Photo by Linda Kloss

Winterport Holiday Rentals

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Holiday Rentals in Winterport

1812 Pierce House

3.5 star property
The price is AU$425
includes taxes & fees
24 Feb - 25 Feb
1812 Pierce House

Cozy Cabin By The Pond, Sleeps 2

10.0 out of 10, Exceptional, (165)
"Beautiful little cabin in the woods. The hosts were very friendly and accomodating."
The price is AU$316
includes taxes & fees
19 Feb - 20 Feb
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

Cozy Log Cabin on Beautiful Phillips Lake near Bar Harbor and Camden

10.0 out of 10, Exceptional, (64)
"Loved our stay in this beautiful home. Was pleasantly surprised. Host Mike was awesome. Very attentive and responded quickly to our emails. This property was well equipped. We needed nothing. Location on phillips lake was a plus. It is only a 45 minute ride to Bar Harbor and Acadia national park.. we are hoping to come back in the summer"
Cozy Log Cabin on Beautiful Phillips Lake near Bar Harbor and Camden

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

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

Waterfront Hampden Home on Hermon Pond!

8.6 out of 10, Excellent, (9)
"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!

Adorable private cottage with lake views and access.

10.0 out of 10, Exceptional, (46)
"Clean and comfortable . Beautiful view of the lake. Had what we needed for a weekend away Easy check in and out "
Adorable private cottage with lake views and access.

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

Quiet lakefront cottage with a firepit, private beach, & two kayaks

8.4 out of 10, Very good, (36)
"Cabin was perfect. Nobody was in the cabins next to us which made our trip so peaceful. Lake was calm with very few boats the entire week we stayed."
Quiet lakefront cottage with a firepit, private beach, & two kayaks

Overlook Cottage, Toddy Pond!

8.8 out of 10, Excellent, (44)
"We had a wonderful stay at the Overlook. The view was fantastic, use of kayaks & fire pit was great & we totally relaxed with our pup. The only thing we could have used was info on where the transfer station was, how to get the bedroom TV to work (we figured it out, though) & a starter roll of paper towels. Aside from these minute issues, this is a wonderful cabin to escape to! I’d definitely stay here again! "
Overlook Cottage, Toddy Pond!

Big Red House - Historic Bangor Home

10.0 out of 10, Exceptional, (105)
"Great house. Felt like homeand close to everything."
Big Red House - Historic Bangor Home

Travel light long-term (safe & relaxing )special discount for travel nurse

10.0 out of 10, Exceptional, (106)
"Very nice property! 3 coded doors to get into the apartment is a little funny, but hey can never take security too lightly lol. Very much appreciate the early check in!"
The price is AU$298
includes taxes & fees
27 Feb - 28 Feb
Travel light long-term (safe & relaxing )special discount for travel nurse

The James House on Chemo Pond Dogs Welcome

10.0 out of 10, Exceptional, (123)
"Had a fantastic time. House was great and as advertised. Would def stay there again in the future!"
The James House on Chemo Pond Dogs Welcome

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

Peaceful waterfront home on quiet cove w/outdoor sauna near shops & hiking

8.8 out of 10, Excellent, (6)
"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

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
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 types of properties in Winterport you may be interested in

1812 Pierce House

3.5 star property
The price is AU$425
includes taxes & fees
24 Feb - 25 Feb
1812 Pierce House

Bangor Aviator Hotel, BW Premier Collection

3.0 star property
8.6 out of 10, Excellent, (1302)
"Walkable to airport without getting outside "
The price is AU$195
includes taxes & fees
25 Feb - 26 Feb
Bangor Aviator Hotel, BW Premier Collection

Bangor Grande

2.5 star property
8.2 out of 10, Very good, (1475)
"The thing I didn't realize to check was to make sure there was a microwave and coffee pot in the room. Especially when u have kid's they like to eat snack. You had to go to the lobby to make coffee and use the ONLY microwave on the property. Not everyone can afford the restaurant for breakfast, lunch n dinner. Overall the hotel was very nice n clean. The pool was kept clean just a little cold she be a little warmer while sitting watching your kid's swim. Thank You "
The price is AU$161
includes taxes & fees
4 Mar - 5 Mar
Bangor Grande
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.

Frequently asked questions

Are there holiday rentals in Winterport?

Yes, there are holiday rentals close to the most popular sights in Winterport, or you can select a more secluded option if you're looking for a relaxing stay. Winterport is known for its shopping and restaurants. Make sure you have time to check out the wineries while you're in the area.

What are some of the best holiday rentals that Winterport has to offer?

1812 Pierce House: This highly rated holiday home rental in Winterport is equipped with a BBQ, air conditioning and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Winterport?

Expedia has 5 holiday rentals for your stay in Winterport.

What can I see and do in Winterport?

While exploring the area, visit family-friendly sights like The Sports Arena, or get outside and enjoy nature at Penobscot River. In the wider area, you’ll find Winterport Winery and Silver Lake.

What are holiday rentals like in Winterport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winterport. Holiday rentals offer extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.