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Winterport Vacation Rentals

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Vacation Rentals in Winterport

Our top choices for Winterport vacation rentals

1812 Pierce House

3.5 star property
1812 Pierce House

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

Cozy 2 BR by River- Crooked Steeple Hall

4.0 star property
Cozy 2 BR by River- Crooked Steeple Hall

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

Charming studio in Bangor Maine on Broadway park.

8.8 out of 10, Excellent, (5)
"Gary is great, easy walk or uber to downtown or the Amphitheatre. Very nice comfortable spot. "
The price is CA $158
CA $202 total
includes taxes & fees
Sep 8 - Sep 9
Charming studio in Bangor Maine on Broadway park.

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

9.8 out of 10, Exceptional, (67)
"My adult kids, Mom, pups and I had a great time at the cabin. The weather was not great the first few days so we went out explored the area, played games and watched movies. The lake is pristine and we took advantage of the owner provided paddle boards. The cabin was clean and had everything we needed for a relaxing stay. Can’t wait to go back when the weather warms up!"
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided

Peaceful Bangor Getaway | Clean & Cozy 2BR Home

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great location. Close to everything Such a cute house. We'll be back"
Peaceful Bangor Getaway | Clean & Cozy 2BR Home

The Yellow 2 Bedroom Cottage @Twin Hills Cottages

8.8 out of 10, Excellent, (18)
"This cottage perfectly met our needs for a clean and comfortable place to stay the night."
The price is CA $172
CA $294 total
includes taxes & fees
Sep 24 - Sep 25
The Yellow 2 Bedroom Cottage @Twin Hills Cottages

Quiet single-level fully furnished house

10.0 out of 10, Exceptional, (33)
"A very beautiful and comfortable place to stay. "
The price is CA $147
CA $321 total
includes taxes & fees
Sep 1 - Sep 2
Quiet single-level fully furnished house

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 CA $165
CA $292 total
includes taxes & fees
Sep 14 - Sep 15
The Blue Cottage@ Twin Hills Cottages

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

10.0 out of 10, Exceptional, (5)
"We had an absolutely great time ! The house and property are well kept. There was great communication with the owner. I recommend 10/10! We will be visiting again and will be staying at this property!"
New listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna

The James House on Chemo Pond Dogs Welcome

10.0 out of 10, Exceptional, (133)
"Perfect place for a graduation weekend. Even though it’s not real close to campus, about 25 minutes, it was well worth it. We have a large family plus invited daughters friends for a barbecue after the grads walked. Very roomy and well taken care of. Would definitely come here again"
The James House on Chemo Pond Dogs Welcome

WATERFRONT Maine Historical Cottage with Separate Guest Cottage

8.0 out of 10, Very good, (6)
"loved staying here, such a charming spot. "
WATERFRONT Maine Historical Cottage with Separate Guest Cottage

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

9.4 out of 10, Exceptional, (26)
"We stayed for a day to go to Bangor and it was a good location for that "
The price is CA $216
CA $414 total
includes taxes & fees
Sep 2 - Sep 3
spacious clean vacation unit near Bangor and on your way to Acadia National Park

New England style home, front of house is yours!

9.6 out of 10, Exceptional, (36)
"Nice little place in quiet area within walking distance of Belfast. "
New England style home, front of house is yours!

Cozy home in Bangor Maine

9.4 out of 10, Exceptional, (20)
"The property was as listed and just what we needed for a 2 day trip to Acadia"
The price is CA $160
CA $414 total
includes taxes & fees
Sep 3 - Sep 4
Cozy home in Bangor Maine

Clean & Cozy 1BR Apt#4 w/Full Kitchen & Private Bath

8.0 out of 10, Very good, (5)
"The location was close to Ellsworth and was reasonably priced."
The price is CA $165
CA $291 total
includes taxes & fees
Sep 1 - Sep 2
Clean & Cozy 1BR Apt#4 w/Full Kitchen & Private Bath

Unique Coastal Maine Flower Farm Stay

9.4 out of 10, Exceptional, (12)
"The rental is a spacious 2-bedroom apartment overlooking the grounds, greenhouses, and fields of the unique Leafsong farm, out in the quiet and leafy countryside southwest of Belfast. You may meet the peacocks, sheep, mule, and horse who also call this place home. Many treasures to be found at the flower shop on the premises."
The price is CA $283
CA $575 total
includes taxes & fees
Sep 1 - Sep 2
Unique Coastal Maine Flower Farm Stay

The Purple Cottage@Twin Hills Cottages of Acadia

8.8 out of 10, Excellent, (6)
"Nice but isolated place over hilltop!! Nice and functional until I noted a hole in front window??? Bullet like hole???🙈 very clean and loved the soap shampoo in shower but still did not sleep relaxed!!! Please fix your window! Thanks!"
The price is CA $165
CA $292 total
includes taxes & fees
Sep 2 - Sep 3
The Purple Cottage@Twin Hills Cottages of Acadia

Cozy Cabin By The Pond, Sleeps 2

10.0 out of 10, Exceptional, (184)
"Second time staying. One of the best places we've stayed at. Great location, very clean, and the hosts are truly and sincerely friendly. Seriously, the host are fantastic human beings and great to chat with! (Also, their dogs are adorable!)"
The price is CA $186
CA $295 total
includes taxes & fees
Sep 27 - Sep 28
Cozy Cabin By The Pond, Sleeps 2
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

Find out more about Winterport

Find out more about Winterport

Everything you need to know about Winterport vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winterport vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winterport vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winterport vacation rentals we have selected for you start as low as CA $147 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 vacation 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 vacation.

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 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 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.