Vacation Rentals in Willamette Shore Trolley, OR: Compare 10+ Sites & Save

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481 Best Vacation Rentals in Willamette Shore Trolley (Starting from $140)

River Forest Retreat
River Forest Retreat
House
Milwaukie, OR, USA
0.7k from Willamette Shore Trolley center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis, Places to stay

1 Bedroom12 Guests
New to Booking
$748
Average price / night
Check Availability
Cozy 2-bedroom cottage in fabulous Lake Oswego
Cozy 2-bedroom cottage in fabulous Lake Oswego
Cottage
Lake Oswego, OR, 97034, United States
0.4k from Willamette Shore Trolley center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms2 Guests
New to Booking
$263
Average price / night
Check Availability
Oak Grove Getaway
Oak Grove Getaway
House
Milwaukie, OR, USA
1.0k from Willamette Shore Trolley center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
6.5

Good

2 reviews

$338
Average price / night
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Remodeled Guesthouse with separate Riverfront Patio and dock+river access
Remodeled Guesthouse with separate Riverfront Patio and dock+river access
House
Milwaukie, OR, 97267, United States
0.7k from Willamette Shore Trolley center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms8 Guests
10.0

Exceptional

167 reviews

$309
Average price / night
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Lake Oswego Mid-Century
Lake Oswego Mid-Century
House
Lake Oswego, OR, USA
1.0k from Willamette Shore Trolley center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$499
Average price / night
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Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
House
Milwaukie, OR, 97267, United States
0.7k from Willamette Shore Trolley center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms12 Guests
9.8

Exceptional

66 reviews

$860
Average price / night
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Cozy River Forest Retreat
Cozy River Forest Retreat
House
Oak Grove, OR, USA
1.1k from Willamette Shore Trolley center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$382
Average price / night
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#StayInMyDistrict Lake Oswego Honey Bee Cottage
#StayInMyDistrict Lake Oswego Honey Bee Cottage
House
Lake Oswego, OR, 97034, United States
0.8k from Willamette Shore Trolley center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom6 Guests
9.6

Exceptional

36 reviews

$252
Average price / night
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Riverside at the Riverhouse
Riverside at the Riverhouse
House
Milwaukie, OR, USA
1.7k from Willamette Shore Trolley center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$328
Average price / night
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Tranquil & charming retreat with patio & W/D - near river access, parks & trails
Tranquil & charming retreat with patio & W/D - near river access, parks & trails
House
Milwaukie, OR, 97267, United States
1.0k from Willamette Shore Trolley center

AC, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
8.0

Good

9 reviews

$181
Average price / night
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Dog-Friendly Milwaukie Home 9 Mi to Dtwn Portland
Dog-Friendly Milwaukie Home 9 Mi to Dtwn Portland
House
Milwaukie, OR, USA
1.8k from Willamette Shore Trolley center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$274
Average price / night
Check Availability
Dog-Friendly Home w/Fast WiFi, Full Kitchen, Gas Fireplace, Private Washer/Dryer
Dog-Friendly Home w/Fast WiFi, Full Kitchen, Gas Fireplace, Private Washer/Dryer
House
Lake Oswego, OR, 97034, United States
1.0k from Willamette Shore Trolley center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.2

Superb

57 reviews

$406
Average price / night
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Milwaukie Home with Covered Porch Dogs Welcome!
Milwaukie Home with Covered Porch Dogs Welcome!
House
Milwaukie, OR, USA
1.8k from Willamette Shore Trolley center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$274
Average price / night
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Cottage next to historical home in Lake Oswego
Cottage next to historical home in Lake Oswego
House
Lake Oswego, OR, 97034, United States
1.1k from Willamette Shore Trolley center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

1 Bedroom3 Guests
10.0

Exceptional

4 reviews

$316
Average price / night
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Portland Home with Private Hot Tub 9 Mi to Downtown
Portland Home with Private Hot Tub 9 Mi to Downtown
House
Milwaukie, OR, USA
1.8k from Willamette Shore Trolley center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings

4 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$319
Average price / night
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Spectacular Pet Friendly Forested Retreat, Game Room w/ Ping Pong, Gorgeous Patio Under the Trees
Spectacular Pet Friendly Forested Retreat, Game Room w/ Ping Pong, Gorgeous Patio Under the Trees
House
Oak Grove, OR, 97267, United States
1.1k from Willamette Shore Trolley center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$369
Average price / night
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2 Mi to Bay Park Charming Milwaukie Getaway
2 Mi to Bay Park Charming Milwaukie Getaway
House
Milwaukie, OR, USA
2.1k from Willamette Shore Trolley center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$254
Average price / night
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Historic English Country Lake House
Historic English Country Lake House
House
Lake Oswego, OR, 97034, United States
1.2k from Willamette Shore Trolley center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms5 Guests
10.0

Exceptional

43 reviews

$338
Average price / night
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Lake Oswego Home with Covered Patio Near Portland!
Lake Oswego Home with Covered Patio Near Portland!
House
Lake Oswego, OR, USA
2.2k from Willamette Shore Trolley center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
7.0

Good

1 reviews

$360
Average price / night
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Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.
Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.
House
Milwaukie, OR, 97267, United States
1.4k from Willamette Shore Trolley center

AC, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.6

Exceptional

12 reviews

$371
Average price / night
Check Availability
Charming Portland Home, Walk to Light Rail!
Charming Portland Home, Walk to Light Rail!
House
Milwaukie, OR, USA
2.4k from Willamette Shore Trolley center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms8 Guests
9.8

Exceptional

6 reviews

$165
Average price / night
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Charming 1-bedroom apartment in superb Lake Oswego with AC
Charming 1-bedroom apartment in superb Lake Oswego with AC
Apartment
Lake Oswego, OR, 97034, United States
1.4k from Willamette Shore Trolley center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
New to Booking
$177
Average price / night
Check Availability
Golden Era Reimagined
Golden Era Reimagined
House
Milwaukie, OR, 97267, United States
1.4k from Willamette Shore Trolley center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

3 Bedrooms6 Guests
New to Booking
$229
Average price / night
Check Availability
Lovely Studio/Guesthouse in Lake Oswego
Lovely Studio/Guesthouse in Lake Oswego
House
Lake Oswego, OR, 97034, United States
1.4k from Willamette Shore Trolley center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
9.8

Exceptional

89 reviews

$203
Average price / night
Check Availability
Modern Downtown Lake Oswego Home!
Modern Downtown Lake Oswego Home!
House
Lake Oswego, OR, 97034, United States
1.4k from Willamette Shore Trolley center

AC, Extra Bed, Free Parking, Internet, No Smoking

3 Bedrooms6 Guests
9.6

Exceptional

18 reviews

$337
Average price / night
Check Availability
Luxury River Retreat
Luxury River Retreat
House
Milwaukie, OR, 97267, United States
1.5k from Willamette Shore Trolley center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom4 Guests
10.0

Exceptional

9 reviews

$140
Average price / night
Check Availability
Modern, new and close to lake
Modern, new and close to lake
House
Lake Oswego, OR, 97034, United States
1.6k from Willamette Shore Trolley center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
8.8

Fabulous

16 reviews

$391
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Willamette Shore Trolley.

Where to stay in Willamette Shore Trolley? Best neighborhoods & areas

Willamette Shore Trolley Vacation Rentals on the Map

Frequently Asked Questions

You can explore 481 verified vacation rentals in Willamette Shore Trolley. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Willamette Shore Trolley vary depending on the season, property size, and location. Rates typically start from around $140 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Willamette Shore Trolley include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Willamette Shore Trolley welcome pets. Currently, 42 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Willamette Shore Trolley often include amenities such as Fireplace/Heating, Laundry, and Wellness Facilities. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.