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Featured Condo Rentals in Winterport and around

A beautiful place to bring your family!
Beach

A beautiful place to bring your family!

9.2 out of 10, Wonderful, (20)
"From great neighbors to beautiful lake side views, this property was perfect for our family vacation. Paul was very responsive with any questions we had. The perfect location to explore many cities in Maine. "
A beautiful place to bring your family!
Comfy Downtown Getaway w/ Full Kitchen - Close to the Beach
Outdoor dining

Comfy Downtown Getaway w/ Full Kitchen - Close to the Beach

8.8 out of 10, Excellent, (13)
"Location was perfect. Apartment had all that we needed for the stay! Very walkable to ocean and places to eat. Loved the Compass Rose Book and coffee shop at the bottom of the hill. Would definitely book this again!"
Comfy Downtown Getaway w/ Full Kitchen - Close to the Beach
Downtown Getaway w/ Full Kitchen & Furnished Porch - Walk to the Beach/Harbor
Fridge, microwave, oven, stovetop

Downtown Getaway w/ Full Kitchen & Furnished Porch - Walk to the Beach/Harbor

8.8 out of 10, Excellent, (3)
"The flat was adorable, well appointed including a bowl and poo bags for the dog (although we brought our own), Close to downtown and adorable little stores and coffee shops. Only thing I would say the furniture is tiny and not good for larger folks."
Downtown Getaway w/ Full Kitchen & Furnished Porch - Walk to the Beach/Harbor
Comfortable Getaway for Two w/ Kitchenette - Right in the Heart of Downtown
Fridge, microwave, oven, stovetop

Comfortable Getaway for Two w/ Kitchenette - Right in the Heart of Downtown

8.0 out of 10, Very good, (3)
"The town of castine. Especially danny murphy's pub. And breakfast burritos on the dock in the harbor."
Comfortable Getaway for Two w/ Kitchenette - Right in the Heart of Downtown
Brand New Modern 2 bedroom 2 bath single level
Dining

Brand New Modern 2 bedroom 2 bath single level

10.0 out of 10, Exceptional, (1)
Brand New Modern 2 bedroom 2 bath single level
Spacious Home for Gathering
Fridge, microwave, oven, dishwasher

Spacious Home for Gathering

2.0 star property
Spacious Home for Gathering
Beautiful 2 Bedroom Condo - Sleeps Six
Private kitchen

Beautiful 2 Bedroom Condo - Sleeps Six

Beautiful 2 Bedroom Condo - Sleeps Six
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

Black Bear Inn, Ascend Hotel Collection

Black Bear Inn, Ascend Hotel Collection

10/10 Excellent
"This is the second time I've stayed at this property, it's great! Quiet, convenient, clean. I will definitely go back if I am in the area."
Christine 3-night trip
Posted 2 days ago
Black Bear Inn, Ascend Hotel Collection

Frequently asked questions

Why book your condo in Winterport with Expedia?
Reserving a condo in Winterport is as simple as deciding on your travel dates and picking an option that has what you need. Looking for something low cost or luxurious, or a property that also comes with a pool? Use Expedia's search filters to further narrow your search results and find the perfect pad.
How can I find cheap condos in Winterport?
Expedia can help you narrow your search for cheap condos in Winterport. To book your special stay in a few quick clicks, use our convenient filter tool to tailor your search results by budget, amenities and star rating.
What is there to do in Winterport near my condo?
The perfect travel accessory is a well-thought-out travel plan. Winterport Winery is a top place to kick off your exploration of Winterport.