A large suspension bridge with a distinctive gothic arch design, spanning over a forested area.

Portland Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Portland vacation rentals

A modern kitchen with dark cabinetry, a central island, and a dining area with a chair and table.

1. Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly

Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly
Portland
9.8 out of 10, Exceptional, (6 reviews)
"Cute cottage. Perfect location. Very clean and the process was very smooth."
United States
Julianne C.
$323 nightly
The price is $365
Sep 7 - Sep 8
Total with taxes and fees
Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly
A spiral staircase with wooden steps and metal railings, leading to an upper level with a skylight.

2. Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly

Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
Portland
10.0 out of 10, Exceptional, (63 reviews)
"Peaceful, great location and beautiful interior/decor. Wished we could have stayed longer. Nice proximity to local vineyards and local towns. Our pups also appreciated standing on the overlook and peering out to ever changing Lake Erie."
United States
amy k.
$321 nightly
The price is $363
Sep 15 - Sep 16
Total with taxes and fees
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
A wooden room with a bed, pillows, a hanging plant, and a window with a view of greenery.

3. Modern Lux Tiny Cabins in Wooded Getaway w/Hot Tub

Modern Lux Tiny Cabins in Wooded Getaway w/Hot Tub
Portland
10.0 out of 10, Exceptional, (1 review)
"Beautiful setting near Lake Erie and hiking trails. Fun design, great for families/small groups. Bring your own drinking water though if you mind sulfer."
United States
Laura
$450 nightly
The price is $509
Oct 6 - Oct 7
Total with taxes and fees
Modern Lux Tiny Cabins in Wooded Getaway w/Hot Tub
A white RV parked in a wooded area with a paved path leading to it.

4. Small camper in the country

Small camper in the country
Dewittville
9.8 out of 10, Exceptional, (20 reviews)
"Had a great time, unfortunately it rained the entire time we were there but the Rv was very clean and the host was amazing. We will definitely come visit again."
United States
Ashley M.
$90 nightly
The price is $102
Sep 6 - Sep 7
Total with taxes and fees
Small camper in the country
A beach setting with a chair and a table, both covered with a white cloth.

5. Lake Erie Hosta Cabin

Lake Erie Hosta Cabin
Fredonia
9.8 out of 10, Exceptional, (10 reviews)
"Very peaceful and private property with stunning views of the Lake Erie.Cabin had all we needed except may be pack up some fans as it gets hot sometimes. Host is wonderful accommodated my extra adults kids who decided to come at the last minute.Extra futon and pillows were provided.Electirc plate helped making breakfast Omelette and stove top for tea.We enjoyed our stay very much."
United States
Malika
$243 nightly
The price is $275
Sep 6 - Sep 7
Total with taxes and fees
Lake Erie Hosta Cabin
A beach with a chair and a table, both covered with a white cloth.

6. Lake Erie Lily Cabin

Lake Erie Lily Cabin
Fredonia
10.0 out of 10, Exceptional, (2 reviews)
"Property incredible! Next year will plan to spend more time at the property for some down time. Many classes but forgot to rest in-between. Property owner is very gracious and open to discussing whatever😄. Will try again next year"
United States
Lisa E
$243 nightly
The price is $275
Sep 6 - Sep 7
Total with taxes and fees
Lake Erie Lily Cabin
A living room with a stone fireplace, a television, and a dining area in the background.

7. Walk out the door, walk onto the beach!

Walk out the door, walk onto the beach!
Dunkirk
10.0 out of 10, Exceptional, (92 reviews)
"Beautiful property and super nice host!"
United States
Ashley F.
$282 nightly
The price is $319
Sep 7 - Sep 8
Total with taxes and fees
Walk out the door, walk onto the beach!
A modern living room with a dining table, sofa, and staircase.

8. Lake Erie Retreat

Lake Erie Retreat
Dunkirk
10.0 out of 10, Exceptional, (1 review)
"I was impressed with the cleanseliness and the warm and inviting atmosphere."
United States
Amanda G.
$180 nightly
The price is $203
Oct 1 - Oct 2
Total with taxes and fees
Lake Erie Retreat

9. The Stable at Windmill Ridge Farm

The Stable at Windmill Ridge Farm
Fredonia
9.6 out of 10, Exceptional, (18 reviews)
"Superb place "
Canada
Jonathan M.
$215 nightly
The price is $243
Sep 8 - Sep 9
Total with taxes and fees
The Stable at Windmill Ridge Farm
A forested area with a fire pit surrounded by green plastic chairs.

10. Comfortable Camper a few miles off thruway and area attractions. Fire ring wood

Comfortable Camper a few miles off thruway and area attractions. Fire ring wood
Forestville
9.0 out of 10, Wonderful, (2 reviews)
"Very clean and peaceful. The host was very responsive to any communication. Would definitely stay here again."
United States
Kathleen
$95 nightly
The price is $107
Sep 13 - Sep 14
Total with taxes and fees
Comfortable Camper a few miles off thruway and area attractions. Fire ring wood
A modern kitchen with wooden chairs, a dining table, and a black cabinet.

11. Cozy Colonial in Downtown Westfield, NY

Cozy Colonial in Downtown Westfield, NY
Westfield
10.0 out of 10, Exceptional, (31 reviews)
"Great clean place in a good part of town so we were able to walk to the bars and restaurants in a few minutes. Will for sure book this same place next year when we are up on fishing trip and wine arounds."
United States
Ken
$312 nightly
The price is $353
Sep 8 - Sep 9
Total with taxes and fees
Cozy Colonial in Downtown Westfield, NY
A modern living room with a brick accent wall, a sofa, a bed, and a dining area.

12. Cozy Loft-Pet Friendly-Spacious

Cozy Loft-Pet Friendly-Spacious
Mayville
10.0 out of 10, Exceptional, (4 reviews)
"Great stay. Clean loft and pet friendly.Host was easy to"
United States
Angela W.
$228 nightly
The price is $258
Sep 28 - Sep 29
Total with taxes and fees
Cozy Loft-Pet Friendly-Spacious
A spacious living area with a dining table, a sofa, and a kitchen with wooden cabinets and a built-in island.

13. Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.

Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
Dewittville
9.8 out of 10, Exceptional, (70 reviews)
"We had a great time. Was the perfect home away from home for a couple days."
United States
Juliann G.
$252 nightly
The price is $285
Oct 4 - Oct 5
Total with taxes and fees
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
A two-story house with a deck, a barbecue grill, and a sofa.

14. Lakefront w Dock-Pets OK-Amazing Views-Large Deck

Lakefront w Dock-Pets OK-Amazing Views-Large Deck
Chautauqua Lake
9.8 out of 10, Exceptional, (17 reviews)
"Beautiful views of the lake and a nice little place to stay!"
United States
Kierstyn I.
$278 nightly
The price is $314
Sep 21 - Sep 22
Total with taxes and fees
Lakefront w Dock-Pets OK-Amazing Views-Large Deck
A grassy pathway leading to a white RV with a visible logo.

15. Beautiful Camper on a country road.

Beautiful Camper on a country road.
Dewittville
9.6 out of 10, Exceptional, (14 reviews)
"Nice place "
United States
Steve M.
$109 nightly
The price is $123
Sep 6 - Sep 7
Total with taxes and fees
Beautiful Camper on a country road.
A bedroom with a bed, a desk, a chair, a ceiling fan, and a balcony with a view.

16. Premier St Elmo Unit w Large Balcony over Park

Premier St Elmo Unit w Large Balcony over Park
Chautauqua
10.0 out of 10, Exceptional, (1 review)
"This unit was perfect and just as described in the listing. The owners were very good with communication and helping us be prepared for our trip."
United States
Kristy C.
$209 nightly
The price is $233
Sep 28 - Sep 29
Total with taxes and fees
Premier St Elmo Unit w Large Balcony over Park
A kitchen with white cabinets, a granite countertop, and a ceiling light fixture.

17. Step back in time farm house

Step back in time farm house
findley lake
9.6 out of 10, Exceptional, (96 reviews)
"Everything was clean and comfortable. The location was great! We enjoyed our stay."
United States
Leslie E.
$133 nightly
The price is $150
Sep 7 - Sep 8
Total with taxes and fees
Step back in time farm house
A small, single-story mobile home with a front door, a window, and a barbecue grill in the yard.

18. Spacious 3BR Home with Pool Table & Patio Near Lake Erie

Spacious 3BR Home with Pool Table & Patio Near Lake Erie
Westfield
$382 nightly
The price is $432
Sep 7 - Sep 8
Total with taxes and fees
Spacious 3BR Home with Pool Table & Patio Near Lake Erie
A canal with boats, surrounded by residential houses and greenery.

19. Cozy 2 Bedroom Canal Front Cottage With Private Dock

Cozy 2 Bedroom Canal Front Cottage With Private Dock
Ashville
9.8 out of 10, Exceptional, (55 reviews)
"It was perfect!"
United States
Justin K.
$221 nightly
The price is $250
Sep 28 - Sep 29
Total with taxes and fees
Cozy 2 Bedroom Canal Front Cottage With Private Dock
A two-story house with a balcony, a porch, and a front door.

20. The Arlington GB: Charming Centrally Located Condo in Chautauqua Institution!

The Arlington GB: Charming Centrally Located Condo in Chautauqua Institution!
Chautauqua
$654 nightly
The price is $707
Sep 6 - Sep 7
Total with taxes and fees
The Arlington GB: Charming Centrally Located Condo in Chautauqua Institution!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

Athenaeum Hotel

Athenaeum Hotel

10/10 Excellent
"Staff was extremely friendly and helpful."
Bryan 1-night trip
Posted 7 hours ago
Athenaeum Hotel

Find out more about Portland

Everything you need to know about Portland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Portland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Portland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Portland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Portland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Portland rentals

At Expedia, we put the best Portland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Portland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Portland?

Yes, there are vacation rentals close to popular attractions in Portland, or you can select a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Portland has to offer?

Secluded Chautauqua Lake House, private dock & beach, short stroll to town!: This vacation home rental outside of Portland is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What can 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 are vacation rentals like in Portland?

Vacation rentals are private properties you can reserve for a couple days or more in Portland. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for family trips.