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Holiday Rentals in Winterport

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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

NEW 2025 RV, 1 Bedroom WiFi AC in Serene Winterport with Coast and Bangor nearby

10.0 out of 10, Exceptional, (1)
"Great place to stay"
NEW 2025 RV, 1 Bedroom WiFi AC in Serene Winterport with Coast and Bangor nearby

Serene Waterfront Home with In-Ground Pool, River Views, Spacious Deck, & Grill

10.0 out of 10, Exceptional, (3)
"Older home with charm and some nice updates. It was perfect for our family of 6 and our dog. Kids appreciated the private pool on the 95° days and the dog loved the river. Couch is super comfortable and the outside area let us spend time together. Acadia is just over an hour away and it was a great home away from home for us."
Serene Waterfront Home with In-Ground Pool, River Views, Spacious Deck, & Grill

Peaceful Bangor Getaway | Clean & Cozy 2BR Home

2.0 star property
9.8 out of 10, Exceptional, (10)
"cozy stay, close to everything Bangor! "
Peaceful Bangor Getaway | Clean & Cozy 2BR Home

Country Charm: Cozy getaway in delightful Searsport

2.0 star property
9.8 out of 10, Exceptional, (7)
"The set up was different. But it was nice and cozy. I would stay there again."
The price is €175
includes taxes & fees
12 Aug - 13 Aug
Country Charm: Cozy getaway in delightful Searsport

Unique Coastal Maine Flower Farm Stay

9.2 out of 10, Wonderful, (12)
"The rental is a spacious 2-bedroom apartment overlooking the grounds, greenhouses, and fields of the unique Leafsong farm, out in the quiet and leafy countryside southwest of Belfast. You may meet the peacocks, sheep, mule, and horse who also call this place home. Many treasures to be found at the flower shop on the premises."
The price is €367
includes taxes & fees
12 Aug - 13 Aug
Unique Coastal Maine Flower Farm Stay

NEW - The Acadia Base Camp

10.0 out of 10, Exceptional, (1)
"Ótima casa "
NEW - The Acadia Base Camp

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!

Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided

9.8 out of 10, Exceptional, (64)
"Lovely property! Have a great time relaxing and enjoying nature."
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided

Rustic farmstay in a barn studio apartment

2.0 star property
10.0 out of 10, Exceptional, (3)
"Cozier than a hotel, very eco friendly, all the farm animals were cute. Fun to explore large property."
The price is €107
includes taxes & fees
18 Aug - 19 Aug
Rustic farmstay in a barn studio apartment

Charming, Lakeside Studio on Toddy Pond with the best sunrise views & water fun

7.4 out of 10, Good, (3)
"Great little place beautiful location.The owners are very nice "
Charming, Lakeside Studio on Toddy Pond with the best sunrise views & water fun

Cozy Cabin By The Pond, Sleeps 2

10.0 out of 10, Exceptional, (180)
"Extremely cozy, easy to find, great hosts, close to some very cute towns."
The price is €177
includes taxes & fees
25 Aug - 26 Aug
Cozy Cabin By The Pond, Sleeps 2

Beautiful lake side cottage

9.2 out of 10, Wonderful, (32)
"I grew up in this area and this felt just like home! The pond is so nice to wake up to right outside your window. Feels like a classic Maine camp. "
Beautiful lake side cottage

Delightful Seaside Retreat with Ocean Views, Wifi, and Private Washer & Dryer

10.0 out of 10, Exceptional, (1)
"We have family in Searsport and this property is literally the next street over. It was the perfect place for two couples and two 4-year-olds to stay for the holiday weekend. Comfy beds, plenty of sitting room, and an adorable outdoor patio were so nice. It's walking distance from Mosman Park and the beach, and also a grocery store and bars/restaurants. Perfect little quiet neighborhood that was just right for our little group. We're planning to book again for next year!"
Delightful Seaside Retreat with Ocean Views, Wifi, and Private Washer & Dryer

Charming 3-bedroom house with AC, WiFi and a large yard in the heart of Bangor!

10.0 out of 10, Exceptional, (2)
"Great, clean property close to downtown and shopping. Nice fenced in yard with tons of privacy to enjoy the back deck"
Charming 3-bedroom house with AC, WiFi and a large yard in the heart of Bangor!

Level Up: Your Retro Gaming Haven Awaits!

2.0 star property
7.6 out of 10, Good, (9)
"My husband and I just wanted a to take a little weekend trip for our first wedding anniversary. My husband collects older gaming systems (specifically Nintendo) and when I saw this listing I thought it would be perfect to surprise him with! It was a very clean, quiet (other than the downtown traffic, but the space makes up for that), and the proximity to restaurants/stores was a bonus! The owners gave us our privacy but were at our fingertips if we needed anything! It was perfect for our stay...
Level Up: Your Retro Gaming Haven Awaits!

Updated house close to downtown and the airport.

9.2 out of 10, Wonderful, (19)
"Another couple my wife and I all stayed at the house. You found it clean and comfortable and close to the downtown district. We would use it again if we visit Bangor Maine. "
The price is €261
includes taxes & fees
13 Aug - 14 Aug
Updated house close to downtown and the airport.

Cozy 1-bedroom with AC & Lake Access WiFi in Ellsworth Near Acadia Bar Harbor

10.0 out of 10, Exceptional, (2)
"It is a beautiful property but I missed reading carefully so was surprised that it was on the second floor and the entry was hard to find. However, the location,while a little isolated, is beautiful and quiet and the hosts are near by and very helpful and friendly. The place was spacious and well supplied. My confusion on location and being second floor was my mistake but it all worked out!"
Cozy 1-bedroom with AC & Lake Access WiFi in Ellsworth Near Acadia Bar Harbor

Farmstay in a tiny shack with view on horse & goat pasture

The price is €102
includes taxes & fees
12 Aug - 13 Aug
Farmstay in a tiny shack with view on horse & goat pasture
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.