Portland Holiday Rentals

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Our top choices for Portland holiday rentals

10.0 out of 10, Exceptional, (51)
"The stay made for a wonderful girls weekend!"
United States
Christine W.
The price is AU$509
includes taxes & fees
11 Dec - 12 Dec
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
10.0 out of 10, Exceptional, (217)
"Wonderful spot right on the beach. Comfortable beds and well stocked kitchen. Plenty of chairs for by the firepit was appreciated. "
United States
Laura G.
True Lake Beachfront, Stunning Sunsets, Beach glass hunting
10.0 out of 10, Exceptional, (174)
"We enjoyed being with family on the we all grew up on! Peaceful neighborhood and amazing lake view."
United States
Debra R.
Peaceful Lakefront Cottage - Completely Renovated - Available Year Round!
9.8 out of 10, Exceptional, (59)
"We had a wonderful relaxing time. The house was nice and homey. Will be back next time we visit Lily Dale. "
United States
Anonymous traveller
The price is AU$466
includes taxes & fees
11 Dec - 12 Dec
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
2.0 star property
10.0 out of 10, Exceptional, (17)
"Beautiful house! Beautiful location! Highly recommend! "
United States
Diana F.
Beachfront Retreat in Wine Country w/ Sunset View!
9.8 out of 10, Exceptional, (110)
"Had a fabulous time, great place"
United States
kathleen w.
Chautauqua Lake Front Property - Short Walk to the Village of Bemus Point!
10.0 out of 10, Exceptional, (88)
"House was very clean and perfect for a girls getaway. View was amazing. Right on the lake. "
United States
Mary Jo M.
Enjoy fall on the lake - colorful leaves, the grape harvest. Or, Winter snuggle.
10.0 out of 10, Exceptional, (78)
"The house was very clean and agreat location for our visit with family "
United States
Ray K.
The price is AU$726
includes taxes & fees
17 Dec - 18 Dec
Walk out the door, walk onto the beach!

Holiday Home in findley lake

Step back in time farm house
9.6 out of 10, Exceptional, (75)
"Great place to stay! Enjoyed the decor and location."
United States
Thomas B.
The price is AU$229
includes taxes & fees
15 Dec - 16 Dec
Step back in time farm house
10.0 out of 10, Exceptional, (2)
"It was a very clean house with spacious areas including a full apartment upstairs. It was one of the better places we have ever stayed at as far as accommodations go. Highly recommended! Thank you."
United Kingdom
Bill T.
The price is AU$610
includes taxes & fees
12 Dec - 13 Dec
20 Park-Walk to Everything CHQ-Pets OK-Free Bikes
10.0 out of 10, Exceptional, (88)
"Such a wonderful, clean property with an excellent location and host."
United States
Joseph A.
Spectacular Lake Erie Sunsets with beach access

Holiday Home in Mayville

Modern 300 ft lakefront with pool
9.6 out of 10, Exceptional, (100)
"We had a great time using all the spaces across the property - great house with many amenities!"
United States
Carraugh N.
Modern 300 ft lakefront with pool
10.0 out of 10, Exceptional, (6)
"We really enjoyed the house and yard! It worked great for our family gathering! It was a nice walk down to the lake where we spent several evenings watching the sunset from the chairs at the end of the dock."
United States
Bruce F.
Spacious 5-bedroom house with AC, WiFi in charming Bemus Point
10.0 out of 10, Exceptional, (266)
"Lovely cottage with great views!"
United States
Norma J.
Beachfront Cottage w/Amazing Views! Steps 2 Beach. Fishing.WiFi.Wineries.Dining
10.0 out of 10, Exceptional, (197)
"Close to all the fun in Bemus Point. We had great weather and enjoyed all the amenities. Check in /out was easy. "
United States
Samantha G.
The price is AU$769
includes taxes & fees
12 Dec - 13 Dec
Charming Resort in the Heart of Bemus Village on CHQ Lake
10.0 out of 10, Exceptional, (23)
"Our stay was wonderful! The house was amazing and the host even better."
United Kingdom
Ashley C.
The price is AU$1,022
includes taxes & fees
11 Dec - 12 Dec
Portage Ponds 5 BR/3 Bath close to CHQ, wine trail
10.0 out of 10, Exceptional, (245)
"Really great place to get away from it all, my Family truly enjoyed our time there. "
United States
Jody E. M.
Chalet on 250 acres, Private, 1 Mi from Chautauqua Institution / Lake
10.0 out of 10, Exceptional, (118)
"Like home away from home Basics there just bring u food n enjoy!"
United States
Kathy S.
The price is AU$886
includes taxes & fees
28 Dec - 29 Dec
Secluded Chautauqua Lake House, private dock & beach, short stroll to town!
9.8 out of 10, Exceptional, (23)
"We have amazing family time!!! This house has everything to have fun with the kids!!"
United States
Maria Magdalena Q.
The price is AU$607
includes taxes & fees
16 Dec - 17 Dec
Four bedroom/three bath. Ideal Winter getaway. Snowmobile trail access.
10.0 out of 10, Exceptional, (29)
"Loved our stay in this quaint home! Great location, very clean, plenty of room for our family of six, and included everything we needed for our visit to Bemus Point. Highly recommend! "
United States
Colleen G.
Quaint historic home in the heart of Bemus Point Village- a stroll to the water!
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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Top Portland Hotel Reviews

Find out more about Portland

Everything you need to know about Portland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Portland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Portland holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Portland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portland holiday rentals we have selected for you start as low as AU$229 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Portland rentals

At Expedia, we put the best Portland holiday 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 holiday.

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 holiday rental in Portland?

Yes, there are holiday rentals close to the most popular sights in Portland, or you can select a more secluded option if you're looking for a relaxing stay.

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

Peaceful Lakefront Cottage - Completely Renovated - Available Year Round!: This holiday home rental outside of Portland is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday 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 wider area, you’ll find 21 Brix Winery and Lily Dale Spiritual Center.

What are holiday rentals like in Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portland. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a family trip.