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Winterport Holiday Rentals

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Holiday Rentals in Winterport

1812 Pierce House

3.5 star property
1812 Pierce House

Cozy 2 BR by River- Crooked Steeple Hall

4.0 star property
Cozy 2 BR by River- Crooked Steeple Hall

Pet-friendly Prospect Apartment: 7 Mi to Beach!

3.0 star property
7.0 out of 10, Good, (2)
"Like: Very private, close to nature, extra blankets available, very clean kitchen and bathroom, towels and cafe k-cups available Didn't like: Mattress, odor in the bathroom, yellow pillow under pillowcase"
Pet-friendly Prospect Apartment: 7 Mi to Beach!

35 Mi to Acadia: Rustic Retreat in Orland!

2.0 star property
35 Mi to Acadia: Rustic Retreat in Orland!

Secluded Orland Cottage w/ Grill, Near State Parks

3.0 star property
Secluded Orland Cottage w/ Grill, Near State Parks

Waterfront Hampden Home on Hermon Pond!

3.0 star property
8.0 out of 10, Very good, (2)
"A beautiful and quiet spot on the water, only a few miles from town. We heard loons and saw a bald eagle grab a fish from the pond. The house itself was cozy, clean, and comfortable. "
Waterfront Hampden Home on Hermon Pond!
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

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?

1812 Pierce House: This highly rated holiday home rental in Winterport is equipped with a BBQ, air conditioning and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop. Our travellers also rate Cozy 2 BR by River- Crooked Steeple Hall as a favourite home for rent in Winterport.

How many holiday rentals are there in Winterport?

Expedia has 6 holiday rentals for your stay in Winterport.

What can I see and do in Winterport?

While exploring the area, visit family-friendly sights like The Sports Arena, 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.