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Winterport Vacation Rentals

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Vacation Rentals in Winterport

1812 Pierce House
Front of property

1812 Pierce House

3.5 star property
1812 Pierce House
NEW 2025 RV, 1 Bedroom WiFi AC in Serene Winterport with Coast and Bangor nearby
Private kitchen

NEW 2025 RV, 1 Bedroom WiFi AC in Serene Winterport with Coast and Bangor nearby

10.0 out of 10, Exceptional, (1)
"Great place to stay"
NEW 2025 RV, 1 Bedroom WiFi AC in Serene Winterport with Coast and Bangor nearby
Cozy 2 BR by River- Crooked Steeple Hall
Signature House, 2 Bedrooms, Patio, River View | Private kitchen | Fridge, microwave, oven, stovetop

Cozy 2 BR by River- Crooked Steeple Hall

4.0 star property
Cozy 2 BR by River- Crooked Steeple Hall
Serene Waterfront Home with In-Ground Pool, River Views, Spacious Deck, & Grill
Property grounds

Serene Waterfront Home with In-Ground Pool, River Views, Spacious Deck, & Grill

10.0 out of 10, Exceptional, (3)
"Older home with charm and some nice updates. It was perfect for our family of 6 and our dog. Kids appreciated the private pool on the 95° days and the dog loved the river. Couch is super comfortable and the outside area let us spend time together. Acadia is just over an hour away and it was a great home away from home for us."
Serene Waterfront Home with In-Ground Pool, River Views, Spacious Deck, & Grill
The Yellow 2 Bedroom Cottage @Twin Hills Cottages
Outdoor dining

The Yellow 2 Bedroom Cottage @Twin Hills Cottages

8.8 out of 10, Excellent, (20)
"This cottage perfectly met our needs for a clean and comfortable place to stay the night."
The price is ￥19,189
￥32,983 total
includes taxes & fees
Sep 28 - Sep 29
The Yellow 2 Bedroom Cottage @Twin Hills Cottages
Charming studio in Bangor Maine on Broadway park.
Fridge, microwave, stovetop, coffee/tea maker

Charming studio in Bangor Maine on Broadway park.

9.4 out of 10, Exceptional, (10)
"Gary is great, easy walk or uber to downtown or the Amphitheatre. Very nice comfortable spot. "
The price is ￥16,975
￥21,721 total
includes taxes & fees
Oct 11 - Oct 12
Charming studio in Bangor Maine on Broadway park.
Adorable private cottage with lake views and access.
Outdoor dining

Adorable private cottage with lake views and access.

10.0 out of 10, Exceptional, (60)
"We spent a week at the house and could not have picked a better place to see and do so many things! Michelle was so quick to respond if we needed anything and the house was well stocked! Super clean and comfy beds! We would definitely stay here again! "
Adorable private cottage with lake views and access.
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided
Terrace/patio

Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided

9.8 out of 10, Exceptional, (70)
"Great place to stay! Close enough to Acadia, as well a great remote place to spend a day outside from morning to night. Small and quaint with everything you need! "
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided
The Blue Cottage@ Twin Hills Cottages
Outdoor dining

The Blue Cottage@ Twin Hills Cottages

9.2 out of 10, Wonderful, (14)
"Great location with easy access to the local town. "
The price is ￥17,858
￥31,307 total
includes taxes & fees
Sep 30 - Oct 1
The Blue Cottage@ Twin Hills Cottages
New listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna
Exterior

New listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna

10.0 out of 10, Exceptional, (7)
"Perfect location for seeing all the sites from Bangor to Bar Harbor. "
New listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna
Quiet single-level fully furnished house
Fridge, microwave, oven, stovetop

Quiet single-level fully furnished house

10.0 out of 10, Exceptional, (39)
"Great location, Great Host and great Accommodations!"
The price is ￥8,304
￥25,272 total
includes taxes & fees
Sep 29 - Sep 30
Quiet single-level fully furnished house
5BR 3 Bath-The Maine House@Twin Hills Cottages
Interior

5BR 3 Bath-The Maine House@Twin Hills Cottages

9.0 out of 10, Wonderful, (20)
"My family enjoyed the stay and it was centrally located to all the places we visited."
The price is ￥43,902
￥72,834 total
includes taxes & fees
Sep 30 - Oct 1
5BR 3 Bath-The Maine House@Twin Hills Cottages
Fish Tale Cabin at Toddy Pond - water fun, close coastal towns/parks and more!
Property grounds

Fish Tale Cabin at Toddy Pond - water fun, close coastal towns/parks and more!

9.0 out of 10, Wonderful, (4)
"Most of the times, access to the peir were closed by the front cottage guest. The host need mark the common area for the enjoyment of all the guests. Otherwise, this a nice place to stay."
Fish Tale Cabin at Toddy Pond - water fun, close coastal towns/parks and more!
Mountains Edge Suite -Scenic Bald Mtn.- Your MAINE Adventure Begins Here!
Outdoor pool

Mountains Edge Suite -Scenic Bald Mtn.- Your MAINE Adventure Begins Here!

9.8 out of 10, Exceptional, (38)
"Comfortable and relaxing stay for our family for 1 night. Very clean unit with a nice bathroom and kitchen."
The price is ￥25,448
￥40,067 total
includes taxes & fees
Oct 9 - Oct 10
Mountains Edge Suite -Scenic Bald Mtn.- Your MAINE Adventure Begins Here!
Charming 2 BR 1Bath w/Full Kitchen apartment with AC, WiFi Ellsworth
Fridge, microwave, oven, coffee/tea maker

Charming 2 BR 1Bath w/Full Kitchen apartment with AC, WiFi Ellsworth

10.0 out of 10, Exceptional, (1)
"Jonathan was a great host and so easy to communicate! The place was veey cleaned. It is a little far from Acadia but you can find some good restaurants in the town. "
The price is ￥17,935
￥35,157 total
includes taxes & fees
Sep 28 - Sep 29
Charming 2 BR 1Bath w/Full Kitchen apartment with AC, WiFi Ellsworth
The Green Cottage@ Twin Hills Cottages
Interior

The Green Cottage@ Twin Hills Cottages

9.4 out of 10, Exceptional, (9)
"Stayed in the green cottage. It was clean and well kept. It is small but has everything you need. Perfect for a couple or single person. It’s in a good spot, close enough to everything around. "
The price is ￥16,975
￥30,087 total
includes taxes & fees
Sep 29 - Sep 30
The Green Cottage@ Twin Hills Cottages
Waterfront cottage with deep water dock, ocean front.
Exterior

Waterfront cottage with deep water dock, ocean front.

9.8 out of 10, Exceptional, (102)
"Beautiful swing and convenient to town. Live the stay even though the weather was less than cooperative."
Waterfront cottage with deep water dock, ocean front.
Clean Cozy Waterfront Cottage - Perfect for Family Relaxation and Recreation
3 bedrooms, free WiFi, bed sheets

Clean Cozy Waterfront Cottage - Perfect for Family Relaxation and Recreation

10.0 out of 10, Exceptional, (4)
"Wonderful cabin very private and quiet. Had everything we needed. Ralph the host was very helpful and quick to reply to any questions we may have had. Will definitely be back. "
Clean Cozy Waterfront Cottage - Perfect for Family Relaxation and Recreation
spacious clean vacation unit near Bangor and on your way to Acadia National Park
Fridge, microwave, oven, stovetop

spacious clean vacation unit near Bangor and on your way to Acadia National Park

9.2 out of 10, Wonderful, (27)
"This space was cean and spacious. It was conveniently located to Bangor and the host was very easy to communicate with. I would stay there again."
The price is ￥23,439
￥44,853 total
includes taxes & fees
Sep 29 - Sep 30
spacious clean vacation unit near Bangor and on your way to Acadia National Park
Welcoming 4-bedroom lake front cabin in charming Otis on Beech Hill Pond.
Property grounds

Welcoming 4-bedroom lake front cabin in charming Otis on Beech Hill Pond.

10.0 out of 10, Exceptional, (6)
"Beautiful amazing place! The camp is wonderful and fully stocked!Had a bunch of fun on the dock and swimming even in the rain! We'd love to come back!"
The price is ￥44,135
￥82,056 total
includes taxes & fees
Sep 30 - Oct 1
Welcoming 4-bedroom lake front cabin in charming Otis on Beech Hill Pond.
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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Top Winterport Hotel Reviews

Bangor Aviator Hotel, BW Premier Collection

Bangor Aviator Hotel, BW Premier Collection

10/10 Excellent
"Close to the market square. "
Kathy 1-night trip
Posted 3 days ago
Bangor Aviator Hotel, BW Premier Collection

Find out more about Winterport

Find out more about Winterport

Search for holiday rentals in Winterport on Expedia! You can easily find your home rentals, villas, holiday apartments in Winterport using one of the methods below:

  • View our selection of featured holiday rentals in Winterport
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  • Enter your travel dates to view the best deals on holiday rentals in Winterport while they last

Look no further and take a look at our great range of rental properties in Winterport!

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?

1812 Pierce House: This Winterport vacation home rental is equipped with a barbecue grill, air-conditioning, and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Our travelers also rate Cozy 2 BR by River- Crooked Steeple Hall as a favorite home for rent in Winterport.

How many vacation rentals are there in Winterport?

Expedia has 6 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.