Photo by Matthew Jay

Search Condo Rentals in Portland

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Condo Rentals in Portland

Beachfront Historic home 2br/1Ba apt. w/ Steam Shower, WiFi, Netflix, Disney+
Property grounds

Beachfront Historic home 2br/1Ba apt. w/ Steam Shower, WiFi, Netflix, Disney+

9.8 out of 10, Exceptional, (48)
"The proprietors were incredibly friendly and lovely."
Beachfront Historic home 2br/1Ba apt. w/ Steam Shower, WiFi, Netflix, Disney+
Aldine Bowman Suite STUNNING updated 2-bdrm w/lake views in the heart of CHQ!
Exterior

Aldine Bowman Suite STUNNING updated 2-bdrm w/lake views in the heart of CHQ!

10.0 out of 10, Exceptional, (10)
"Loved the location, views and the people."
Aldine Bowman Suite STUNNING updated 2-bdrm w/lake views in the heart of CHQ!
Downtown Mayville Condo: Walk to Chautauqua Lake!
Property grounds

Downtown Mayville Condo: Walk to Chautauqua Lake!

8.8 out of 10, Excellent, (3)
"Everything was great. Clean and nice! "
Downtown Mayville Condo: Walk to Chautauqua Lake!
Beachfront Historical home 1Br/1Ba apt on Lake Erie w/ Balcony, WiFi, Streaming
Property grounds

Beachfront Historical home 1Br/1Ba apt on Lake Erie w/ Balcony, WiFi, Streaming

9.8 out of 10, Exceptional, (21)
"Beautiful location, adjacent to Lake Erie. Dog friendly is a plus! We’ll furnished and equipped."
Beachfront Historical home 1Br/1Ba apt on Lake Erie w/ Balcony, WiFi, Streaming
Best New! Lake Front Condo on Chautauqua Lake w/ Pool, Pickle Ball and much more
Smart TV, books, stereo

Best New! Lake Front Condo on Chautauqua Lake w/ Pool, Pickle Ball and much more

2.0 star property
10.0 out of 10, Exceptional, (2)
"This property was beautifully decorated and absolutely spotless. Well maintained. The view was spectacular. Cayuga Retreat provides an incredibly peaceful and gorgeous place to relax and unwind. Our host, Casey, was very easy to communicate with and provided everything we needed for a perfect stay. I'll definitely return!"
Best New! Lake Front Condo on Chautauqua Lake w/ Pool, Pickle Ball and much more
Lakeside Brand New Luxury Condo⚓️
Outdoor pool, a heated pool

Lakeside Brand New Luxury Condo⚓️

10.0 out of 10, Exceptional, (47)
"We really cannot say enough about this VRBO property. Very clean, a beautiful view of the lake, and close to the Main Street, including great dining options and shopping. Would definitely stay here again! "
Lakeside Brand New Luxury Condo⚓️
Lakeside Retreat in Dewittville w/ Pool Access!
Marina

Lakeside Retreat in Dewittville w/ Pool Access!

9.8 out of 10, Exceptional, (9)
"Me and 2 of my friends stayed here during the Lake Erie Wine Harvest Weekend. It’s a beautiful, cozy, well-appointed condo with a fantastic view of Lake Chautauqua. The wineries and restaurants are all just a short drive away. Would definitely recommend this place!! "
Lakeside Retreat in Dewittville w/ Pool Access!
Aldine Simpson Suite SPACIOUS updated 1-bdrm w/lake view in heart of Chautauqua!
Exterior

Aldine Simpson Suite SPACIOUS updated 1-bdrm w/lake view in heart of Chautauqua!

10.0 out of 10, Exceptional, (6)
"Great place in the middle of the Institute."
Aldine Simpson Suite SPACIOUS updated 1-bdrm w/lake view in heart of Chautauqua!
Lakefront Dewittville Condo with Private Deck!
Marina

Lakefront Dewittville Condo with Private Deck!

10.0 out of 10, Exceptional, (9)
"The condo was very comfortable with outstanding views. I would highly recommend and hope to stay here again."
Lakefront Dewittville Condo with Private Deck!
Lakefront 3-bedroom condo with AC and WiFi on Lake Chautauqua
Interior

Lakefront 3-bedroom condo with AC and WiFi on Lake Chautauqua

2.0 star property
10.0 out of 10, Exceptional, (1)
"Our first (and certainly not last) visit to Chautauqua could not have been more pleasant, in large part to this great property and the helpful owner. A vast array of things to see and do are a short drive away. However, "doing nothing" just sitting on the balcony and enjoying the lakeside view was another appreciated option. Best VRBO experience ever!"
Lakefront 3-bedroom condo with AC and WiFi on Lake Chautauqua
This luxurious and enchanting Penthouse Suite in the historic 1887 Aldine House in Chautauqua Institution
Exterior

This luxurious and enchanting Penthouse Suite in the historic 1887 Aldine House in Chautauqua Institution

8.0 out of 10, Very Good, (1)
"Great location. Comfortable. Well appointed. "
This luxurious and enchanting Penthouse Suite in the historic 1887 Aldine House in Chautauqua Institution
11A Haven- Great Location!
Exterior detail

11A Haven- Great Location!

11A Haven- Great Location!
This is a timeshare condominium complex located on the northern end of Chautauqua Institution at 20 Elm Lane
Property grounds

This is a timeshare condominium complex located on the northern end of Chautauqua Institution at 20 Elm Lane

This is a timeshare condominium complex located on the northern end of Chautauqua Institution at 20 Elm Lane
This is a timeshare condominium complex located on the northern end of Chautauqua Institution at 20 Elm Lane
Property grounds

This is a timeshare condominium complex located on the northern end of Chautauqua Institution at 20 Elm Lane

10.0 out of 10, Exceptional, (1)
"Well managed property, everything as expected"
This is a timeshare condominium complex located on the northern end of Chautauqua Institution at 20 Elm Lane
This centrally located Chautauqua Institution, 2nd floor condo is adjacent to Bestor Plaza
Exterior detail

This centrally located Chautauqua Institution, 2nd floor condo is adjacent to Bestor Plaza

This centrally located Chautauqua Institution, 2nd floor condo is adjacent to Bestor Plaza
This is a timeshare condominium complex located on the northern end of Chautauqua Institution at 20 Elm Lane.
Property grounds

This is a timeshare condominium complex located on the northern end of Chautauqua Institution at 20 Elm Lane.

8.0 out of 10, Very Good, (1)
"Generally a well-maintained condo, except that when I sat on a dining room chair for the first time, it collapsed. I only weigh 120 pounds and had sat down as I normally do. It obviously was already broken and reassembled by whoever did it in such a way that it appeared to be OK, even though one of the legs was detached from the seat. In the fall, my wrist, which had been previously broken, was badly twisted and my finger bled at the nail where it got caught in the bars on the chair back. When I...
This is a timeshare condominium complex located on the northern end of Chautauqua Institution at 20 Elm Lane.
Bemus Bay condominium
Interior

Bemus Bay condominium

2.0 star property
Bemus Bay condominium
Originally built in Chautauqua Institution in 1890, the original St. Elmo Hotel building was torn down and rebuilt as a residential condominium. It now offers the convenience of an elevator
Property grounds

Originally built in Chautauqua Institution in 1890, the original St. Elmo Hotel building was torn down and rebuilt as a residential condominium. It now offers the convenience of an elevator

Originally built in Chautauqua Institution in 1890, the original St. Elmo Hotel building was torn down and rebuilt as a residential condominium. It now offers the convenience of an elevator
This is a timeshare condominium complex located on the northern end of Chautauqua Institution at 20 Elm Lane.
Exterior

This is a timeshare condominium complex located on the northern end of Chautauqua Institution at 20 Elm Lane.

This is a timeshare condominium complex located on the northern end of Chautauqua Institution at 20 Elm Lane.
This is a timeshare condominium complex located on the northern end of Chautauqua Institution at 20 Elm Lane.
Exterior

This is a timeshare condominium complex located on the northern end of Chautauqua Institution at 20 Elm Lane.

This is a timeshare condominium complex located on the northern end of Chautauqua Institution at 20 Elm Lane.
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Why book your condo in Portland with Expedia?
Expedia will help you find your dream condo in Portland. After a luxury stay? Use our filters to search for properties that have a 5-star rating. If you have a budget, choose how much you want to spend and then browse our fabulous deals. We’ll help you find the right place whatever your getaway looks like.
How can I find cheap condos in Portland?
An excellent way to find cheap condos in Portland is with Expedia’s filter tool. Narrow down your search by star rating, amenities and budget to discover awesome prices in just a few clicks.