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Winterport Holiday Rentals

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Our top choices for Winterport holiday rentals

1. Log Cabin Near Bangor and Acadia National Park

Log Cabin Near Bangor and Acadia National Park
Winterport
The price is NZ$510
includes taxes & fees
30 Aug - 31 Aug
Log Cabin Near Bangor and Acadia National Park

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 NZ$528
includes taxes & fees
15 Sept - 16 Sept
Timberlight Retreat | Tiny Home Cabin

3. 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
The price is NZ$234
includes taxes & fees
17 Aug - 18 Aug
Private RV Retreat with Deck on a Working Artist Property, 1 bed, Orland

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

Log cabin style lean-to, perfect for nature lovers!
Orland
The price is NZ$333
includes taxes & fees
17 Aug - 18 Aug
Log cabin style lean-to, perfect for nature lovers!

5. 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
The price is NZ$385
includes taxes & fees
17 Aug - 18 Aug
Quaint 1-bedroom Bell Tent in charming Frankfort, ME perfect for nature lovers.

6. New build! Beach cabin in the trees & onsite sauna

New build! Beach cabin in the trees & onsite sauna
Stockton Springs
10.0 out of 10, Exceptional, (1 review)
"This was a great place and location. It was easy to find and would definitely come back!"
United States
Tom A.
The price is NZ$607
includes taxes & fees
18 Aug - 19 Aug
New build! Beach cabin in the trees & onsite sauna

7. NEW BUILD Hemlock Cabin - Sauna & Walk to Sandy Point Beach

NEW BUILD Hemlock Cabin - Sauna & Walk to Sandy Point Beach
Stockton Springs
The price is NZ$648
includes taxes & fees
19 Aug - 20 Aug
NEW BUILD Hemlock Cabin - Sauna & Walk to Sandy Point Beach

8. Pine Tree Retreat

Pine Tree Retreat
Hermon
The price is NZ$753
includes taxes & fees
18 Aug - 19 Aug
Pine Tree Retreat

9. 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 NZ$531
includes taxes & fees
9 Sept - 10 Sept
NEW Dreamy cabin overlooking Penobscot Bay

10. 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, (56 reviews)
"Very nice place to stay."
United States
RITCH N.
The price is NZ$313
includes taxes & fees
15 Sept - 16 Sept
NEW MaineStay Cottage #3 Full Kitchen + Fireplace in Hampden/Bangor

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

MaineStay Cottage #2 Bangor/Hampden close to town
Hampden
9.6 out of 10, Exceptional, (14 reviews)
"Cabin was perfect we will be returning."
United States
Christian B.
The price is NZ$333
includes taxes & fees
2 Sept - 3 Sept
MaineStay Cottage #2 Bangor/Hampden close to town

12. Cozy MaineStay Cottage #1 Hampden/Bangor

Cozy MaineStay Cottage #1 Hampden/Bangor
Hampden
10.0 out of 10, Exceptional, (16 reviews)
"This is the second time we have stayed here. Never a disappointment. Ivy makes everything clean and cozy. Will stay again next time we are in the area."
United States
April
The price is NZ$327
includes taxes & fees
13 Sept - 14 Sept
Cozy MaineStay Cottage #1 Hampden/Bangor

13. Hermon Pond Studio

Hermon Pond Studio
Hermon
10.0 out of 10, Exceptional, (104 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 NZ$435
includes taxes & fees
22 Aug - 23 Aug
Hermon Pond Studio

14. 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, (60 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 NZ$344
includes taxes & fees
17 Aug - 18 Aug
MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen in Hampden/Bangor

15. 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.
The price is NZ$477
includes taxes & fees
14 Sept - 15 Sept
Inkwell Suite at Spofford Lodge

16. Charming studio in Bangor Maine on Broadway park.

Charming studio in Bangor Maine on Broadway park.
Bangor
9.8 out of 10, Exceptional, (25 reviews)
"Nice little nest and walkable to downtown establishments. Would stay again in a heartbeat."
United States
Cindy W.
The price is NZ$277
includes taxes & fees
17 Aug - 18 Aug
Charming studio in Bangor Maine on Broadway park.

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, (24 reviews)
"Everything was perfect and look forward to using this property again in the future."
United States
Eric M.
The price is NZ$464
includes taxes & fees
1 Sept - 2 Sept
Charming 3-bedroom cottage in Hampden with AC, WiFi

18. 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 NZ$532
includes taxes & fees
9 Sept - 10 Sept
Blueprint Suite at Spofford Lodge

19. Mid-Coast Maine: Cozy Cabin Retreat close to the beach w/ Sauna -Cabin #1 Balsam

Mid-Coast Maine: Cozy Cabin Retreat close to the beach w/ Sauna -Cabin #1 Balsam
Stockton Springs
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful setting, great views. Clean cabin with a very comfortable bed. No kitchen, but brought the coleman stove and it worked perfectly! Definitely recommend."
United States
Karen C.
The price is NZ$461
includes taxes & fees
2 Sept - 3 Sept
Mid-Coast Maine: Cozy Cabin Retreat close to the beach w/ Sauna -Cabin #1 Balsam

20. 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, (31 reviews)
" Everything as described! Great value for a large group!"
United States
Bobby
The price is NZ$557
includes taxes & fees
22 Aug - 23 Aug
spacious clean vacation unit near Bangor and on your way to Acadia National Park
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Winterport holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Winterport. 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 Winterport. 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 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 holiday 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 Winterport short-term rentals, that won’t be hard to do.

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?

Renovated home steps from pristine Beech Hill Pond, Air Conditioned: This holiday home rental outside of Winterport is located on a lake, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 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.