, (20)
"It was very cozy quiet area , i would book again if i need to visit Bangor ."
Quiet single-level fully furnished house

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

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!

Orrington Vacation Rental w/ Private Deck & Views!

10.0 out of 10, Exceptional, (13)
"This property was fantastic, they really thought of everything to make your stay as comfortable as possible. Very clean, and up to date. Would definitely stay again when we’re back in the area. "
Orrington Vacation Rental w/ Private Deck & Views!

Renovated home steps from pristine Beech Hill Pond, Air Conditioned

10.0 out of 10, Exceptional, (45)
"We had a good experience. The property was just what we needed. "
Renovated home steps from pristine Beech Hill Pond, Air Conditioned

Branch Lake, lakefront cottage in the woods, Ellsworth ME

10.0 out of 10, Exceptional, (30)
"The house is very nice. It’s very clean. The only issue I had was it is a little musty and it affected my allergies a bit but it wasn’t unbearable. I would stay again. It was fall so we didn’t get to use the kayaks on that were there but I would love to go back sometime. "
Branch Lake, lakefront cottage in the woods, Ellsworth ME
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.

10.0 out of 10, Exceptional, (88)
"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.

Cozy Cabin By The Pond, Sleeps 2

10.0 out of 10, Exceptional, (158)
"The Cozy Cabin was wonderful. The hosts were so nice and helpful. The power went out and they had a generator up and running in no time. Would absolutely stay here again!"
The price is AED 441
AED 729 total
includes taxes & fees
26 Dec - 27 Dec
Cozy Cabin By The Pond, Sleeps 2

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
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.