Photo by Linda Kloss

Winterport Holiday Rentals

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Holiday Rentals in Winterport

Majestic Waterfront River Home PET FRIENDLY
Property grounds
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
Adorable private cottage with lake views and access.
Property grounds
Adorable private cottage with lake views and access.
10.0 out of 10, Exceptional, (37)
"My boyfriend and I were looking for a nice spot for our stay while hiking Acadia and visiting other parts of Maine. We wanted somewhere both somewhat secluded and nearby other towns for day trips, and this house fit the bill perfectly! Views were outstanding, house had everything we needed for our stay, and Michelle was communicative and so helpful with our questions. 10 out of 10 would recommend!"
Adorable private cottage with lake views and access.
Travel light long-term (safe & relaxing )special discount for travel nurse
Fridge, microwave, oven, stovetop
Travel light long-term (safe & relaxing )special discount for travel nurse
10.0 out of 10, Exceptional, (92)
"This vrbo was a nice place to stay. The location was easy to get to and it was in a safe neighborhood. (We were 3 female friends traveling together.) This vrbo is above a very tall garage so there are many steps up to it. This is something to consider if you will have heavy suitcases. There were some bottles of water in the fridge. There was no was no oil or butter for cooking, only salt & pepper. The owner did not send us the code to get in to the cell phone requested - so we had a bit of a...
The price is AU$278
includes taxes & fees
22 Sept - 23 Sept
Travel light long-term (safe & relaxing )special discount for travel nurse
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided
Outdoor dining
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided
9.8 out of 10, Exceptional, (53)
"Great Rental. All as listed but felt they should indicate water was provided from lake & fresh drinking water from bubbler provided. Beautiful lake, about 30 minute ride to Ellsworth for groceries."
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided
Waterfront cottage with deep water dock, ocean front.
Exterior
Waterfront cottage with deep water dock, ocean front.
9.8 out of 10, Exceptional, (79)
"We stayed two weeks at this property and very much enjoyed it. The cottage is near the Belfast rail trail and we walked on this every day. We liked that the location felt very private yet it was only about a mile walk on the rail trail to Belfast harbor. The other great thing about this property is proximity to the Passagassawakeag River. It's just at the backside of the property and the owners have a very nice dock that was available for our use. The cottage had everything we needed and was...
Waterfront cottage with deep water dock, ocean front.
Cozy Cabin By The Pond, Sleeps 2
Property grounds
Cozy Cabin By The Pond, Sleeps 2
10.0 out of 10, Exceptional, (149)
"This was the most relaxing getaway we have had in a long time. The hosts were so welcoming and very helpful. Our dog and their dogs enjoyed the visit too. So happy there was no TV, my husband and I actually spent quality time together ❤️. Thank you again for letting us stay at your Cozy Cabin by the pond. Hope to be back next year ."
The price is AU$316
includes taxes & fees
15 Oct - 16 Oct
Cozy Cabin By The Pond, Sleeps 2
Hermon Pond Studio
Smart TV
Hermon Pond Studio
10.0 out of 10, Exceptional, (75)
"Everything was just perfect!!! Wish we could have stayed longer to enjoy this place - very quick, jam packed trip! Host was awesome!"
The price is AU$409
includes taxes & fees
21 Sept - 22 Sept
Hermon Pond Studio
near Acadia, Bar Harbor and Booth Bay
Exterior
near Acadia, Bar Harbor and Booth Bay
9.8 out of 10, Exceptional, (102)
"Our stay at the cottage was perfect! It was very clean and the neds were very comfortable. The was equipped with everything we needed. We had besutiful waeather and were able to utilize the grill and enjoy the sunshine and beaitiful view of the lake. enjoy the pati. We utilized the grill"
near Acadia, Bar Harbor and Booth Bay
Beautiful lake side cottage
Property grounds
Beautiful lake side cottage
9.2 out of 10, Wonderful, (23)
"We had a great stay, house was as described. Enjoyed outside on the deck, and everything we needed was provided during our time there. Being from Louisiana, August is HOT during the summer. We loved being on the lake!"
Beautiful lake side cottage
Charming 2 Bedroom Private Cabin Near Bangor
Fridge, microwave, oven, stovetop
Charming 2 Bedroom Private Cabin Near Bangor
10.0 out of 10, Exceptional, (8)
"Very neat and clean and nicely decorated. "
The price is AU$409
includes taxes & fees
14 Oct - 15 Oct
Charming 2 Bedroom Private Cabin Near Bangor
Overlook Cottage, Toddy Pond!
Beach nearby
Overlook Cottage, Toddy Pond!
9.0 out of 10, Wonderful, (42)
"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!
Waterfront cabin with gorgeous bluff views
Exterior
Waterfront cabin with gorgeous bluff views
9.8 out of 10, Exceptional, (113)
"We loved "
Waterfront cabin with gorgeous bluff views
Hidden Hemlock on Beech Hill Pond, Dogs Welcome
Exterior
Hidden Hemlock on Beech Hill Pond, Dogs Welcome
10.0 out of 10, Exceptional, (70)
"Overall from the ease of a last minute stay, to checkin process, to cleanliness of the property and absolute amazing stay. I would recommend this place!"
Hidden Hemlock on Beech Hill Pond, Dogs Welcome
One-bed apt. on Coastal Route 1, private patio, 1 hour to Acadia National Park!
Fridge, microwave, oven, stovetop
One-bed apt. on Coastal Route 1, private patio, 1 hour to Acadia National Park!
9.4 out of 10, Exceptional, (48)
"Place was just right for us. Close to attractions. Would stay again. Thank you "
One-bed apt. on Coastal Route 1, private patio, 1 hour to Acadia National Park!
Cozy home in Bangor Maine
Living area
Cozy home in Bangor Maine
9.2 out of 10, Wonderful, (15)
"Communication with Travis was great. He was accommodating which was very much appreciated. The home did have a musty animal odor to it, which may have been due to the basement, there was a dehumidifier which was full. In the left downstairs bedroom the mattress protector has blood on it. The sheets were clean, but the mattress protector was dirty. Overall we had an enjoyable stay. Other than the odor and the mattress protector issue, we would stay here again. Very safe area."
The price is AU$526
includes taxes & fees
20 Sept - 21 Sept
Cozy home in Bangor Maine
Modern, Dogs Welcome, Near Acadia National Park & Bar Harbor
Property grounds
Modern, Dogs Welcome, Near Acadia National Park & Bar Harbor
10.0 out of 10, Exceptional, (147)
"Beautiful home ….Every convenience!! "
Modern, Dogs Welcome, Near Acadia National Park & Bar Harbor
Quiet lakefront cottage with a firepit, private beach, & two kayaks
Property grounds
Quiet lakefront cottage with a firepit, private beach, & two kayaks
8.4 out of 10, Very good, (35)
"Plusses: Quiet, lakeside, great for two people, fairly well equipped. Minusses: Mile and a half on dirt road."
Quiet lakefront cottage with a firepit, private beach, & two kayaks
Amazing house in the forest; 10 minutes to Belfast
Fridge, microwave, oven, stovetop
Amazing house in the forest; 10 minutes to Belfast
9.0 out of 10, Wonderful, (6)
"Host made every accommodation for us."
Amazing house in the forest; 10 minutes to Belfast
Gorgeous Oceanfront Retreat on Penobscot Bay
Property grounds
Gorgeous Oceanfront Retreat on Penobscot Bay
9.8 out of 10, Exceptional, (55)
"The house was at a great location, near Belfast and not too far from Camden/Rockland. Good for kids. The house was very large and old-style classic. The porch was huge and great, old school. The property was very nice, access to rocky shore was good, but with a lot of steps. The plumbing was old but clean and the lighting was also old. The kitchen was well stocked with everything you needed to cook and more. The host was very good and responsive, we had no problems and had a nice stay"
The price is AU$3,104
includes taxes & fees
24 Sept - 25 Sept
Gorgeous Oceanfront Retreat on Penobscot Bay
The James House on Chemo Pond Dogs Welcome
Property grounds
The James House on Chemo Pond Dogs Welcome
10.0 out of 10, Exceptional, (121)
"My husband and I decided to take an end of the summer family vacation that included our adult children, two grandchildren, my brother and a couple of friends. Our intention was to take a beach vacation at the ocean, but that did not work for various reasons. I am so glad that I searched "lake houses in Maine". We could not have found a better place to spend the week!! The house was spacious, clean and well-stocked both inside and out. We spent each night chatting around the firepit (wood...
The James House on Chemo 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.
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Other types of properties in Winterport you may be interested in

Majestic Waterfront River Home PET FRIENDLY
Property grounds
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
Country Inn at The Mall
Front of property
Country Inn at The Mall
2.0 star property
9.4 out of 10, Exceptional, (2131)
"Cold and hot beverages available 24/7. Friends and family able to visit with us in lobby and dining area.not confined to our room."
The price is AU$196
includes taxes & fees
24 Sept - 25 Sept
Country Inn at The Mall
Bangor Grande
Exterior
Bangor Grande
2.5 star property
8.2 out of 10, Very good, (1177)
"It was an ok hotel. The location was good, close to the highway, music venue and downtown."
The price is AU$230
includes taxes & fees
3 Oct - 4 Oct
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?

Majestic Waterfront River Home PET FRIENDLY: This highly rated holiday home rental in Winterport is located on a river, and has an outdoor pool, a patio and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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 Penobscot Narrows Bridge and Observatory.

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.