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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 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, (19)
"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 1,312 total
includes taxes & fees
5 May - 6 May
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)
"We made an error and our host generously made things better!!! Great place that has old world charm and modern conveniences!!! The place makes you relax, and the beach is fabulous!!!"
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
11 May - 12 May
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)
"House was great! Visiting family in town and needed a place for all of us to stay. Would definitely stay there again next time!"
The price is AED 698
AED 1,374 total
includes taxes & fees
5 May - 6 May
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)
"Enjoyed our visit very much. This is a perfect location- everything’s within walking distance."
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)
"Great place to stay and location !"
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)
"Second stay at this rental.Great location. We love the Loft!!"
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!
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
Lake Chautauqua Studio: Walk to Shops & Dining
Interior

Lake Chautauqua Studio: Walk to Shops & Dining

3.0 star property
10.0 out of 10, Exceptional, (1)
"Property located in center of Bemus Point, NY. It was exactly what I was looking for at Chautauqua Lake."
Lake Chautauqua Studio: Walk to Shops & Dining
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, (26)
"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 760
AED 1,307 total
includes taxes & fees
5 May - 6 May
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, (52)
"The view was amazing and we enjoyed the strong snow storm curled up on the couch."
The price is AED 687
AED 1,422 total
includes taxes & fees
18 May - 19 May
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)
"We were very pleased with the accommodations and would love to stay again in the future"
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- Bedroom Apartment at an Award Winning Winery: Situated in Ripley, 16.9 mi/27.2 km from the heart of Portland. 3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery: Located in Ripley, 16.9 mi/27.3 km away. Includes Smart TVs. Access to onsite laundry facilities is available on site. Chautauqua 2 BR Lakefront Apartment: 9.7 mi/15.6 km away in Dewittville. Private patios and Smart TVs are included. Serene location in middle of wine country: It’s located in Westfield, 8 mi/12.9 km from Portland. Includes free WiFi, private patios, and sofa beds.
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.