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Winterport Holiday Rentals

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Holiday Rentals in Winterport

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

Winterport
10.0 out of 10, Exceptional, (3)
"It was so fun to stay in an RV! Might be a great choice if you’re considering an RV of your own:) And such a well appointed one at that! It was cozy and clean and had lots of storage opportunities and solutions.The host had lots of tips and suggestions for things to do in the area, and our dogs even had a great time! Thanks William!"
United States
Rebekah R.
NEW 2025 RV, 1 Bedroom WiFi AC in Serene Winterport with Coast and Bangor nearby

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

Winterport
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."
United States
kimberly p.
Serene Waterfront Home with In-Ground Pool, River Views, Spacious Deck, & Grill

Charming studio in Bangor Maine on Broadway park.

Bangor
9.6 out of 10, Exceptional, (17)
"It was a beautiful studio apt. It appeared to be quite new or very well maintained. Only non issues was someone was parked in our space so we parked on street and when I called because the door would not lock my call was never returned. However, I would absolutely rent this sweet studio apt again when going to a concert. Thank you for a lovely stay. FYI the tray on the bed with the magazines and plant were a very thoughtful touch as was the coffee cart and snack basket!!"
United States
Sherry
Charming studio in Bangor Maine on Broadway park.

Travel light long-term (safe & relaxing )special discount for travel nurse

Veazie
9.8 out of 10, Exceptional, (128)
"Clean and comfortable stay. Great communication with host."
United States
Laurie
The price is AU$350
includes taxes & fees
12 Nov - 13 Nov
Travel light long-term (safe & relaxing )special discount for travel nurse

Charming 3-bedroom house with AC, WiFi and a large yard in the heart of Bangor!

Bangor
10.0 out of 10, Exceptional, (6)
"Check in was super easy, host extremely nice to deal with, kitchen wonderful and office a really helped addition. A great base for our Stephen King / Acadia adventure."
United Kingdom
Rachael E.
Charming 3-bedroom house with AC, WiFi and a large yard in the heart of Bangor!

Big Red House - Historic Bangor Home

Bangor
10.0 out of 10, Exceptional, (118)
"Wonderful house and staff and host! Beautiful home in a quiet neighborhood where we can be together!"
United States
Jamey B.
Big Red House - Historic Bangor Home

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

Otis
10.0 out of 10, Exceptional, (73)
"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! "
United States
Robert G.
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided

Quiet single-level fully furnished house

Fairmount
10.0 out of 10, Exceptional, (48)
"Our stay was very pleasant. "
United States
Thomas P.
The price is AU$265
includes taxes & fees
19 Nov - 20 Nov
Quiet single-level fully furnished house

Cozy Cabin By The Pond, Sleeps 2

Waldo
10.0 out of 10, Exceptional, (195)
"We enjoyed the cabin! The kitchen had everything we needed. It was fun exploring the area, and thanks to the hosts for the tip on where to go with our paddle boards! "
United States
Marta v.
The price is AU$309
includes taxes & fees
1 Dec - 2 Dec
Cozy Cabin By The Pond, Sleeps 2

Hidden Hemlock - Lakefront, Kayaks, Canoes, Paddle Board, Dogs Welcome

Otis
10.0 out of 10, Exceptional, (84)
"Spent a long weekend at this beautiful property. It was exactly as described. Josh is a wonderful host. We look forward to a return visit soon. "
United States
Kimberly B.
Hidden Hemlock - Lakefront, Kayaks, Canoes, Paddle Board, Dogs Welcome

Cozy home in Bangor Maine

Little City
9.6 out of 10, Exceptional, (23)
"The property was very clean. The check in process was easy. The property was within driving location of everything in Bangor."
United States
David N.
The price is AU$450
includes taxes & fees
11 Nov - 12 Nov
Cozy home in Bangor Maine

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

Otis
10.0 out of 10, Exceptional, (8)
"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!"
United States
Christine W.
Welcoming 4-bedroom lake front cabin in charming Otis on Beech Hill Pond.

Gorgeous Waterfront Estate In Historic Bayside

Northport
10.0 out of 10, Exceptional, (76)
"We had a family reunion here. House is extraordinarily well equipped. Owner was very responsive to any request or question. Photos are accurate. Loved our visit."
United States
Paul c.
Gorgeous Waterfront Estate In Historic Bayside

Adorable private cottage with lake views and access.

Dedham
10.0 out of 10, Exceptional, (66)
"We loved our Maine getaway. Thank you Michelle for making it.memorable with such a great place to stay!"
United States
Ryan N.
Adorable private cottage with lake views and access.

Charming 3 bedroom on Beech Hill Pond close to Ellsworth and Bar Harbor WiFi, AC

Otis
10.0 out of 10, Exceptional, (32)
"Overall a fantastic place to stay when wanting a lake getaway or a home base while visiting Acadia. Beautiful cabin on a scenic lake!"
United States
Taylor F.
Charming 3 bedroom on Beech Hill Pond close to Ellsworth and Bar Harbor WiFi, AC

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

Orrington
10.0 out of 10, Exceptional, (10)
"Perfect location for seeing all the sites from Bangor to Bar Harbor. "
United States
d l.
New listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna

35 Mi to Acadia: Rustic Retreat in Orland!

2.0 star property
Orland
6.0 out of 10, (2)
"Exactly what you think of a cabin in the Maine woods. Close to Bucksport. No wifi. Only got one channel on the rabbit ears for the TV, but many movies available to use on the dvd player. Dark outside at night. Quick response from property manager. Would stay there again. "
United States
Jayson
35 Mi to Acadia: Rustic Retreat in Orland!

Beautiful lake side cottage

Hampden
9.4 out of 10, Exceptional, (36)
"Very clean. Peaceful setting."
United States
Stanley k.
Beautiful lake side cottage

Secluded Orland Cottage w/ Grill, Near State Parks

3.0 star property
Orland
Secluded Orland Cottage w/ Grill, Near State Parks

Cozy, heated 2-bedroom barn in peaceful Brooksville

Brooksville
10.0 out of 10, Exceptional, (13)
"Inside and outside of property was outstanding. I enjoyed my morning coffee on a beautiful sunny deck watching my son and his dog walking across the very large field and down to the water. The beds were really comfortable. The bathrooms, one on each level, were all one could want. Our hosts were very pleasant and helpful. We were absolutely pleased with this private accommodation "
United States
Carol Ann R.
Cozy, heated 2-bedroom barn in peaceful Brooksville
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

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, 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 favourite 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 depend 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 AU$265 per night. Entering your travel dates in the search wizard might find you 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?

Serene Waterfront Home with In-Ground Pool, River Views, Spacious Deck, & Grill: This highly rated holiday home rental in Winterport is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, 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.