Photo by Linda Kloss

Winterport Vacation Rentals

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Vacation Rentals in Winterport

Majestic Waterfront River Home PET FRIENDLY
10.0 out of 10, Exceptional, 1 review
"We came to town for Umaine graduation. The house was beautiful. Michelle our host was great! We had everything we needed. The fire pit was very relaxing while watching a beautiful sunset. We hope to make it back someday."
Majestic Waterfront River Home PET FRIENDLY
Travel light long-term (safe & relaxing )special discount for travel nurse
10.0 out of 10, Exceptional, 76 reviews
"Clean, comfortable, excellent host."
The price is CA $198
CA $246 total
includes taxes & fees
Jun 11 - Jun 12
Travel light long-term (safe & relaxing )special discount for travel nurse
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided
9.8 out of 10, Exceptional, 47 reviews
"The place was extremely clean with plenty of supplies including lots of linens and kitchen tools. We had a rainy weekend and had to stay in a lot but it was very comfortable even with 4 women and the occasional visitors."
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided
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Cozy Cabin By The Pond, Sleeps 2
10.0 out of 10, Exceptional, 130 reviews
"John and Barbara were very accommodating and generous hosts. The property is beautiful and the cabin is cozy and just as described! It was a perfect space for two guests."
The price is CA $178
CA $289 total
includes taxes & fees
Jun 9 - Jun 10
Cozy Cabin By The Pond, Sleeps 2
Waterfront cabin with gorgeous bluff views
9.8 out of 10, Exceptional, 107 reviews
"Great place, not too far away from Umaine. Relaxing and peaceful area. Host was great communicator. Cute, cozy house. No complaints. Highly recommend."
Waterfront cabin with gorgeous bluff views
Hermon Pond Studio
10.0 out of 10, Exceptional, 65 reviews
"The studio apartment was very clean and in a beautiful location overlooking the lake. The beds mattress could have been of higher quality. However this is not enough to turn me away from renting this place again."
The price is CA $164
CA $374 total
includes taxes & fees
Jun 9 - Jun 10
Hermon Pond Studio
Amazing house in the forest; 10 minutes to Belfast
9.0 out of 10, Wonderful, 6 reviews
"Host made every accommodation for us."
Amazing house in the forest; 10 minutes to Belfast
Modern farmhouse with deck, firepit, & balcony
9.0 out of 10, Wonderful, 33 reviews
"Liked our stay"
Modern farmhouse with deck, firepit, & balcony
Adorable private cottage with lake views and access.
10.0 out of 10, Exceptional, 19 reviews
"We had a lovely stay at this adorable, cozy little cottage. Comfortable and clean it had everything we needed."
Adorable private cottage with lake views and access.
Lakefront Cabin w/ a Private Dock, Firepit, Fireplace, & Gorgeous Views
9.8 out of 10, Exceptional, 26 reviews
"great get away for the summer, perfect for 6 people.Loved the lake."
Lakefront Cabin w/ a Private Dock, Firepit, Fireplace, & Gorgeous Views
Waterfront cottage with deep water dock, ocean front.
9.8 out of 10, Exceptional, 69 reviews
"We went kayaking and biking in Acadia National Park, but we enjoyed staying away from the tourist crowds on this property. It was a super cute house, on a gorgeous setting on a hill. And the town of Belfast has many options to eat and shop. Definitely coming back!!"
Waterfront cottage with deep water dock, ocean front.
Lakefront, newly rebuilt, dog-friendly home with private beach, dock & firepit
10.0 out of 10, Exceptional, 5 reviews
"Great lakefront property"
Lakefront, newly rebuilt, dog-friendly home with private beach, dock & firepit
5BR 3 Bath-The Maine House@Twin Hills Cottages
9.8 out of 10, Exceptional, 6 reviews
"The stay was amazing! I took a large group of people to Acadia and the workers were very accommodating and friendly. Make sure to bring your own firewood for the pits outback! Lol"
The price is CA $397
CA $666 total
includes taxes & fees
Jun 9 - Jun 10
5BR 3 Bath-The Maine House@Twin Hills Cottages
Maine Wilderness Oasis: Swimming, Hiking, Fishing, Boating
10.0 out of 10, Exceptional, 28 reviews
"The property is outstanding, the house has a great layout, and the hosts had everything you could possibly need available. They even had things like a portable high chair and pack n play available for anyone who might travel with little guests and a little dog bed and dog dishes for anyone with a smaller dog. It was our first time at a VRBO and it was a seamless and amazing stay. The hiking trails on the property were great, and I had lots of chances for great sunrise photos in the woods. The...
Maine Wilderness Oasis: Swimming, Hiking, Fishing, Boating
Big Red House - Historic Bangor Home
10.0 out of 10, Exceptional, 92 reviews
"Four humans and one dog stayed at the BRH while in town for a canoe race! The house was welcoming and perfectly clean. Plenty of towels, blankets and a kitchen stocked with appliances that we cooked in. Nice neighborhood for dog walks and easy to get to grocery stores! Check in and out process was seamless and everything was accurately represented! Would certainly highly recommend!!"
Big Red House - Historic Bangor Home
NEW MaineStay Cottage #3 Full Kitchen + Fireplace in Hampden/Bangor
10.0 out of 10, Exceptional, 19 reviews
"It was cozy and squeaky clean! A nice little cabin with about everything you need there. She even had decaf coffee Kuerig which was perfect for me! I'd highly recommend this space. It's quiet and tucked just back off the road."
The price is CA $164
CA $280 total
includes taxes & fees
Jul 2 - Jul 3
NEW MaineStay Cottage #3 Full Kitchen + Fireplace in Hampden/Bangor
Modern, Dogs Welcome, Near Acadia National Park & Bar Harbor
10.0 out of 10, Exceptional, 142 reviews
"We had 9 adults and 1 six year old at this property. It was a beautiful lake front home with plenty of room for all of us to gather together. We all had a wonderful vacation and would highly recommend this home. There was one canoe, one kayak and 2 tandem kayaks for us to use which we did several times. Hearing the loons in the evening made my stay even better"
Modern, Dogs Welcome, Near Acadia National Park & Bar Harbor
Rustic Searsport Cabin: Loft + Sunroom on 10 Acres
9.8 out of 10, Exceptional, 69 reviews
"Absolutely beautiful cabin adjoining the woods. All the amenities are available. Top notch host. I really cannot complement this property enough. If you’re looking for a rustic cabin feel with all the modern amenities there is NO listing like this nearby or of this caliber. We look forward to returning to this property as it left a great impression."
Rustic Searsport Cabin: Loft + Sunroom on 10 Acres
Serene Lakefront Cabin on Beautiful Spring Fed Pond - Close to Acadia and MDI
9.4 out of 10, Exceptional, 38 reviews
"Overall the trip was great the house was not bad, But the driveway is very rough on low riding vehicles. I also found it weird that during my stay the owner message to me to let me know he would be dropping off a snow plow at the house that day. I know it's their property and all it just felt weird as I paid thousands of dollars to be there."
Serene Lakefront Cabin on Beautiful Spring Fed Pond - Close to Acadia and MDI
Hidden Hemlock on Beech Hill Pond, Dogs Welcome
10.0 out of 10, Exceptional, 62 reviews
"Great location and super cute!"
Hidden Hemlock on Beech Hill Pond, Dogs Welcome
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See all available properties in Winterport
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.

Winterport Vacation Rental Travel Info

Other types of properties in Winterport you may be interested in

Majestic Waterfront River Home PET FRIENDLY
10.0 out of 10, Exceptional, 1 review
"We came to town for Umaine graduation. The house was beautiful. Michelle our host was great! We had everything we needed. The fire pit was very relaxing while watching a beautiful sunset. We hope to make it back someday."
Majestic Waterfront River Home PET FRIENDLY
Country Inn at The Mall
2.0 star property
9.4 out of 10, Exceptional, 1,897 reviews
"This is near shopping area and the staff at reception was very friendly and we felt like home."
The price is CA $166
CA $181 total
includes taxes & fees
Jun 11 - Jun 12
Country Inn at The Mall
Bangor Grande
2.5 star property
8.2 out of 10, Very good, 1,018 reviews
"Resturaunt on-site was great and ice cream/mini gold next door was fantastic. Room sizes were also spacious. "
The price is CA $143
CA $156 total
includes taxes & fees
Jun 7 - Jun 8
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winterport. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Winterport?

Yes, there are vacation rentals near popular local attractions in Winterport, or you can select a secluded option if you'd like a relaxing place to 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 vacation home rentals in Winterport?

Majestic Waterfront River Home PET FRIENDLY: Visitors give good reviews to this Winterport vacation home rental, which is located on a river and offers an outdoor pool, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Winterport?

Expedia has 4 vacation 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 larger area, you’ll find Winterport Winery and Penobscot Narrows Bridge and Observatory.

What are vacation rentals like in Winterport?

Vacation rentals are privately owned properties you can book for several days or longer in Winterport. Vacation rentals offer extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family gatherings.

Recent reviews of Winterport properties
Expedia verified reviews