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Compare 49 Apartments in Portland with updated reviews, rates, and availability.

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

9.6 out of 10, Exceptional, (16)
"Myself and 5 others stayed at the cottage, it was very clean and cozy. Xinni was accommodating to our needs and answered very quickly. Would definitely stay there again!"
The price is AED 680
AED 1,208 total
includes taxes & fees
17 Feb - 18 Feb
3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery

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

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

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+

Lake Chautauqua Vacation Rental!

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 Vacation Rental!

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

Pet-Friendly Loft Vacation Rental with Fire Pit!

9.8 out of 10, Exceptional, (28)
"Very nice, clean Nice balcony. Great lication"
Pet-Friendly Loft Vacation Rental with Fire Pit!

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

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 709
AED 1,285 total
includes taxes & fees
17 Feb - 18 Feb
3- Bedroom Apartment at an Award Winning Winery

Gorgeous lakefront vacation stay at The White Lakehouse

10.0 out of 10, Exceptional, (1)
"Our stay at Jean‘s property was everything we helped for. The place is unique and lovely with a very well appointed kitchen. Appliances were all very new and worked great. Spectacular view. But most of all our host was wonderful. Very communicative and very accommodating. Can’t recommend the whole experience more."
Gorgeous lakefront vacation stay at The White Lakehouse

Vacation Home Rental 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. "
Vacation Home Rental Chautauqua Lake

North East Lake House Unit #1 with Private Deck

North East Lake House Unit #1 with Private Deck

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 Feb - 24 Feb
One bedroom apartment located near Lake Erie Wine Trail and local fishing.

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

Right outside the gates of Chautauqua Institution. Pet friendly!

2.0 star property
7.6 out of 10, Good, (4)
"The appsrtment was clean and well appointed. Close to wineries. It was great for our girls weekend. Looking forward to another visit."
Right outside the gates of Chautauqua Institution. Pet friendly!

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!

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!

North East Lake House Unit #2 with private deck

North East Lake House Unit #2 with private deck

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!

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

10.0 out of 10, Exceptional, (22)
"It was a great place to stay. There were no surprises. Everything was as I expected. It had a beautiful view of Lake Erie and was just right for a couples getaway. "
The price is AED 599
AED 919 total
includes taxes & fees
17 Feb - 18 Feb
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country

Enjoy fall on the lake - colorful leaves, the grape harvest. Treat yourself.

10.0 out of 10, Exceptional, (40)
"We had a very nice stay in a beautiful home from which we watched and heard the arctic blast freeze Lake Erie. Perfect place to appreciate something we’d never seen before. "
The price is AED 551
AED 1,265 total
includes taxes & fees
18 Feb - 19 Feb
Enjoy fall on the lake - colorful leaves, the grape harvest. Treat yourself.

Chalet on 250 acres, Private, 1 Mi from Chautauqua Institution / Lake

10.0 out of 10, Exceptional, (227)
"Excellent"
Chalet on 250 acres, Private, 1 Mi from Chautauqua Institution / Lake
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 favorite 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. Sweet Serenity in Bemus Point: Located 16.2 mi/26.1 km away in Bemus Point. Free WiFi and Smart TVs are included. North East Lake House Unit #3 with WiFi and Central Air Conditioning: It’s located in North East, 20.2 mi/32.5 km away. Lake Chautauqua Vacation Rental!: 15.8 mi/25.4 km away in Bemus Point. Private patios, separate dining areas, and sofa beds are included.
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.