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Compare 48 Apartments in Portland with updated reviews, rates, and availability.

3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery
Room
3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery
9.6 out of 10, Exceptional, (14)
"My husband and I had a wonderful weekend celebrating our 33rd anniversary. The cottage was wonderful. The little touches mean so much. From the coffee and flavored creamer to the fall decorations, everything was perfect. The staff at the winery was delightful, not to mention the free bottle of wine! Hopefully we will be back next year! Thank you!"
The price is AED 680
AED 1,208 total
includes taxes & fees
15 Nov - 16 Nov
3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery
Lake Chautauqua Vacation Rental!
Bemus Point Vacation Rental | Studio | 1BA | 2 Steps to Access | 800 Sq Ft
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!
3- Bedroom Apartment at an Award Winning Winery
Exterior
3- Bedroom Apartment at an Award Winning Winery
2.0 star property
9.8 out of 10, Exceptional, (9)
"The Apartment above the Tasting room had everything a person could want or need. The accommodations were just lovely and impeccablely clean. An overnight reunion with girlfriends from College. The owner was helpful the minute we checked in. The employees in the tasting room were knowledgeable and helpful picking out wines and gifts in the tasting room. Easy to find location right off the exit off of I90. Will stay again for sure."
The price is AED 698
AED 1,280 total
includes taxes & fees
25 Nov - 26 Nov
3- Bedroom Apartment at an Award Winning Winery
Pet-Friendly Loft Vacation Rental with Fire Pit!
Bemus Point Vacation Rental | Studio | 1BA | 2 Flights of Stairs to Enter
Pet-Friendly Loft Vacation Rental with Fire Pit!
10.0 out of 10, Exceptional, (26)
"Very nice, clean Nice balcony. Great lication"
Pet-Friendly Loft Vacation Rental with Fire Pit!
Serene location in middle of wine country
A short walk to the beach bordering a fourteen acre preserve.
Serene location in middle of wine country
9.8 out of 10, Exceptional, (46)
"This location is just perfect for us! The short walk out to the beautiful beach area, and the comfortable accommodations make this a perfect place to rejuvenate! Our host Dave was just as amazing as he was on our first visit. We will definitely visit again. "
Serene location in middle of wine country
Chaut. Lake & Comedy Center Guesthouse
Game room
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
Sweet Serenity in Bemus Point
Beautiful Chautauqua Lake sunset
Sweet Serenity in Bemus Point
10.0 out of 10, Exceptional, (12)
"Lovely place to stay! "
Sweet Serenity in Bemus Point
Pet-Friendly Jamestown Cabin w/ Fire Pit and Deck!
Jamestown Vacation Rental | Studio | 1BA | Stairs to Access | 1,560 Sq Ft
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!
Beachfront Historical home 1Br/1Ba apt on Lake Erie w/ Balcony, WiFi, Streaming
Built in 1908 by Harry hequembourg ! All hand laid cobblestone
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
Romantic Country Apt by Lake Erie & Wineries!
Westfield Vacation Rental Apartment | 1BR | 1BA | 1 Story | 750 Sq Ft
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!
Romantic Apt Near Wineries, Golf & Lake Erie!
Westfield Vacation Rental Apartment | 1BR | 1BA | 1 Story | 750 Sq Ft
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!
One bedroom apartment located near Lake Erie Wine Trail and local fishing.
Sauna
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
25 Nov - 26 Nov
One bedroom apartment located near Lake Erie Wine Trail and local fishing.
Beachfront Historic home 2br/1Ba apt. w/ Steam Shower, WiFi, Netflix, Disney+
Front part of the house originally built in 1908!
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+
Vacation Home Rental Chautauqua Lake
Bemus Point Vacation Rental | 3BR | 1BA | 3 Stairs to Enter | 1,500 Sq Ft
Vacation Home Rental Chautauqua Lake
10.0 out of 10, Exceptional, (27)
"Nice Property located in the center of the village. Clean, comfortable and well stocked with everything you need away from home. Counted 6 restaurants open within walking distance and tried them all. Highly recommend the unit and the village. "
Vacation Home Rental Chautauqua Lake
Gorgeous lakefront vacation stay at The White Lakehouse
Dining
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
Trendy Chautauqua Lake Vacation Rental!
Bemus Point Vacation Rental | 1BR | 1BA | 1 Step to Access | 600 Sq Ft
Trendy Chautauqua Lake Vacation Rental!
9.4 out of 10, Exceptional, (3)
"Totally relaxing Labor Dat weekend getaway! Location was in the heart of Bemus Point, Bikes available allowed us to explore the area and enjoy the lakes beauty. Highly recommended property"
Trendy Chautauqua Lake Vacation Rental!
Lake Chautauqua Vacation Rental!
Exterior
Lake Chautauqua Vacation Rental!
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 Vacation Rental!
Chautauqua Lake Studio Near Skiing & Shopping
Chautauqua Vacation Rental | 1BA | Studio | Step-Free Access | 368 Sq Ft
Chautauqua Lake Studio Near Skiing & Shopping
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."
Chautauqua Lake Studio Near Skiing & Shopping
Cozy Ripley Apartment - 21 Mi to Downtown Erie!
Ripley Vacation Rental | 3BR | 1BA | 1,200 Sq Ft | Stairs Required
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!
Trendy Chautauqua Lake Vacation Rental!
Exterior
Trendy Chautauqua Lake Vacation Rental!
3.0 star property
Trendy Chautauqua Lake Vacation Rental!
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
Interior
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
10.0 out of 10, Exceptional, (21)
"Very pretty cottage nestles right by Lake Erie! Highly recommend. Will def book again when we bring our dog along. Owner was very cooperative and great communication. "
The price is AED 657
AED 995 total
includes taxes & fees
17 Nov - 18 Nov
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.
House on the Lake. Haus am See.
Enjoy fall on the lake - colorful leaves, the grape harvest. Treat yourself.
10.0 out of 10, Exceptional, (34)
"We had a wonderful getaway at this lovely house on the lake! Everything was as described or better. We cooked a couple dinners and found the kitchen had everything we needed. The master bedroom is beautiful with its view of the lake and we appreciated the seasonal decor throughout the house. We spent a lot of time out on the deck enjoying the sound of the waves. We will definitely be back!"
Enjoy fall on the lake - colorful leaves, the grape harvest. Treat yourself.
Beachfront Cottage w/Amazing Views! Steps 2 Beach. Fishing.WiFi.Wineries.Dining
Sunset cottage
Beachfront Cottage w/Amazing Views! Steps 2 Beach. Fishing.WiFi.Wineries.Dining
10.0 out of 10, Exceptional, (238)
"Just what we needed to recharge. So beautiful and peaceful. Can't wait to come back."
Beachfront Cottage w/Amazing Views! Steps 2 Beach. Fishing.WiFi.Wineries.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.

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. Serene location in middle of wine country: Located 8 mi/12.9 km away in Westfield. Free WiFi, private patios, and sofa beds are included. Lake Chautauqua Vacation Rental!: It’s situated in Bemus Point, 15.8 mi/25.4 km away. Includes private patios, separate dining areas, and sofa beds. 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.