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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 54 Apartments in Portland with updated reviews, rates, and availability.

3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery
Microwave, oven, stovetop, dishwasher

3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery

9.6 out of 10, Exceptional, (18)
"We had a wonderful time in Ripley. We skied at Peak and Peek and the drive was about 25 minutes. The house was so neat and has everything you could need! The wine was very good and the staff was great. Highly recommend "
The price is AED 680
AED 1,312 total
includes taxes & fees
17 Apr - 18 Apr
3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery
Beachfront Historic home 2br/1Ba apt. w/ Steam Shower, WiFi, Netflix, Disney+
Miscellaneous

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

9.8 out of 10, Exceptional, (48)
"This is a very cool property rich in history with an awesome view directly on Lake Erie. We stayed an entire month & it was very accommodating for long term stays. We stayed in the large 2 bedroom apartment upstairs. There is also a smaller 1 bedroom apartment upstairs which we saw and was very cool as well. Any issues we had were addressed promptly by the property owner who was charming. The listing does state that there is a tennis court on property but if you are planning to play tennis, it...
Beachfront Historic home 2br/1Ba apt. w/ Steam Shower, WiFi, Netflix, Disney+
One bedroom apartment located near Lake Erie Wine Trail and local fishing.
Living area

One bedroom apartment located near Lake Erie Wine Trail and local fishing.

10.0 out of 10, Exceptional, (4)
"This property was perfect! Super clean with a full kitchen with everything you need! Couple good restaurants and wineries within walking distance. Would definitely stay there again!!"
The price is AED 422
AED 597 total
includes taxes & fees
23 Apr - 24 Apr
One bedroom apartment located near Lake Erie Wine Trail and local fishing.
Serene location in middle of wine country
Beach nearby

Serene location in middle of wine country

9.8 out of 10, Exceptional, (48)
"Can’t wait to come back."
Serene location in middle of wine country
North East Lake House Unit #3 with WiFi and Central Air Conditioning
Beach

North East Lake House Unit #3 with WiFi and Central Air Conditioning

10.0 out of 10, Exceptional, (1)
"It is a beautiful location right on the lake. Sunsets are amazing amd Best diner ever is 10 min awaycalled Butch's Diner."
North East Lake House Unit #3 with WiFi and Central Air Conditioning
Romantic Apt Near Wineries, Golf & Lake Erie!
Exterior

Romantic Apt Near Wineries, Golf & Lake Erie!

9.6 out of 10, Exceptional, (28)
"The property was exactly as advertised, and the host was easy to communicate with. Check in and check out was easy as well. The place was clean and well organized. I would definitely stay here again! "
Romantic Apt Near Wineries, Golf & Lake Erie!
Chautauqua 2 BR Lakefront Apartment
Outdoor dining

Chautauqua 2 BR Lakefront Apartment

10.0 out of 10, Exceptional, (2)
"House was beautiful and very clean. Lots of places to sit outside and view the lake. Very quiet and relaxing. Interesting landscaping. It was a little difficult to get larger items into the house because of the narrow entry door. The beds were comfortable. The coffee maker does both drip and k-cups."
Chautauqua 2 BR Lakefront Apartment
3- Bedroom Apartment at an Award Winning Winery
Private kitchen

3- Bedroom Apartment at an Award Winning Winery

2.0 star property
9.8 out of 10, Exceptional, (9)
"Checking in was a little confusing. We went to what we thought was the correct property, but it was actually the wrong house."
The price is AED 698
AED 1,370 total
includes taxes & fees
17 Apr - 18 Apr
3- Bedroom Apartment at an Award Winning Winery
Sweet Serenity in Bemus Point
Beach towels

Sweet Serenity in Bemus Point

10.0 out of 10, Exceptional, (12)
"Lovely place to stay! "
Sweet Serenity in Bemus Point
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
Centrally Located Retreat Near Chautauqua Lake
Exterior

Centrally Located Retreat Near Chautauqua Lake

10.0 out of 10, Exceptional, (28)
"Nice property in the heart of town. Easy walk to many locations. Ken was available when needed. "
Centrally Located Retreat Near Chautauqua Lake
Lake Chautauqua Studio: Walk to Shops & Dining
Exterior

Lake Chautauqua Studio: Walk to Shops & Dining

10.0 out of 10, Exceptional, (40)
"Nice studio unit, dividable by curtain for area with sleeper sofa. Awesome porch with rocking chairs, nice sun room with dining table. In the heart of this little town, walkable to all sorts of restaurants, shops, etc., as well as the lake. Bathroom is on the small side, but workable. Had a great stay."
Lake Chautauqua Studio: Walk to Shops & Dining
Pet-Friendly Loft Vacation Rental w/ Fire Pit!
Exterior

Pet-Friendly Loft Vacation Rental w/ Fire Pit!

9.8 out of 10, Exceptional, (28)
"Very nice, clean Nice balcony. Great lication"
Pet-Friendly Loft Vacation Rental w/ Fire Pit!
Romantic Country Apt by Lake Erie & Wineries!
Exterior

Romantic Country Apt by Lake Erie & Wineries!

9.2 out of 10, Wonderful, (15)
"Great location. Comfy bed. Sparkling clean!!!"
Romantic Country Apt by Lake Erie & Wineries!
Pet-Friendly Jamestown Cabin w/ Fire Pit and Deck!
Fireplace, table tennis, books

Pet-Friendly Jamestown Cabin w/ Fire Pit and Deck!

10.0 out of 10, Exceptional, (5)
"Beautiful cabin! Hosts were kind and accommodating!"
Pet-Friendly Jamestown Cabin w/ Fire Pit and Deck!
Lakefront Studio with hardwood floors, pebble beach, and fire pit for memories!
Property grounds

Lakefront Studio with hardwood floors, pebble beach, and fire pit for memories!

Lakefront Studio with hardwood floors, pebble beach, and fire pit for memories!
Chaut. Lake & Comedy Center Guesthouse
Interior

Chaut. Lake & Comedy Center Guesthouse

9.6 out of 10, Exceptional, (5)
"We were very impressed with this beautiful property. It was a perfect place for our overnight stay for my son's wedding nearby. Accommodations were very comfortable. We had no complaints with the property. "
Chaut. Lake & Comedy Center Guesthouse
Cozy Ripley Apartment - 21 Mi to Downtown Erie!
Fridge, microwave, stovetop, dishwasher

Cozy Ripley Apartment - 21 Mi to Downtown Erie!

10.0 out of 10, Exceptional, (1)
"The bed- room with 2 separate beds can have larger beds …."
Cozy Ripley Apartment - 21 Mi to Downtown Erie!
Ski + Shop: Newly Renovated Chautauqua Lake Studio
Exterior

Ski + Shop: Newly Renovated Chautauqua Lake Studio

8.0 out of 10, Very Good, (2)
"We decided to go to Jamestown to visit the Comedy Hall of Fame. We decided on this condo and community as it was near the lake. Also was close to wine country on Lake Erie. Both were worth the visit. The owner Samuel was very helpful during our stay plus giving us suggestions for Dinning out."
Ski + Shop: Newly Renovated Chautauqua Lake Studio
North East Lake House Unit #2 with private deck
Beach

North East Lake House Unit #2 with private deck

North East Lake House Unit #2 with private deck
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 Portland

The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
Terrace/patio

The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country

10.0 out of 10, Exceptional, (25)
"Perfect cottage for a relaxing weekend! We stayed to be super close to Fredonia and it was perfect! The cottage had everything we needed of our girls night!"
The price is AED 680
AED 1,208 total
includes taxes & fees
20 Apr - 21 Apr
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
Treat yourself - Enjoy spring and summer on the lake.
Terrace/patio

Treat yourself - Enjoy spring and summer on the lake.

10.0 out of 10, Exceptional, (48)
"The location was beautiful with the view of the lake being visible from inside the house. The owners provided every creature comfort to make our stay more enjoyable. We enjoyed the unique pieces of furniture and historical framed art and photographs on the walls. Thank you and God Bless You!"
The price is AED 643
AED 1,361 total
includes taxes & fees
29 Apr - 30 Apr
Treat yourself - Enjoy spring and summer on the lake.
Waterfront Chautauqua Lake Home w/ Stunning Views
Interior

Waterfront Chautauqua Lake Home w/ Stunning Views

10.0 out of 10, Exceptional, (13)
"Everything was lovely. The hosts provided many extras to make the stay great."
Waterfront Chautauqua Lake Home w/ Stunning Views
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

What's it like to stay at an apartment in Portland?
You might have as many choices centrally in Portland, but Expedia can help you find accommodations in the area similar to apartments. When you search on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can also search for similar properties such as condos, vacation homes, or cottages.
How do you know if an apartment is the right choice for you?
Often more spacious than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for solo travelers who want to stay in at night and plan out their next day.
What's a favorite apartment for my stay in Portland?
Here are some of the more popular apartments in the area to choose from: 3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery: Situated in Ripley, 16.9 mi/27.3 km from the heart of Portland. Includes Smart TVs. 3- Bedroom Apartment at an Award Winning Winery: It’s located in Ripley, 16.9 mi/27.2 km away. Chautauqua 2 BR Lakefront Apartment: 9.7 mi/15.6 km away in Dewittville. Private patios and Smart TVs are included. Romantic Apt Near Wineries, Golf & Lake Erie!: It’s located in Westfield, 7.3 mi/11.7 km from Portland. Includes laundry facilities and outdoor space.
What will the weather be like when I travel to Portland?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Portland. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are February and January with an average of 30°F. The snowiest months in Portland are January, November, March, and February, with each month seeing an average of 7 inches of snowfall.
What should I see and do in Portland?
While exploring the area, visit family-friendly sights like Chautauqua Belle Steamboat, or get outside and enjoy nature at Lake Erie. In the larger area, you’ll find 21 Brix Winery and Lake Erie State Park.
What's the best way to get to and around Portland?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Jamestown, NY (JHW-Chautauqua County), which is located 18.7 mi (30.1 km) away from the heart of the city. If you’d like to explore around the area, you may want a rental car for your journey.