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Winterport Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Winterport vacation rentals

Interior

1. Log Cabin Near Bangor and Acadia National Park

Log Cabin Near Bangor and Acadia National Park
Winterport
10.0 out of 10, Exceptional, (3 reviews)
"Cute cabin, exactly as described."
United States
Doug G.
$282 nightly
The price is $307
Sep 21 - Sep 22
Total with taxes and fees
Log Cabin Near Bangor and Acadia National Park
Terrace/patio

2. Timberlight Retreat | Tiny Home Cabin

Timberlight Retreat | Tiny Home Cabin
Winterport
10.0 out of 10, Exceptional, (1 review)
"This was the first time I’ve ever stayed in a Tiny home and it was adorable. An experience I am so happy to have had a chance to try. The firepit and hot tub were very relaxing."
United States
Christy L.
$260 nightly
The price is $284
Sep 21 - Sep 22
Total with taxes and fees
Timberlight Retreat | Tiny Home Cabin
Private kitchen

3. Welcoming 3-bedroom home with jacuzzi

Welcoming 3-bedroom home with jacuzzi
Winterport
10.0 out of 10, Exceptional, (1 review)
"The whole place was very clean and put together very well and the host was very easy to get ahold of for any questions very close to concerns in Bangor only 20 or so minute drive"
United States
Nykee P.
$549 nightly
The price is $598
Oct 11 - Oct 12
Total with taxes and fees
Welcoming 3-bedroom home with jacuzzi
1 bedroom, bed sheets

4. Quaint 1-bedroom Bell Tent in charming Frankfort, ME perfect for nature lovers.

Quaint 1-bedroom Bell Tent in charming Frankfort, ME perfect for nature lovers.
Frankfort
10.0 out of 10, Exceptional, (1 review)
"Very impressive place. Right on the water and plenty of space between sites. If I had any questions got back to me in a timely fashion."
United States
Wayne L.
$218 nightly
The price is $238
Oct 13 - Oct 14
Total with taxes and fees
Quaint 1-bedroom Bell Tent in charming Frankfort, ME perfect for nature lovers.
Property grounds

5. Log cabin style lean-to, perfect for nature lovers!

Log cabin style lean-to, perfect for nature lovers!
Orland
$174 nightly
The price is $190
Sep 17 - Sep 18
Total with taxes and fees
Log cabin style lean-to, perfect for nature lovers!
Property grounds

6. Private RV Retreat with Deck on a Working Artist Property, 1 bed, Orland

Private RV Retreat with Deck on a Working Artist Property, 1 bed, Orland
Orland
10.0 out of 10, Exceptional, (1 review)
"Sweet spot. I recommend the art studio tour!"
United States
maryctalbot
$187 nightly
The price is $204
Sep 29 - Sep 30
Total with taxes and fees
Private RV Retreat with Deck on a Working Artist Property, 1 bed, Orland
Interior

7. NEW MaineStay Cottage #3 Full Kitchen + Fireplace in Hampden/Bangor

NEW MaineStay Cottage #3 Full Kitchen + Fireplace in Hampden/Bangor
Hampden
10.0 out of 10, Exceptional, (61 reviews)
"Very nice place to stay."
United States
RITCH N.
$166 nightly
The price is $181
Sep 23 - Sep 24
Total with taxes and fees
NEW MaineStay Cottage #3 Full Kitchen + Fireplace in Hampden/Bangor
Exterior

8. Cozy MaineStay Cottage #1 Hampden/Bangor

Cozy MaineStay Cottage #1 Hampden/Bangor
Hampden
10.0 out of 10, Exceptional, (20 reviews)
"Great hostess and good location, close to hiking in Dorothea Dix Park."
United States
Loren N.
$168 nightly
The price is $183
Sep 17 - Sep 18
Total with taxes and fees
Cozy MaineStay Cottage #1 Hampden/Bangor
Exterior

9. MaineStay Cottage #2 Bangor/Hampden close to town

MaineStay Cottage #2 Bangor/Hampden close to town
Hampden
9.8 out of 10, Exceptional, (16 reviews)
"Cabin was perfect we will be returning."
United States
Christian B.
$168 nightly
The price is $183
Sep 30 - Oct 1
Total with taxes and fees
MaineStay Cottage #2 Bangor/Hampden close to town
Interior

10. MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen in Hampden/Bangor

MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen in Hampden/Bangor
Hampden
10.0 out of 10, Exceptional, (62 reviews)
"We really like the cabins , it’s our second visit . It has a really nice home away from home feel. The cabins are well appointed and prepared, very comfortable. "
United States
George T.
$167 nightly
The price is $182
Sep 20 - Sep 21
Total with taxes and fees
MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen in Hampden/Bangor
Exterior detail

11. Restful Maine Cabin 6 • Fire Pit • Sauna • Beach

Restful Maine Cabin 6 • Fire Pit • Sauna • Beach
Stockton Springs
10.0 out of 10, Exceptional, (11 reviews)
"The cabin we stayed in was beautiful and very clean. Our dog even loved the stay, we will definitely be back!"
United States
Marissa
$256 nightly
The price is $279
Sep 29 - Sep 30
Total with taxes and fees
Restful Maine Cabin 6 • Fire Pit • Sauna • Beach
Exterior detail

12. Beautiful Maine Cabin 5 • Wood Fired Cedar Sauna

Beautiful Maine Cabin 5 • Wood Fired Cedar Sauna
Stockton Springs
10.0 out of 10, Exceptional, (10 reviews)
"Perfect for anybody passing by. This cozy setting as everything you need."
Canada
Olivier P.
$231 nightly
The price is $252
Sep 17 - Sep 18
Total with taxes and fees
Beautiful Maine Cabin 5 • Wood Fired Cedar Sauna
Interior

13. Hermon Pond Studio

Hermon Pond Studio
Hermon
10.0 out of 10, Exceptional, (105 reviews)
"Wonderful home and host! Views are beautiful and the home is very clean and accommodating! Would absolutely recommend Sonja and her property! "
United States
Dara S.
$238 nightly
The price is $259
Oct 12 - Oct 13
Total with taxes and fees
Hermon Pond Studio
Interior

14. Inkwell Suite at Spofford Lodge

Inkwell Suite at Spofford Lodge
Bucksport
10.0 out of 10, Exceptional, (18 reviews)
"Property was very nice, clean and Lisa our host was very nice and helpful. Great place, highly recommend!"
United States
brian g.
$272 nightly
The price is $292
Sep 22 - Sep 23
Total with taxes and fees
Inkwell Suite at Spofford Lodge
Coffee/tea maker, fridge, microwave, stovetop

15. Charming studio in Bangor Maine on Broadway park.

Charming studio in Bangor Maine on Broadway park.
Bangor
9.8 out of 10, Exceptional, (32 reviews)
"It was a perfect nest for us with a great experience, the host was really friendly and charming. The downtown proximity was great to walk. Thank you for your hospitality."
Canada
Bernard
$155 nightly
The price is $169
Sep 17 - Sep 18
Total with taxes and fees
Charming studio in Bangor Maine on Broadway park.
Interior

16. Blueprint Suite at Spofford Lodge

Blueprint Suite at Spofford Lodge
Bucksport
10.0 out of 10, Exceptional, (10 reviews)
"Had a wonderful stay. The property is beautiful and each room is professionally decorated with a high end touch."
United States
Gay M.
$281 nightly
The price is $302
Sep 22 - Sep 23
Total with taxes and fees
Blueprint Suite at Spofford Lodge
Dining

17. Charming 3-bedroom cottage in Hampden with AC, WiFi

Charming 3-bedroom cottage in Hampden with AC, WiFi
Hampden
9.8 out of 10, Exceptional, (29 reviews)
"Everything was perfect and look forward to using this property again in the future."
United States
Eric M.
$223 nightly
The price is $243
Sep 22 - Sep 23
Total with taxes and fees
Charming 3-bedroom cottage in Hampden with AC, WiFi
Interior

18. Bayside vista

Bayside vista
Bucksport
10.0 out of 10, Exceptional, (28 reviews)
"We loved this beautiful home. The view is breath taking day and night. Spacious and super clean with many amenities like a coffee/tea bar, shower with complimentary shampoo/wash and more!"
United States
Lee
$351 nightly
The price is $382
Sep 19 - Sep 20
Total with taxes and fees
Bayside vista
Exterior

19. Quiet Maine Cabin 2 • Hideaway in the Trees • Sauna

Quiet Maine Cabin 2 • Hideaway in the Trees • Sauna
Stockton Springs
10.0 out of 10, Exceptional, (19 reviews)
"We enjoyed our time, the cabin is cute but super convient and perfect use of the space. "
Netherlands
Marten K.
$254 nightly
The price is $277
Sep 22 - Sep 23
Total with taxes and fees
Quiet Maine Cabin 2 • Hideaway in the Trees • Sauna
Terrace/patio

20. Cozy Cabin 3 • Forest Escape • Cedar Sauna + Firepit

Cozy Cabin 3 • Forest Escape • Cedar Sauna + Firepit
Stockton Springs
10.0 out of 10, Exceptional, (9 reviews)
"The cabin was cozy and clean, providing just what we needed for a comfortable stay. Our host was fantastic; I had an issue receiving his messages, but it was resolved during our visit. The location is convenient, just a 40-minute drive to and from Bangor Airport and a little over an hour's drive to Acadia National Park. I highly recommend this cabin."
United States
Shoko
$250 nightly
The price is $272
Sep 30 - Oct 1
Total with taxes and fees
Cozy Cabin 3 • Forest Escape • Cedar Sauna + Firepit
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 Grande

Bangor Grande

10/10 Excellent
"The room was clean and comfortable. Staff was friendly and helpful. I have no complaints about the hotel. I would stay there again."
Mark 5-night trip
Posted less than an hour ago
Bangor Grande

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Winterport in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $172 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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?

New listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna: Visitors like this Winterport vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Winterport?

Expedia has 8 vacation rentals for your stay in Winterport.

What can I see and do in Winterport?

While exploring the area, visit family-friendly sights like Maine Discovery Museum, 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.