Photo by Linda Kloss

Search Condos Rentals in Winterport from CA $2,106

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Winterport Condo Rentals

A beautiful place to bring your family!
Beach

A beautiful place to bring your family!

9.4 out of 10, Exceptional, (18)
"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!
Brand New Modern 2 bedroom 2 bath single level
Dining

Brand New Modern 2 bedroom 2 bath single level

Brand New Modern 2 bedroom 2 bath single level
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)
"Great location in Castine! Very easy to get to nearby towns. Property needs blinds on the windows (windows facing the driveway/parking, bathroom, and bedroom). Felt very exposed with half-curtains on ground level. Other than that, property was perfect!"
Downtown Getaway w/ Full Kitchen & Furnished Porch - Walk to the Beach/Harbor
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
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

10.0 out of 10, Exceptional, (2)
"The location of this suite couldn’t be better. It’s in the middle of downtown Castine near the water."
Comfortable Getaway for Two w/ Kitchenette - Right in the Heart of Downtown
Spacious Home for Gathering
Interior

Spacious Home for Gathering

2.0 star property
The price is CA $2,106
CA $2,621 total
includes taxes & fees
May 3 - May 4
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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Other property types in Winterport

1812 Pierce House
Front of property

1812 Pierce House

3.5 star property
The price is CA $342
CA $373 total
includes taxes & fees
May 4 - May 5
1812 Pierce House
Luxe Waterfront Oasis - Fully Remodeled, Private, A/C, Dogs, Yard, Fire Pit
Smart TV

Luxe Waterfront Oasis - Fully Remodeled, Private, A/C, Dogs, Yard, Fire Pit

Luxe Waterfront Oasis - Fully Remodeled, Private, A/C, Dogs, Yard, Fire Pit
Cozy Cabin By The Pond, Sleeps 2
Exterior

Cozy Cabin By The Pond, Sleeps 2

10.0 out of 10, Exceptional, (167)
"Beautiful little cabin in the woods. The hosts were very friendly and accomodating."
The price is CA $165
CA $274 total
includes taxes & fees
May 4 - May 5
Cozy Cabin By The Pond, Sleeps 2
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.

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.