Title: Portland Vacation Home Rentals from CA $828: Search Top Private Vacation Homes for Rent | Expedia.ca

[Portland Travel Guide](https://expedia.ca/Portland.dx182615)[Hotels in Portland](https://expedia.ca/Portland-Hotels.d182615.Travel-Guide-Hotels)[Vacation Rentals in Portland](https://expedia.ca/Portland-Vacation-Rentals.d182615.Travel-Guide-VacationRentals)[Flights to Portland](https://expedia.ca/Cheap-Flights-To-Portland.d182615.Travel-Guide-Flights)[Portland Car Rentals](https://expedia.ca/Car-Rentals-In-Portland.d182615.Car-Rental-Guide)[Portland Vacation Packages](https://expedia.ca/Portland.d182615.Destination-Travel-Guides)

![Adobe](https://images.trvl-media.com/place/182615/0db1baf5-d984-433d-99e7-8908d576f968.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/182615/0db1baf5-d984-433d-99e7-8908d576f968.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=182615&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=182615&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=182615&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=182615&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Portland vacation homes

![Cottage | Living room](https://images.trvl-media.com/lodging/45000000/44460000/44456800/44456729/e8c2b47b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456800/44456729/a773aa95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456800/44456729/a54f31d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456800/44456729/09a91cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Old Portland Courthouse

[](https://www.expedia.ca/Portland-Hotels-The-Old-Portland-Courthouse.h44456729.Hotel-Information)

Portland

CA $1,892

CA $2,270 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Portland-Hotels-The-Old-Portland-Courthouse.h44456729.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456900/44456841/bdaa3c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456900/44456841/ba0a7a91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living area](https://images.trvl-media.com/lodging/45000000/44460000/44456900/44456841/bc0bef8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room](https://images.trvl-media.com/lodging/45000000/44460000/44456900/44456841/2341b0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Low Tide

[](https://www.expedia.ca/Weymouth-Hotels-Low-Tide.h44456841.Hotel-Information)

Weymouth

CA $2,379

CA $2,854 total

includes taxes & fees

Apr 11 - Apr 12

[](https://www.expedia.ca/Weymouth-Hotels-Low-Tide.h44456841.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44458700/44458682/0477b0b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/45000000/44460000/44458700/44458682/8340867b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44458700/44458682/daf5dce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44458700/44458682/33185475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seacliff

[](https://www.expedia.ca/Bridport-Hotels-Seacliff.h44458682.Hotel-Information)

Bridport

CA $1,418

CA $1,701 total

includes taxes & fees

Apr 11 - Apr 12

[](https://www.expedia.ca/Bridport-Hotels-Seacliff.h44458682.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44458800/44458745/7c6cb5df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44458800/44458745/6f706fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living area](https://images.trvl-media.com/lodging/45000000/44460000/44458800/44458745/ca9429e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44458800/44458745/8822123b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Shipton Hill View

[](https://www.expedia.ca/Bridport-Hotels-Shipton-Hill-View.h44458745.Hotel-Information)

Bridport

CA $1,242

CA $1,490 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Bridport-Hotels-Shipton-Hill-View.h44458745.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/45000000/44460000/44456500/44456490/649d72b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456500/44456490/2ef386de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room](https://images.trvl-media.com/lodging/45000000/44460000/44456500/44456490/2b509baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room](https://images.trvl-media.com/lodging/45000000/44460000/44456500/44456490/c0360df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Courthouse

[](https://www.expedia.ca/Weymouth-Hotels-The-Courthouse.h44456490.Hotel-Information)

Weymouth

CA $1,288

CA $1,545 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Weymouth-Hotels-The-Courthouse.h44456490.Hotel-Information)

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/60000000/59660000/59651100/59651067/8aefaf47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59660000/59651100/59651067/6d3048e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59660000/59651100/59651067/9ed7a905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage](https://images.trvl-media.com/lodging/60000000/59660000/59651100/59651067/ac1fcdb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Weybury Cottage

[](https://www.expedia.ca/Weymouth-Hotels-Weybury-Cottage.h59651067.Hotel-Information)

Weymouth

CA $1,052

CA $1,262 total

includes taxes & fees

Apr 17 - Apr 18

[](https://www.expedia.ca/Weymouth-Hotels-Weybury-Cottage.h59651067.Hotel-Information)

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/60000000/59660000/59650500/59650444/7ac67439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59660000/59650500/59650444/a5871380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59660000/59650500/59650444/5ec1b10d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59660000/59650500/59650444/0f1edc04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 15 Hardwick Street

[](https://www.expedia.ca/Weymouth-Hotels-15-Hardwick-Street.h59650444.Hotel-Information)

Weymouth

CA $1,343

CA $1,611 total

includes taxes & fees

Apr 11 - Apr 12

[](https://www.expedia.ca/Weymouth-Hotels-15-Hardwick-Street.h59650444.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44510000/44509200/44509186/73166c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44510000/44509200/44509186/a902ee82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Outdoor dining](https://images.trvl-media.com/lodging/45000000/44510000/44509200/44509186/14c99f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44510000/44509200/44509186/06473a48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Village View

[](https://www.expedia.ca/Bridport-Hotels-Village-View.h44509186.Hotel-Information)

Bridport

CA $782

CA $938 total

includes taxes & fees

Apr 9 - Apr 10

[](https://www.expedia.ca/Bridport-Hotels-Village-View.h44509186.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/79000000/78500000/78498700/78498640/8ee20760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78500000/78498700/78498640/w1000h664x0y1-043e3fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78500000/78498700/78498640/w997h664x0y1-9a4bd320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78500000/78498700/78498640/w1000h666x0y1-76aa95a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 8 Driftwood

[](https://www.expedia.ca/Bridport-Hotels-8-Driftwood.h78498640.Hotel-Information)

Bridport

10/10

Exceptional

(1 review)

"Great place and so close to everything, balcony needs a bit of a clean and the view was a bit disappointing but overall had a great time "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

kevin

CA $690

CA $828 total

includes taxes & fees

May 4 - May 5

[](https://www.expedia.ca/Bridport-Hotels-8-Driftwood.h78498640.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-04-17&endDate=2026-04-18&regionId=182615&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Portland%2C+England%2C+United+Kingdom&regionId=182615&latLong=50.545118%2C-2.435254&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Portland%2C+England%2C+United+Kingdom&regionId=182615&latLong=50.545118%2C-2.435254&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=CABIN)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Portland%2C+England%2C+United+Kingdom&regionId=182615&latLong=50.545118%2C-2.435254&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Portland%2C+England%2C+United+Kingdom&regionId=182615&latLong=50.545118%2C-2.435254&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=APARTMENT)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Portland%2C+England%2C+United+Kingdom&regionId=182615&latLong=50.545118%2C-2.435254&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=RESIDENCE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Portland%2C+England%2C+United+Kingdom&regionId=182615&latLong=50.545118%2C-2.435254&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=CHALET)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPortland-Private-Vacation-Homes.d182615-aaPrivateVacationHomes.Travel-Guide-Accommodation)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPortland-Private-Vacation-Homes.d182615-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Top Portland Hotel Reviews

![Kingston Country Courtyard](https://images.trvl-media.com/lodging/92000000/91820000/91820000/91819948/1e319432_y.jpg)

### Kingston Country Courtyard

10/10 Excellent

"Excellent accommodation and amazing ti be able to have our dig with us too. The views were stunning from the garden and food was lovely. "

[](https://expedia.ca/Wareham-Hotels-Kingston-Country-Courtyard.h91819948.Hotel-Information)

![The Frampton Arms](https://images.trvl-media.com/lodging/37000000/36710000/36708900/36708809/7249668d_y.jpg)

### The Frampton Arms

10/10 Excellent

"Great staff food was really good. Good WiFi and free parking just tried to book again for next week but full. "

[](https://expedia.ca/Dorchester-Hotels-The-Frampton-Arms.h36708809.Hotel-Information)

![Best Western Weymouth Hotel Rembrandt](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/8f462671_y.jpg)

### Best Western Weymouth Hotel Rembrandt

10/10 Excellent

"It was very good location to go to beach. Secure and safe car park. Staff are very friendly and helpful."

[](https://expedia.ca/Weymouth-Hotels-Best-Western-Weymouth-Hotel-Rembrandt.h4102869.Hotel-Information)

![The George B&B](https://images.trvl-media.com/lodging/4000000/3750000/3741200/3741190/130d2e5e_y.jpg)

### The George B&B

10/10 Excellent

"Loud heating system but was switched off at night so no problems sleeping. The gate / opening was a bit tight getting into the driveway. overall nice room and quiet"

[](https://expedia.ca/Weymouth-Hotels-The-George-BB.h3741190.Hotel-Information)

![Heights Hotel](https://images.trvl-media.com/lodging/1000000/890000/888900/888814/29776a60_y.jpg)

### Heights Hotel

8/10 Good

"Great stay, views from the bar/restaurant are amazing. Outside the buildings looks a little dated (partly because of the salt/weather exposure) but felt modernised inside. "

[](https://expedia.ca/Portland-Hotels-Heights-Hotel.h888814.Hotel-Information)

![The Duchess of Cornwall Inn](https://images.trvl-media.com/lodging/102000000/101190000/101187600/101187515/03079e0e_y.jpg)

### The Duchess of Cornwall Inn

10/10 Excellent

"The room was excellent 👌 lovely and warm! Furnishings were delightful. Bathroom was lovely with both bath and shower. Food was lovely for both of the evenings that we stayed with lots of choices. Beer on tap in the bar was excellent especially if you're a badgers brewery fan which I am."

[](https://expedia.ca/Dorchester-Hotels-The-Duchess-Of-Cornwall-Inn.h101187515.Hotel-Information)

![Beach View Guesthouse](https://images.trvl-media.com/lodging/3000000/2310000/2301800/2301796/7a475c2e_y.jpg)

### Beach View Guesthouse

10/10 Excellent

"Very pleasant 3 night stay here at Beach View Guesthouse. Our room no. 7 overlooks the beach and one can see the whole coastline. Lovely room with all facilities. Lovely hosts provided excellent breakfasts with good choices. Will definitely visit again when next in the area!"

[](https://expedia.ca/Weymouth-Hotels-Beach-View-Guesthouse.h2301796.Hotel-Information)

![One bed apartment next to Chesil Beach Dorset](https://images.trvl-media.com/lodging/79000000/78060000/78058900/78058802/efc69d68_y.jpg)

### One bed apartment next to Chesil Beach Dorset

10/10 Excellent

"Pet friendly very clean amazing location pubs and places to eat walking distance highly recommend it "

[](https://expedia.ca/Portland-Hotels-One-Bed-Apartment-Next-To-Chesil-Beach-Dorset.h78058802.Hotel-Information)

![Fairhaven Hotel](https://images.trvl-media.com/lodging/84000000/83110000/83105100/83105063/60b911f2_y.jpg)

### Fairhaven Hotel

10/10 Excellent

"Had a beautiful view of the beach "

[](https://expedia.ca/Weymouth-Hotels-Fairhaven-Hotel.h83105063.Hotel-Information)

## Find out more about Portland

## Portland Vacation Homes information

| Number of reviews | 1                  |
| ----------------- | ------------------ |
| Accommodation     | 179 Vacation Homes |
| Lowest Price      | CA $828            |
| Highest Price     | CA $2,854          |