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Winterport Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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.
The price is CA $353
CA $440 total
includes taxes & fees
Oct 20 - Oct 21
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.
The price is CA $285
CA $389 total
includes taxes & fees
Oct 26 - Oct 27
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.
The price is CA $572
CA $860 total
includes taxes & fees
Oct 11 - Oct 12
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.
The price is CA $192
CA $326 total
includes taxes & fees
Oct 20 - Oct 21
Quaint 1-bedroom Bell Tent in charming Frankfort, ME perfect for nature lovers.
A recreational vehicle (RV) parked in a wooded area with a wooden fence and steps leading to the entrance.

5. 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, (2 reviews)
"Great little secret, highly recommended."
United States
David C.
The price is CA $209
CA $295 total
includes taxes & fees
Oct 18 - Oct 19
Private RV Retreat with Deck on a Working Artist Property, 1 bed, Orland
Room

6. Patten Pond Camping Resort

Patten Pond Camping Resort
2.0 star property
Ellsworth
8.8 out of 10, Excellent, (40 reviews)
"Very nice staff and campground."
United States
Rae
The price is CA $227
CA $247 total
includes taxes & fees
Oct 8 - Oct 9
Patten Pond Camping Resort
A kitchen with a wooden countertop, a sink, and a shelf with plates and cups.

7. 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, (63 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.
The price is CA $138
CA $252 total
includes taxes & fees
Nov 3 - Nov 4
MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen 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.

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

MaineStay Cottage #2 Bangor/Hampden close to town
Hampden
9.8 out of 10, Exceptional, (18 reviews)
"The cottage was perfect for us as a couple. It was clean, cute, and had all the amenities we needed. The Grover family did a great job decorating the cottage and leaving helpful notes throughout the cottage. It was close to the airport and only an hour from Bar Harbor."
United States
Justine
The price is CA $138
CA $252 total
includes taxes & fees
Nov 4 - Nov 5
MaineStay Cottage #2 Bangor/Hampden close to town
A room with a large window overlooking a lake, two chairs, a table with a vase of flowers, and a small sailboat model.

9. 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
The price is CA $214
CA $485 total
includes taxes & fees
Nov 1 - Nov 2
Bayside vista
A row of small, single-story cabins with front porches and steps leading to the door, surrounded by lush greenery.

10. Cozy MaineStay Cottage #1 Hampden/Bangor

Cozy MaineStay Cottage #1 Hampden/Bangor
Hampden
10.0 out of 10, Exceptional, (22 reviews)
"Great hostess and good location, close to hiking in Dorothea Dix Park."
United States
Loren N.
The price is CA $141
CA $255 total
includes taxes & fees
Nov 1 - Nov 2
Cozy MaineStay Cottage #1 Hampden/Bangor
A cozy room with a large arched window, a potted plant on a wooden side table, and two white armchairs.

11. 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.
The price is CA $207
CA $334 total
includes taxes & fees
Nov 2 - Nov 3
Inkwell Suite at Spofford Lodge
A modern bathroom with a round mirror, a wooden vanity, a towel rack, and a brick wall.

12. 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.
The price is CA $218
CA $348 total
includes taxes & fees
Nov 3 - Nov 4
Blueprint Suite at Spofford Lodge
A wooden deck with a glass door leading to a view of autumn trees.

13. Hermon Pond Studio

Hermon Pond Studio
Hermon
10.0 out of 10, Exceptional, (107 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.
The price is CA $154
CA $370 total
includes taxes & fees
Oct 14 - Oct 15
Hermon Pond Studio
A kitchen with a central island, two bar stools, and a stove.

14. 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.
The price is CA $171
CA $352 total
includes taxes & fees
Oct 19 - Oct 20
Charming 3-bedroom cottage in Hampden with AC, WiFi
A wooden cabin with a door and window, surrounded by dense forest.

15. 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
The price is CA $187
CA $368 total
includes taxes & fees
Nov 1 - Nov 2
Restful Maine Cabin 6 • Fire Pit • Sauna • Beach
A cozy cabin interior with wooden walls and large windows, a dining table, a blue chair, and a colorful tablecloth.

16. 1800 sq ft♦ Kings Mountain Cottage ♦ On the Water

1800 sq ft♦ Kings Mountain Cottage ♦ On the Water
Orrington
10.0 out of 10, Exceptional, (25 reviews)
"everything was very clean, the kitchen was well stocked, and the view was absolutely fantastic!"
United States
Leanne M.
The price is CA $270
CA $777 total
includes taxes & fees
Nov 2 - Nov 3
1800 sq ft♦ Kings Mountain Cottage ♦ On the Water
A wooden cabin with two Adirondack chairs outside, surrounded by a forested area with a gravel path and rocks.

17. 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
The price is CA $187
CA $368 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Cabin 3 • Forest Escape • Cedar Sauna + Firepit
A living room with a blue sofa, a glass coffee table, and a television displaying a streaming service interface.

18. 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
The price is CA $267
CA $480 total
includes taxes & fees
Oct 15 - Oct 16
spacious clean vacation unit near Bangor and on your way to Acadia National Park
A modern building with a dark exterior, a wooden door, and a small porch area.

19. NEW Dreamy cabin overlooking Penobscot Bay

NEW Dreamy cabin overlooking Penobscot Bay
Stockton Springs
10.0 out of 10, Exceptional, (1 review)
"Just book it!!! This beautiful cabin is even better than in pictures! The property is so peaceful and a great place to explore Maine coastal area. We stopped on our way up to Bar Harbor, I wish we had time to stay longer! The cabin was brand new had beautiful hand crafted wooden elements. The inside was spotless with so many smart uses of space. The decor was something that stood out to me, it felt so posh and thoughtful with the interior design. We stayed with my teenage son- he approved and we...
United States
Dana B.
The price is CA $204
CA $460 total
includes taxes & fees
Nov 3 - Nov 4
NEW Dreamy cabin overlooking Penobscot Bay
A cabin with a wooden exterior, surrounded by large rocks and trees.

20. 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.
The price is CA $187
CA $368 total
includes taxes & fees
Nov 2 - Nov 3
Quiet Maine Cabin 2 • Hideaway in the Trees • Sauna
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

Fort Knox Park Inn

Fort Knox Park Inn

10/10 Excellent
"The hotel room was clean, comfortable and roomy. The clerk that checked us in was very pleasant and helpful. The only complaint we had was the mattresses were very soft."
Denise 3-night trip
Posted 5 hours ago
Fort Knox Park Inn

Find out more about Winterport

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winterport. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.