Photo by Linda Kloss

Winterport Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Winterport holiday rentals

A hot tub with two chairs and a fire pit in a wooded area.

1. 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 AU$415
includes taxes & fees
22 Nov - 23 Nov
Timberlight Retreat | Tiny Home Cabin
A room with a large window overlooking a lake, two chairs, a table with a vase of flowers, and a small sailboat model.

2. Bayside vista

Bayside vista
Bucksport
10.0 out of 10, Exceptional, (31 reviews)
"We have stayed here several times and will keep coming back! Great location, beautiful view, comfortable apartment!"
United States
Laura C.
The price is AU$439
includes taxes & fees
24 Nov - 25 Nov
Bayside vista
A kitchen with a wooden countertop, a sink, and a shelf with plates and cups.

3. 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, (66 reviews)
"Cottage #5 was very cozy,.We enjoyed our stay here very much & would love to return some day."
United States
Lily S.
The price is AU$247
includes taxes & fees
17 Nov - 18 Nov
MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen in Hampden/Bangor
A modern bathroom with a round mirror, a wooden vanity, a towel rack, and a brick wall.

4. Blueprint Suite at Spofford Lodge

Blueprint Suite at Spofford Lodge
Bucksport
10.0 out of 10, Exceptional, (11 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 AU$320
includes taxes & fees
7 Dec - 8 Dec
Blueprint Suite at Spofford Lodge
A living room with a blue sofa, a glass coffee table, and a television displaying a streaming service interface.

5. 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
9.2 out of 10, Wonderful, (36 reviews)
" Everything as described! Great value for a large group!"
United States
Bobby
The price is AU$343
includes taxes & fees
13 Nov - 14 Nov
spacious clean vacation unit near Bangor and on your way to Acadia National Park
A cozy room with a large arched window, a potted plant on a wooden side table, and two white armchairs.

6. Inkwell Suite at Spofford Lodge

Inkwell Suite at Spofford Lodge
Bucksport
10.0 out of 10, Exceptional, (22 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 AU$313
includes taxes & fees
7 Dec - 8 Dec
Inkwell Suite at Spofford Lodge
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.

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

MaineStay Cottage #2 Bangor/Hampden close to town
Hampden
9.8 out of 10, Exceptional, (19 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 AU$246
includes taxes & fees
25 Nov - 26 Nov
MaineStay Cottage #2 Bangor/Hampden close to town
A kitchen with a central island, two bar stools, and a stove.

8. 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, (31 reviews)
"My family and I had a great stay at this place! We would come back for sure!"
United States
Brandon H.
The price is AU$327
includes taxes & fees
23 Nov - 24 Nov
Charming 3-bedroom cottage in Hampden with AC, WiFi
A wooden deck with a glass door leading to a view of autumn trees.

9. Hermon Pond Studio

Hermon Pond Studio
Hermon
10.0 out of 10, Exceptional, (107 reviews)
"Awesome place to stay very clean, host is super friendly and accommodating."
United States
Douglas C.
The price is AU$354
includes taxes & fees
15 Nov - 16 Nov
Hermon Pond Studio
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, (23 reviews)
"Loved our cabin. Wish we were staying longer."
United States
Dawn G.
The price is AU$249
includes taxes & fees
15 Nov - 16 Nov
Cozy MaineStay Cottage #1 Hampden/Bangor
A modern kitchen with a central island, white cabinetry, and a stainless steel range hood.

11. Tides' Reach - Private Waterfront King Beds

Tides' Reach - Private Waterfront King Beds
Orland
9.8 out of 10, Exceptional, (29 reviews)
"We were greeted by deers in the property. It’s very peaceful and closest to nature."
United States
Anup B.
The price is AU$661
includes taxes & fees
13 Nov - 14 Nov
Tides' Reach - Private Waterfront King Beds
A kitchen with wooden shelves holding dishes and mugs, a sink, and a window with plants.

12. 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, (66 reviews)
"Very good location for a base of travel more of a like home experience."
United States
Scott C.
The price is AU$246
includes taxes & fees
17 Nov - 18 Nov
NEW MaineStay Cottage #3 Full Kitchen + Fireplace in Hampden/Bangor
A lakeside view with a wooden deck and trees framing the scene.

13. Cozy Hermon Pond Basecamp: 15m to Bangor Airport, Fast Wi-Fi & Winter Ready

Cozy Hermon Pond Basecamp: 15m to Bangor Airport, Fast Wi-Fi & Winter Ready
Hermon
10.0 out of 10, Exceptional, (6 reviews)
"Amazing stay! Host was so accommodating to our needs! "
United States
Nicole T.
The price is AU$361
includes taxes & fees
23 Nov - 24 Nov
Cozy Hermon Pond Basecamp: 15m to Bangor Airport, Fast Wi-Fi & Winter Ready
A living room with a fireplace, a television mounted above it, a dining area with chairs and a table, and a ceiling fan.

14. Waterfront Cape | 3BR/2 Bath| Fire Pit

Waterfront Cape | 3BR/2 Bath| Fire Pit
Brewer
9.8 out of 10, Exceptional, (6 reviews)
"The house was sparkling clean and so easy to navigate around. The view from The front of the house is spectacular."
United States
Amy
The price is AU$440
includes taxes & fees
16 Nov - 17 Nov
Waterfront Cape | 3BR/2 Bath| Fire Pit
A compact kitchen with a stainless steel sink, a microwave, and a clock on the wall.

15. Charming studio in Bangor Maine on Broadway park.

Charming studio in Bangor Maine on Broadway park.
Bangor
9.8 out of 10, Exceptional, (35 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
The price is AU$236
includes taxes & fees
30 Nov - 1 Dec
Charming studio in Bangor Maine on Broadway park.
A modern kitchen with granite countertops, stainless steel appliances, and blue cabinetry.

16. Bangor Waterfront Stay Steps to Concert Venue

Bangor Waterfront Stay Steps to Concert Venue
Bangor
9.4 out of 10, Exceptional, (3 reviews)
"Clean place and host was very responsive to any questions or requests we asked"
United States
Betty B.
The price is AU$440
includes taxes & fees
15 Nov - 16 Nov
Bangor Waterfront Stay Steps to Concert Venue
A deck with wicker furniture, including a chair and a table, and a glass candle holder.

17. MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,

MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,
Bangor
10.0 out of 10, Exceptional, (51 reviews)
"Enjoyed the property, close to things we wanted to do in the area."
United States
rick r.
The price is AU$391
includes taxes & fees
15 Nov - 16 Nov
MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,
A wooden deck with a view of a landscaped garden and a body of water.

18. Spacious, bright, oceanfront house on the Blue Hill Peninsula.

Spacious, bright, oceanfront house on the Blue Hill Peninsula.
Penobscot
10.0 out of 10, Exceptional, (8 reviews)
"Great view and ambience!"
United States
Cameron C.
The price is AU$1,057
includes taxes & fees
1 Dec - 2 Dec
Spacious, bright, oceanfront house on the Blue Hill Peninsula.
A covered wooden deck overlooking a forested area with a stone wall and a view of a lake.

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

Log cabin style lean-to, perfect for nature lovers!
Orland
The price is AU$302
includes taxes & fees
13 Nov - 14 Nov
Log cabin style lean-to, perfect for nature lovers!
A modern kitchen with a central island, stainless steel appliances, and wooden cabinetry.

20. Silver Oak Retreat Private Forest Getaway

Silver Oak Retreat Private Forest Getaway
Belfast
The price is AU$851
includes taxes & fees
17 Nov - 18 Nov
Silver Oak Retreat Private Forest Getaway
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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Find holiday rentals that suit your style

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Top Winterport Hotel Reviews

A modern dining area with wooden walls, a central fireplace, and multiple tables with chairs.
Residence Inn by Marriott Bangor

Residence Inn by Marriott Bangor

Residence Inn by Marriott Bangor
Bangor

10/10 Excellent

Does the job much better than its bigger sister Marriot hotels.
Australia
Michael
Reviewed January 13, 2019
Residence Inn by Marriott Bangor

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$235 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?

New listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna: This holiday home rental outside of Winterport offers a fireplace, a patio and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Winterport?

Expedia has 8 holiday 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 wider area, you’ll find Winterport Winery and Fort Knox State Park.

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.