Portland Vacation Rentals

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Vacation Rentals in Portland

Sunset Waters Cottage at the Heart of Big Rideau Lake

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
Fridge, microwave, oven, stovetop
The Haven on Halton

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
$262 nightly
The price is $296
Dec 11 - Dec 12
Total with taxes and fees
The Haven on Halton
Exterior
Relaxing Graham Lake Escape

Relaxing Graham Lake Escape

Mallorytown
9.8 out of 10, Exceptional, (50)
"Great location, excellent hosts, had everything you needed, very clean, beautiful views enjoyed all the amenities and cottage with my family will visit again."
Canada
Sylvie D.
Relaxing Graham Lake Escape
Terrace/patio
Glamping anyone? Enjoy picturesque sunsets from your own water’s edge deck!

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!
Outdoor dining
Charming European-Style Studio in the Heart of Downtown Perth

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
$162 nightly
The price is $183
Dec 3 - Dec 4
Total with taxes and fees
Charming European-Style Studio in the Heart of Downtown Perth
Property grounds
Private lakefront w/ panoramic views near Westport

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
Fridge, microwave, oven, stovetop
Restored stonehouse in the heart of Perth.

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
$385 nightly
The price is $435
Dec 1 - Dec 2
Total with taxes and fees
Restored stonehouse in the heart of Perth.
Fridge, microwave, stovetop, dishwasher
Whitefish Lake: Waterfront Cottage w/ Boat Dock!

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

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
Property grounds
43 At The Lake Sunrise Cottage

43 At The Lake Sunrise Cottage

Lansdowne
9.2 out of 10, Wonderful, (45)
"Had a great time at the sunrise cottage. Accommodations and amenities (restaurant, supplies and boat rental just across the road) were much appreciated. The lake was the big highlight as it reminded us of what we’d find at Algonquin, but less than half as far from Montreal. "
Canada
Brendan M.
43 At The Lake Sunrise Cottage
Exterior detail
Stylish Heritage Downtown Gem near Stewart Park and Tay Basin

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.
$158 nightly
The price is $179
Nov 27 - Nov 28
Total with taxes and fees
Stylish Heritage Downtown Gem near Stewart Park and Tay Basin
Exterior
The Bobs Lake Paradise

The Bobs Lake Paradise

Maberly
9.8 out of 10, Exceptional, (37)
"Beautiful property, with a walk in beach and great swimming."
Canada
Lindsay E.
The Bobs Lake Paradise
Outdoor dining
On The Point-Panoramic Waterfront Cottage Rental

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
Terrace/patio
Beautiful Lakefront Cottage with Hot Tub

Beautiful Lakefront Cottage with Hot Tub

Mallorytown
7.8 out of 10, Good, (16)
"Very nice property and clean - nice waterfront property - very peaceful and relaxing"
Canada
Robert H.
Beautiful Lakefront Cottage with Hot Tub
Property grounds
Osprey Nest Lakefront -sleeps 12, close to village

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
Smart TV
The Sheriff's Quarters

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
$147 nightly
The price is $167
Dec 16 - Dec 17
Total with taxes and fees
The Sheriff's Quarters
Exterior
Historic 1853 Kingsgate Lakehouse

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
Exterior
Pike Lake Studio Oasis

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.
$162 nightly
The price is $183
Nov 30 - Dec 1
Total with taxes and fees
Pike Lake Studio Oasis
Property grounds
3 bedrooms Cozy Cabin on Westport Ontario, Family and pet friendly !

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

Westport
8.4 out of 10, Very Good, (11)
"Peaceful and relaxing."
Canada
Genevieve S.
3 bedrooms Cozy Cabin on Westport Ontario, Family and pet friendly !
Property grounds
The Dance Hall Cottage on Charleston Lake

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
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

Tay Inn

Tay Inn

10/10 Excellent
"Friendly owners, consistent cleanliness"
Melissa 2-night trip
Posted 4 days ago
Tay Inn

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 $167 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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Portland?

Yes, you can find vacation rentals near top points of interest in Portland, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Portland?

The Haven on Halton: This vacation home rental outside of Portland offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the garden in this rental home to help you unwind.

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 Len's Cove Marina.

What’s a vacation rental in Portland like?

A vacation rental is a private property you can stay in for a couple of days or more in Portland. Vacation rentals feature extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family gatherings.