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Winterport Holiday Rentals

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Our top choices for Winterport holiday rentals

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 NZ$505
includes taxes & fees
23 Nov - 24 Nov
Timberlight Retreat | Tiny Home Cabin

2. 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 NZ$304
includes taxes & fees
17 Nov - 18 Nov
MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen in Hampden/Bangor

3. 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)
"We loved it here!"
United States
Angel W.
The price is NZ$304
includes taxes & fees
25 Nov - 26 Nov
MaineStay Cottage #2 Bangor/Hampden close to town

4. 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 NZ$420
includes taxes & fees
15 Nov - 16 Nov
spacious clean vacation unit near Bangor and on your way to Acadia National Park

5. 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 NZ$308
includes taxes & fees
15 Nov - 16 Nov
Cozy MaineStay Cottage #1 Hampden/Bangor

6. 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 NZ$379
includes taxes & fees
14 Dec - 15 Dec
Blueprint Suite at Spofford Lodge

7. 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 NZ$541
includes taxes & fees
23 Nov - 24 Nov
Bayside vista

8. 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 NZ$379
includes taxes & fees
14 Dec - 15 Dec
Inkwell Suite at Spofford Lodge

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 NZ$438
includes taxes & fees
15 Nov - 16 Nov
Hermon Pond Studio

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, (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 NZ$395
includes taxes & fees
23 Nov - 24 Nov
Charming 3-bedroom cottage in Hampden with AC, WiFi

11. 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 NZ$304
includes taxes & fees
17 Nov - 18 Nov
NEW MaineStay Cottage #3 Full Kitchen + Fireplace in Hampden/Bangor

12. 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 NZ$545
includes taxes & fees
8 Dec - 9 Dec
Waterfront Cape | 3BR/2 Bath| Fire Pit

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 NZ$438
includes taxes & fees
23 Nov - 24 Nov
Cozy Hermon Pond Basecamp: 15m to Bangor Airport, Fast Wi-Fi & Winter Ready

14. 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 NZ$854
includes taxes & fees
21 Nov - 22 Nov
Tides' Reach - Private Waterfront King Beds

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

Log cabin style lean-to, perfect for nature lovers!
Orland
The price is NZ$368
includes taxes & fees
27 Nov - 28 Nov
Log cabin style lean-to, perfect for nature lovers!

16. 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 NZ$290
includes taxes & fees
30 Nov - 1 Dec
Charming studio in Bangor Maine on Broadway park.

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)
"Great place to stay in Bangor"
United States
Nicholas O.
The price is NZ$487
includes taxes & fees
15 Nov - 16 Nov
MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,

18. Cozy Cabin By The Pond, Sleeps 2

Cozy Cabin By The Pond, Sleeps 2
Waldo
10.0 out of 10, Exceptional, (236 reviews)
"Very nice and cozy stay and the hosts were very kind and helpful. Highly recommend!"
United States
Skand
The price is NZ$357
includes taxes & fees
15 Nov - 16 Nov
Cozy Cabin By The Pond, Sleeps 2

19. Phoenix Nest - Downtown Apartment in Belfast

Phoenix Nest - Downtown Apartment in Belfast
Belfast
9.4 out of 10, Exceptional, (3 reviews)
"I just felt like we were paying City prices for a small town really cute little town but whose I can say Manhattan for the same price"
United States
Tom K.
The price is NZ$631
includes taxes & fees
15 Nov - 16 Nov
Phoenix Nest - Downtown Apartment in Belfast

20. Charming 2 BR 1Bath w/Full Kitchen apartment with AC, WiFi Ellsworth

Charming 2 BR 1Bath w/Full Kitchen apartment with AC, WiFi Ellsworth
Ellsworth
9.8 out of 10, Exceptional, (6 reviews)
"Easy check in , great value "
United States
Larry N.
The price is NZ$286
includes taxes & fees
15 Nov - 16 Nov
Charming 2 BR 1Bath w/Full Kitchen apartment with AC, WiFi Ellsworth
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?

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.