Photo by Linda Kloss

Holiday Rentals in Winterport

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Holiday Rentals in Winterport

Outdoor pool
Majestic Waterfront River Home PET FRIENDLY
10.0 out of 10, Exceptional, (1)
"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
Fridge, microwave, oven, stovetop
Travel light long-term (safe & relaxing )special discount for travel nurse
10.0 out of 10, Exceptional, (76)
"Clean, comfortable, excellent host."
The price is €170
per night
23 May - 24 May
Travel light long-term (safe & relaxing )special discount for travel nurse
Outdoor dining
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided
9.8 out of 10, Exceptional, (47)
"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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Property grounds
Adorable private cottage with lake views and access.
10.0 out of 10, Exceptional, (18)
"It was awesome to be here every single moment. This house is all coziness and cleanliness. Everything around me was comfortable and delightful! It's completely 5 star place. And one more thing: this house has a soul !!! Thank you, Michelle for a great relaxing May weekend:)))"
Adorable private cottage with lake views and access.
Property grounds
Cozy Cabin By The Pond, Sleeps 2
10.0 out of 10, Exceptional, (128)
"I had a wonderful stay at the cozy cabin. John and Barbara couldn't have been more helpful or welcoming, and the cabin itself was perfect: clean, bright, and thoughtfully arranged. It had exactly what I needed and nothing I didn't, which meant I could turn my attention to relaxing. Highly recommend!"
The price is €201
per night
30 May - 31 May
Cozy Cabin By The Pond, Sleeps 2
Fridge, microwave, oven, stovetop
Lakefront, newly rebuilt, dog-friendly home with private beach, dock & firepit
10.0 out of 10, Exceptional, (5)
"Great lakefront property"
Lakefront, newly rebuilt, dog-friendly home with private beach, dock & firepit
Exterior
Waterfront cottage with deep water dock, ocean front.
9.8 out of 10, Exceptional, (67)
"We had a great stay at the Belfast cottage. It was clean & well equipped with everything we needed. The owner Jon was a pleasure. Enjoyed the back patio at night. We walked to town on the rail trail behind the house. Belfast is a great town ."
Waterfront cottage with deep water dock, ocean front.
Fridge, microwave, oven, stovetop
Welcome to Heav'nsent
9.8 out of 10, Exceptional, (39)
"Great location for day trips throughout Maine! Our property host was wonderful with answering our questions and ensuring we had a great stay!"
Welcome to Heav'nsent
View from property
5BR 3 Bath-The Maine House@Twin Hills Cottages
9.8 out of 10, Exceptional, (6)
"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 €388
per night
23 May - 24 May
5BR 3 Bath-The Maine House@Twin Hills Cottages
Exterior
MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen in Hampden/Bangor
10.0 out of 10, Exceptional, (28)
"The cabin was in an ideal location to our event and close to other area attractions. The cabin was clean, had everything that we needed, and was simply perfect. We would stay here again!"
The price is €165
per night
30 May - 31 May
MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen in Hampden/Bangor
Exterior
NEW MaineStay Cottage #3 Full Kitchen + Fireplace in Hampden/Bangor
10.0 out of 10, Exceptional, (19)
"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 €170
per night
29 May - 30 May
NEW MaineStay Cottage #3 Full Kitchen + Fireplace in Hampden/Bangor
Property grounds
Serene Lakefront Cabin on Beautiful Spring Fed Pond - Close to Acadia and MDI
9.4 out of 10, Exceptional, (38)
"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
Smart TV
Hermon Pond Studio
10.0 out of 10, Exceptional, (65)
"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 €259
per night
23 May - 24 May
Hermon Pond Studio
Property grounds
Quaint Cottage on Swan Lake
9.4 out of 10, Exceptional, (3)
"We went to Maine for a wedding and needed a place to stay when in town. We found this gem 💎 in the listings. It was available and looked like it had plenty of character for us. It was everything we were looking for, clean , neat and off the beaten path. The lake is beautiful, the grocery 7 minutes away on the other end of the lake was equally as amazing! Everything you can think of! We didn’t have the weather to enjoy the lake, but the calming that took place because of the atmosphere was...
Quaint Cottage on Swan Lake
Property grounds
Beautiful private beach area within steps from the modern updated log home
10.0 out of 10, Exceptional, (1)
"Our family enjoyed our stay, the home is comfortable and there is amazing wildlife in the area. The home is off the beaten path so it’s very quiet. The deck is wonderful and the lake was enjoyed by all! Would stay again"
Beautiful private beach area within steps from the modern updated log home
Fridge, microwave, oven, stovetop
Modern farmhouse with deck, firepit, & balcony
9.0 out of 10, Wonderful, (33)
"Liked our stay"
Modern farmhouse with deck, firepit, & balcony
Fridge, microwave, oven, stovetop
Maine Wilderness Oasis: Swimming, Hiking, Fishing, Boating
10.0 out of 10, Exceptional, (28)
"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...
The price is €458
per night
24 May - 25 May
Maine Wilderness Oasis: Swimming, Hiking, Fishing, Boating
Fridge, microwave, oven, stovetop
Big Red House - Historic Bangor Home
10.0 out of 10, Exceptional, (92)
"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
Living area
Cozy home in Bangor Maine
9.6 out of 10, Exceptional, (9)
"It is easy to see the love that was placed in this cabin. Everything you need plus things you would not even think of have been provided. But it is the location that is wonderful. You have a feeling of being totally secluded yet not isolated. They were very happy to have had the privilege to stay in this home"
The price is €345
per night
23 May - 24 May
Cozy home in Bangor Maine
Property grounds
Modern, Dogs Welcome, Near Acadia National Park & Bar Harbor
10.0 out of 10, Exceptional, (141)
"The house is very nice. Updated kitchen, all the bedrooms where a good size and the beds where all comfy. We had 9 adults and a dog and there was plenty of room for everyone. The view from the living room was fantastic. I would highly recommend."
Modern, Dogs Welcome, Near Acadia National Park & Bar Harbor
Don't see what you're looking for?
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.

Other types of properties in Winterport you may be interested in

Outdoor pool
Majestic Waterfront River Home PET FRIENDLY
10.0 out of 10, Exceptional, (1)
"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
Front of property
Country Inn at The Mall
2.0 star property
9.4 out of 10, Exceptional, (1845)
"The staff are great "
The price is €107
per night
27 May - 28 May
Country Inn at The Mall
Reception
Bangor Suites Airport Hotel
3.5 star property
6.6 out of 10, (546)
"It was a nice hotel"
The price is €89
per night
11 Jun - 12 Jun
Bangor Suites Airport Hotel
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.

Everything you need to know about Winterport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winterport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winterport holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winterport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winterport. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winterport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winterport holiday rentals we have selected for you start as low as €165 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winterport rentals

At Expedia, we put the best Winterport holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winterport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winterport holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winterport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Majestic Waterfront River Home PET FRIENDLY: This highly rated holiday home rental in Winterport 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 holiday rentals are there in Winterport?

Expedia has 4 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 Fort Knox State Park.

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.

Recent reviews of Winterport properties
Expedia verified reviews