Holiday Rentals in Portland

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Holiday Rentals in Portland

Private lakefront w/ panoramic views near Westport

Westport
9.6 out of 10, Exceptional, (46)
"The stone cottage had a nice view of the lake, a fire pit, big tables for games and meals with family. Very relaxing and quiet. The loons on the lake were close by--loved their calls to each other! It was clean and had a well stocked kitchen. If you have little children, the outdoor patio has a drop off that you would need to use caution with. We would definitly recommend this place. "
United States
Sarah F.
Private lakefront w/ panoramic views near Westport

Sunset Waters Cottage at the Heart of Big Rideau Lake

Portland
9.4 out of 10, Exceptional, (105)
"Nice weather, good fishing!The layout of the building works great for separating branches of the family to do their own thing if desired."
United States
Jay B.
Sunset Waters Cottage at the Heart of Big Rideau Lake

Relaxing Graham Lake Escape

Mallorytown
9.8 out of 10, Exceptional, (50)
"Wonderful little place, cozy, clean and beautiful "
Canada
Olivia K.
Relaxing Graham Lake Escape

Glamping anyone? Enjoy picturesque sunsets from your own water’s edge deck!

Lombardy
9.6 out of 10, Exceptional, (15)
"Wendy was an excellent host. She has a beautiful property with so many pretty views and places to sit and relax, and she's so kind to share it! We were too busy relaxing and enjoying being there to take photos. We will definitely be returning! "
Canada
Katelyn
Glamping anyone? Enjoy picturesque sunsets from your own water’s edge deck!

Charming European-Style Studio in the Heart of Downtown Perth

Perth
10.0 out of 10, Exceptional, (9)
"We really loved the location and the European accents. Everything was very clean and neat. "
Canada
Carole
The price is €161
includes taxes & fees
20 Nov - 21 Nov
Charming European-Style Studio in the Heart of Downtown Perth

The Haven on Halton

Perth
10.0 out of 10, Exceptional, (31)
"Beautiful new accessible home with two bedrooms and beautifully appointed. Great location for walking into downtown and going for our bike rides. Would love to stay again!"
Canada
Janet
The Haven on Halton

The Sheriff's Quarters

Perth
9.8 out of 10, Exceptional, (26)
"We loved Perth and this property being in a historical building on the main shopping street made it the perfect location for us. The canal and park nearby are a must to see. "
Canada
Julie
The price is €148
includes taxes & fees
20 Nov - 21 Nov
The Sheriff's Quarters

Whitefish Lake: Waterfront Cottage w/ Boat Dock!

Lyndhurst
9.4 out of 10, Exceptional, (35)
"Great communication with host. View onto the lake is stunning. Plenty of furniture outside to enjoy the view. Location is pretty central to Wendy’s Market, Elgin and Westport to stock up on groceries. House had all we needed (laundry detergent, dishwashing detergent, clean towels/linens. AC was nice to have as it was hot during our stay. House was cleaned nicely for our arrival. "
United States
Keith D.
Whitefish Lake: Waterfront Cottage w/ Boat Dock!

Stonewood Bay Getaway in Seeleys Bay–Spacious Yard, Lakeview, Sleeps 10

Seeley's Bay
8.8 out of 10, Excellent, (3)
"The rustic look and feel of the house was wonderful. It was exactly as the pictures showed. Also the games room in the basement is very nice to have. In particular we enjoyed the pool table. The location and property are very quiet which we appreciated. The town was small but we still had a chance to explore, and also enjoyed a hiking next to a waterfall about a 15 minute drive from the propery. Overall we had a good experience."
Canada
Jane S.
Stonewood Bay Getaway in Seeleys Bay–Spacious Yard, Lakeview, Sleeps 10

43 At The Lake Sunrise Cottage

Lansdowne
9.2 out of 10, Wonderful, (45)
"The host was amazing. The cabin was very clean. The host was available if you required assistance and was very informative about the area and things to do. I would say he goes above and beyond."
Canada
Theresa A.
43 At The Lake Sunrise Cottage

Stylish Heritage Downtown Gem near Stewart Park and Tay Basin

Perth
10.0 out of 10, Exceptional, (3)
"Perfect place to stay for a few nights as we enjoyed the heritage town of Perth. Easy check in, everything exactly as described, beautiful area of town that bustled during the day and was quiet at night. We'll stay here again in a heartbeat."
Canada
K D.
The price is €157
includes taxes & fees
20 Nov - 21 Nov
Stylish Heritage Downtown Gem near Stewart Park and Tay Basin

On The Point-Panoramic Waterfront Cottage Rental

South Frontenac
10.0 out of 10, Exceptional, (9)
"We loved this property. Super amenities and helpful hosts."
Canada
Terry W.
On The Point-Panoramic Waterfront Cottage Rental

Beautiful Lakefront Cottage with Hot Tub

Mallorytown
7.8 out of 10, Good, (16)
"Beautiful property and location. Host was very responsive. "
Canada
Meredith S.
Beautiful Lakefront Cottage with Hot Tub

Osprey Nest Lakefront -sleeps 12, close to village

Westport
10.0 out of 10, Exceptional, (12)
"Wonderful rental! Our family had a great time. "
United States
James G.
Osprey Nest Lakefront -sleeps 12, close to village

Pike Lake Studio Oasis

2.0 star property
Perth
10.0 out of 10, Exceptional, (2)
"One of the more well considered "
Canada
Nathaniel P.
The price is €162
includes taxes & fees
30 Nov - 1 Dec
Pike Lake Studio Oasis

Restored stonehouse in the heart of Perth.

Perth
9.8 out of 10, Exceptional, (23)
"Excellent accommodations. Very well maintained and clean. Exceeded our expectations."
Canada
Jean
Restored stonehouse in the heart of Perth.

Historic 1853 Kingsgate Lakehouse

Lyndhurst
9.6 out of 10, Exceptional, (40)
"Eleven of us stayed for four nights. Ages 93 - 4. All liked the place and had a good time"
United States
Peter S.
Historic 1853 Kingsgate Lakehouse

3 bedrooms Cozy Cabin on Westport Ontario, Family and pet friendly !

Westport
8.4 out of 10, Very good, (11)
"Great location and very close to downtown Westport. Nice to have boat launch and docking on site. View of the lake out the large picture window was great."
United States
Todd C.
3 bedrooms Cozy Cabin on Westport Ontario, Family and pet friendly !

The Dance Hall Cottage on Charleston Lake

Athens
10.0 out of 10, Exceptional, (10)
"The Dance Hall is the perfect place to relax. Cozy, comfy, funky and well-appointed. I couldn't think of a thing I'd change! "
United States
Amy Q.
The Dance Hall Cottage on Charleston Lake

Lovely get away waterfront home

Jasper
9.6 out of 10, Exceptional, (34)
"We had a great stay."
Canada
Jerry H.
Lovely get away waterfront home
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, apart-hotels, 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 favorite 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 depends 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 €148 per night. Entering your travel dates in the search wizard you might find 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?

Your Home Away From Home: 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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Portland?

Big Rideau Lake and Portland Beach are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Portland Bay Conservation Area and Rideau Lakes Public Library - Portland Branch.

What’s a holiday rental in Portland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Portland. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.