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Winterport Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Winterport vacation rentals

A wooden cabin with a loft bedroom, a staircase, and a chandelier.

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.
$280 nightly
The price is $305
Oct 6 - Oct 7
Total with taxes and fees
Log Cabin Near Bangor and Acadia National Park
A hot tub with two chairs and a fire pit in a wooded area.

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.
$248 nightly
The price is $270
Oct 26 - Oct 27
Total with taxes and fees
Timberlight Retreat | Tiny Home Cabin
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a marble island.

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
A tent interior with a sofa, two chairs, a bed, and a view of greenery outside.

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, (3 reviews)
"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.
$210 nightly
The price is $229
Oct 2 - Oct 3
Total with taxes and fees
Quaint 1-bedroom Bell Tent in charming Frankfort, ME perfect for nature lovers.
A kitchen with wooden shelves holding dishes and mugs, a sink, and a window with plants.

5. 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)
"We really enjoyed our one-night stay at this adorable cottage and would stay again when in the area, especially considering the reasonable price and comfy bed."
United States
Linda C.
$164 nightly
The price is $179
Nov 1 - Nov 2
Total with taxes and fees
NEW MaineStay Cottage #3 Full Kitchen + Fireplace in Hampden/Bangor
A row of small, single-story cabins with white trim and grey exteriors, set in a wooded area with a gravel path leading to them.

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

MaineStay Cottage #2 Bangor/Hampden close to town
Hampden
9.8 out of 10, Exceptional, (17 reviews)
"Cabin was perfect we will be returning."
United States
Christian B.
$174 nightly
The price is $190
Oct 15 - Oct 16
Total with taxes and fees
MaineStay Cottage #2 Bangor/Hampden close to town
A row of small, single-story cabins with front porches and steps leading to the door, surrounded by lush greenery.

7. Cozy MaineStay Cottage #1 Hampden/Bangor

Cozy MaineStay Cottage #1 Hampden/Bangor
Hampden
10.0 out of 10, Exceptional, (21 reviews)
"Great hostess and good location, close to hiking in Dorothea Dix Park."
United States
Loren N.
$164 nightly
The price is $179
Nov 1 - Nov 2
Total with taxes and fees
Cozy MaineStay Cottage #1 Hampden/Bangor
A room with a large window overlooking a lake, two chairs, a table with a vase of flowers, and a small sailboat model.

8. Bayside vista

Bayside vista
Bucksport
10.0 out of 10, Exceptional, (30 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
$312 nightly
The price is $340
Nov 1 - Nov 2
Total with taxes and fees
Bayside vista
A cozy room with a large arched window, a potted plant on a wooden side table, and two white armchairs.

9. Inkwell Suite at Spofford Lodge

Inkwell Suite at Spofford Lodge
Bucksport
10.0 out of 10, Exceptional, (21 reviews)
"Property was very nice, clean and Lisa our host was very nice and helpful. Great place, highly recommend!"
United States
brian g.
$235 nightly
The price is $252
Oct 26 - Oct 27
Total with taxes and fees
Inkwell Suite at Spofford Lodge
A kitchen with a central island, two bar stools, and a stove.

10. 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.
$241 nightly
The price is $263
Oct 19 - Oct 20
Total with taxes and fees
Charming 3-bedroom cottage in Hampden with AC, WiFi
A wooden deck with a glass door leading to a view of autumn trees.

11. Hermon Pond Studio

Hermon Pond Studio
Hermon
10.0 out of 10, Exceptional, (106 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
A wooden cabin with a door and window, surrounded by dense forest.

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

Restful Maine Cabin 6 • Fire Pit • Sauna • Beach
Stockton Springs
10.0 out of 10, Exceptional, (12 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
$273 nightly
The price is $298
Oct 29 - Oct 30
Total with taxes and fees
Restful Maine Cabin 6 • Fire Pit • Sauna • Beach
A modern bathroom with a round mirror, a wooden vanity, a towel rack, and a brick wall.

13. 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.
$234 nightly
The price is $251
Nov 1 - Nov 2
Total with taxes and fees
Blueprint Suite at Spofford Lodge
A cabin with a wooden exterior, surrounded by large rocks and trees.

14. 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.
$262 nightly
The price is $286
Oct 29 - Oct 30
Total with taxes and fees
Quiet Maine Cabin 2 • Hideaway in the Trees • Sauna
A wooden cabin with a door and window, surrounded by dense forest.

15. 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.
$287 nightly
The price is $313
Oct 22 - Oct 23
Total with taxes and fees
Beautiful Maine Cabin 5 • Wood Fired Cedar Sauna
A living room with a blue sofa, a glass coffee table, and a television displaying a streaming service interface.

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

spacious clean vacation unit near Bangor and on your way to Acadia National Park
Hampden
9.4 out of 10, Exceptional, (33 reviews)
" Everything as described! Great value for a large group!"
United States
Bobby
$311 nightly
The price is $339
Oct 4 - Oct 5
Total with taxes and fees
spacious clean vacation unit near Bangor and on your way to Acadia National Park
A patio with a table and chairs, surrounded by a grassy lawn and a wooded area.

17. Country Charm: Cozy getaway in delightful Searsport

Country Charm: Cozy getaway in delightful Searsport
Searsport
9.4 out of 10, Exceptional, (28 reviews)
"Nice deck with tiki torches. The sofa was in the kitchen area."
United States
Lillian
$233 nightly
The price is $254
Oct 6 - Oct 7
Total with taxes and fees
Country Charm: Cozy getaway in delightful Searsport
A compact kitchen with a stainless steel sink, a microwave, and a clock on the wall.

18. Charming studio in Bangor Maine on Broadway park.

Charming studio in Bangor Maine on Broadway park.
Bangor
9.8 out of 10, Exceptional, (34 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
Charming studio in Bangor Maine on Broadway park.
A row of colorful mobile homes with a flag displaying "WELCOME HOME" on a flagpole.

19. The Orange Cottage @Twin Hills Cottages

The Orange Cottage @Twin Hills Cottages
Ellsworth
9.0 out of 10, Wonderful, (6 reviews)
"This place was perfect for staying to visit Acadia. The cottage was very clean and the perfect size. It was very nice to have a porch and fireplaces in the back."
United States
Danielle L.
$210 nightly
The price is $229
Oct 13 - Oct 14
Total with taxes and fees
The Orange Cottage @Twin Hills Cottages
A wooden cabin with two Adirondack chairs outside, surrounded by a forested area with a gravel path and rocks.

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
$262 nightly
The price is $286
Oct 29 - Oct 30
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

Black Bear Inn, an Ascend Collection Hotel

Black Bear Inn, an Ascend Collection Hotel

10/10 Excellent
"Shower faucet and fixtures were loose and tub wasn’t draining properly. Otherwise the room was clean and the continental breakfast is very good"
Mitchell 1-night trip
Posted 1 hour ago
Black Bear Inn, an Ascend Collection Hotel

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 Fort Knox State Park.

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.