Title: Book the Best Hotels with POOL in Portland in 2026 | Expedia.ca

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# Find Hotels with a Pool in Portland from CA $148

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## Check availability on Portland Hotels with a Pool

Tonight

[Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=182615&startDate=2025-12-15&endDate=2025-12-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=182615&startDate=2025-12-16&endDate=2025-12-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=182615&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=182615&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Portland hotels with a pool

![Cottage | Pool](https://images.trvl-media.com/lodging/31000000/31000000/30995400/30995315/6b4cf92a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Exterior](https://images.trvl-media.com/lodging/31000000/31000000/30995400/30995315/4749ab60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30995400/30995315/1ef8de8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30995400/30995315/410d21f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Higher Lighthouse Branscombe Lodge

[](https://www.expedia.ca/Portland-Hotels-Old-Higher-Lighthouse-Branscombe-Lodge.h30995315.Hotel-Information)

Portland

10/10

Exceptional

(1)

"This property was absolutely amazed and having Access to one of the first lighthouses there "

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

Trevor

CA $784

CA $941 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Portland-Hotels-Old-Higher-Lighthouse-Branscombe-Lodge.h30995315.Hotel-Information)

![Cottage | Pool](https://images.trvl-media.com/lodging/31000000/31000000/30996300/30996217/416c5bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Property grounds](https://images.trvl-media.com/lodging/31000000/31000000/30996300/30996217/15a8bbf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30996300/30996217/d86771f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Exterior](https://images.trvl-media.com/lodging/31000000/31000000/30996300/30996217/87ef9171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Higher Lighthouse Stopes Cottage

[](https://www.expedia.ca/Portland-Hotels-Old-Higher-Lighthouse-Stopes-Cottage.h30996217.Hotel-Information)

Portland

CA $784

CA $941 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Portland-Hotels-Old-Higher-Lighthouse-Stopes-Cottage.h30996217.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91630000/91621500/91621464/12b7a0e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/92000000/91630000/91621500/91621464/c7f4f2a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/92000000/91630000/91621500/91621464/78e5b38c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living area](https://images.trvl-media.com/lodging/92000000/91630000/91621500/91621464/16e4413e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bear's Apartment

[](https://www.expedia.ca/Portland-Hotels-Bears-Apartment.h91621464.Hotel-Information)

Portland

CA $831

CA $997 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Portland-Hotels-Bears-Apartment.h91621464.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/8f462671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/6f1e7674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/35fd256e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/50d7e11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Weymouth Hotel Rembrandt

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

Weymouth

8.4/10

Very good

(1002)

"Staff were really nice even got offered help with luggage when we arrived !!! Breakfast room staff were really friendly"

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

Alan

CA $124

CA $148 total

includes taxes & fees

Dec 18 - Dec 19

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

![Outdoor pool](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456347/2f10b0de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456347/28731599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456347/c31dd143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456347/020f7c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Manor Farm Barn

[](https://www.expedia.ca/Dorchester-Hotels-Manor-Farm-Barn.h44456347.Hotel-Information)

Dorchester

CA $3,053

CA $3,664 total

includes taxes & fees

Dec 20 - Dec 21

[](https://www.expedia.ca/Dorchester-Hotels-Manor-Farm-Barn.h44456347.Hotel-Information)

![Cottage | Pool](https://images.trvl-media.com/lodging/45000000/44460000/44458200/44458160/d7f4671d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room](https://images.trvl-media.com/lodging/45000000/44460000/44458200/44458160/0ed0a03f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/45000000/44460000/44458200/44458160/32ed8002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room](https://images.trvl-media.com/lodging/45000000/44460000/44458200/44458160/fb682f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Churn House

[](https://www.expedia.ca/Dorchester-Hotels-Churn-House.h44458160.Hotel-Information)

Dorchester

CA $1,192

CA $1,430 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Dorchester-Hotels-Churn-House.h44458160.Hotel-Information)

![Cottage | Beach](https://images.trvl-media.com/lodging/101000000/100570000/100567300/100567285/66f8e699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/101000000/100570000/100567300/100567285/0da0adc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/101000000/100570000/100567300/100567285/e9fbea64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Outdoor dining](https://images.trvl-media.com/lodging/101000000/100570000/100567300/100567285/ed8d32aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Agua de Plata, 16 Wakeling Island, Silverlake

[](https://www.expedia.ca/Dorchester-Hotels-16-Wakeling-Island.h100567285.Hotel-Information)

Dorchester

CA $1,158

CA $1,389 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Dorchester-Hotels-16-Wakeling-Island.h100567285.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=2025-12-29&endDate=2025-12-30&regionId=182615&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Top Portland Hotel Reviews

![Best Western Weymouth Hotel Rembrandt](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/48d8ed81_y.jpg)

### Best Western Weymouth Hotel Rembrandt

10/10 Excellent

"Staff"

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

## Frequently asked questions

### What are some accommodations with pools in Portland?

### What is there to see and do in Portland?

### When is the best time to book a hotel with a pool in Portland?