Vacation rentals in Oregon City, OR

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Oregon City, OR vacation rentals
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Best Vacation rentals and Airbnb offers in Oregon City, OR

Discover Central Vacation Rentals in Oregon City, OR

From vibrant downtown areas to historic streets, these Oregon City, OR vacation rentals put you close to everything worth seeing.

The Sweet Suite - Oregon City, OR
9.8 161 reviews

The Sweet Suite

apartment, West Linn
This West Linn studio apartment boasts a central location, less than two minutes from I-205 and within walking distance of both Central Village Shopping Center and Oregon City's Main Street.
The fully renovated unit, sleeping up to two guests, includes a kitchen with a refrigerator, freezer, and microwave, air conditioning, parking, and is ideal for short or long-term stays near restaurants and shops.
Relaxing Retreat - Oregon City, OR
9.6 90 reviews

Relaxing Retreat

apartment, West Linn
This fully renovated West Linn apartment boasts convenient access to Highway 43 and I-205, situated a short 3-minute drive from downtown Oregon City and 2 minutes from West Linn's Central Village Shopping Center.
The one-bedroom, one-bathroom unit sleeps four guests and includes a fully equipped kitchen with dishwasher, in-unit air conditioning, parking, and a shared laundry room and yard; enjoy easy access to numerous dining and entertainment options nearby.
Bright & Airy Cottage - Oregon City, OR
10 39 reviews

Bright & Airy Cottage

apartment, Oregon City
This Oregon City cottage is located in a walkable neighborhood, providing easy access to dining, shopping, parks, the Oregon City Public Library, and Willamette Falls Medical Center.
The two-bedroom, one-bathroom house sleeps eight guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus a bonus room, air conditioning, and a garden.
Oregon City Historic Guest House - Oregon City, OR
9.5 82 reviews

Oregon City Historic Guest House

apartment, Oregon City
This recently remodeled guest house is located in downtown Oregon City, providing walking access to restaurants, coffee shops, parks, and the Oregon City Municipal Elevator, with a 5-minute drive to I-205 and a 25-minute commute to downtown Portland.
This accommodation offers 1 bedroom and 1 bathroom, accommodating up to 2 guests with a new queen-size bed, a sofa, internet, air conditioning, and parking, making it an economical choice for solo travelers or couples.

Best Oregon City, OR vacation rentals with air conditioning

Gladstone Guesthouse - Oregon City, OR
10 36 reviews

Gladstone Guesthouse

house, Gladstone
This Gladstone, Oregon guesthouse, located on Portland Avenue, offers easy access to Oregon City (10 minutes north) and Portland (a short drive south), placing you near the Willamette River and local amenities.
This two-bedroom, one-bathroom house, situated on nearly an acre, sleeps six guests and includes amenities such as air conditioning, internet, parking, and a kitchen; birdwatching is possible on the property.
Indulge In Rare Riverside Retreat - Oregon City, OR
9.8 261 reviews

Indulge In Rare Riverside Retreat

apartment, Oak Grove
This garden apartment is located in Oak Grove, just ten miles south of downtown Portland, offering a peaceful escape overlooking the Willamette River. The apartment consistently receives excellent ratings for cleanliness, location, and user experience.
This one-bedroom apartment comfortably accommodates up to four guests. Enjoy a fully equipped kitchen, a spacious living area, a private garden with river access, and outdoor amenities like a hot tub, fire pit, and BBQ.
River Forest Apartment - Oak Grove - Oregon City, OR
9.8 275 reviews

River Forest Apartment - Oak Grove

resort, Oak Grove
The River Forest Apartment, a resort in Oak Grove, is situated in a quiet Portland suburb on the east bank of the Willamette River, offering a 20-minute transit commute to downtown Portland.
This 1-bedroom, 1-bathroom apartment accommodates up to 2 guests and features air conditioning, internet, a garden, parking, and direct access to the Willamette River, ideal for a quiet retreat.
Willamette Riverfront Cottage Near Portland - Oregon City, OR
9.9 123 reviews

Willamette Riverfront Cottage Near Portland

apartment, West Linn
This apartment in West Linn is a unique waterfront retreat with stunning river views and a private oasis with a fire pit and barbecue. It's conveniently located across from Goat Island, a renowned Blue Heron nesting ground, and just steps away from the charming downtown area.
The apartment has excellent user, location, and cleanliness ratings. It has one bedroom and one bathroom and can accommodate two guests. It features a fully equipped kitchen, a full bathroom, a separate laundry area, and comfortable living and sleeping spaces. Guests can enjoy amenities such as air conditioning, internet, a fitness center, and parking. The apartment is pet-friendly and allows one dog.

Frequently Asked Questions about vacation rentals in Oregon City, OR

  • When is the best time to book a vacation rental in Oregon City, OR?

    The best time to book a vacation rental in Oregon City is during the shoulder seasons, which are spring and fall. You'll get the best rates and avoid the crowds.
  • What are the best Airbnb and vacation rentals in Oregon City, OR?

    The Downtown Depot - Modern Flat Off Of Main St, Comfy Historic Apartment In Oc and Delightful Historic Apartment In Oregon City are the most popular Airbnb and vacation rentals in Oregon City, OR among travelers.

  • What events or festivals should visitors check out in and around Oregon City, OR?

    The Oregon City Farmers Market is a great place to find local produce and crafts. The Oregon City Festival of the Arts is held every August and features live music, art exhibits, and food vendors. The Clackamas County Fair is held in August and features agricultural exhibits, live music, and carnival rides.
  • What are the most popular Airbnbs in Oregon City, OR?

  • What are the best budget-friendly activities in Oregon City, OR?

    You can take a walk or bike ride along the Willamette River Trail. There are also several parks in Oregon City where you can enjoy a picnic or just relax and enjoy the scenery. If you're looking for a more active experience, you can go hiking or fishing in the nearby forests.
  • What are the best vacation rentals with a pool in Oregon City, OR?

  • What are the best restaurants with local dishes in Oregon City, OR?

    You should try the fish and chips at the Oregon City Fish Market. For something a bit more upscale, try the salmon at The Riverhouse. If you're looking for a casual meal, try the burgers at The Oregon City Grill.
  • What are the best rentals for families and kids in Oregon City, OR?

  • What are the best walking or cycling routes in Oregon City, OR?

    The Willamette River Trail is a great option for a walk or bike ride. It runs along the river and offers scenic views of the city. The Historic Columbia River Highway is also a great option for a scenic drive or bike ride.
  • What are the best rentals or Airbnbs with a jacuzzi in Oregon City, OR?

  • Are there pet-friendly attractions in Oregon City, OR?

    Yes, many of the parks in Oregon City are pet-friendly. You can also take your dog for a walk along the Willamette River Trail. The Oregon City Farmers Market is also pet-friendly.
  • What are the benefits of choosing a vacation rental in Oregon City, OR?

    Vacation rentals offer more space and privacy than hotels. They also often come with amenities that are not available in hotels, such as a kitchen and laundry facilities. You can often find vacation rentals that are located in more desirable neighborhoods than hotels.
  • What are the top sports attractions and facilities in Oregon City, OR?

    There are no professional sports teams in Oregon City. However, there are several parks and recreation facilities in the city, including the Oregon City Municipal Park, which offers a variety of sports fields and courts.

Popular destinations

Guest-Favorite Vacation Rentals with a Terrace in Oregon City, OR

Wake up to breathtaking views at these Oregon City, OR vacation rentals with balconies, perfect for your morning coffee.

All The Views: A Private Bnb With Views - Oregon City, OR
10 39 reviews

All The Views: A Private Bnb With Views

apartment, Happy Valley
This apartment is located in Happy Valley, a mountain district near Sellwood Bridge and The Grotto, offering scenic views of Columbia River Gorge National Scenic Area and Blue Lake Regional Park. It has excellent user ratings and is a spacious 750-square-foot layout with 1 bedroom, 1 bathroom, and a guest capacity of 2.
The apartment includes a full kitchen, leather furniture, a large-screen TV, and high-speed Wi-Fi. It also has a private staircase to the garage entrance, a level 2 EV charger (available with advance notice), and proximity to hiking/biking trails, kayaking, mountain biking, cycling, Oaks Amusement Park, and the Oregon Museum of Science and Industry.
Unique Unit W/ Patio & Grill In Portland Area! - Oregon City, OR
No reviews

Unique Unit W/ Patio & Grill In Portland Area!

apartment, Oak Grove
This Milwaukie apartment offers convenient access to Portland attractions, with the Oregon Museum of Science and Industry 8.1 miles away and South Waterfront City Park 8.9 miles away.
This 1-bedroom rental, covering 1210 square feet, accommodates up to 7 guests and features a fully equipped kitchen, air conditioning, a private patio with an outdoor dining area, and free private parking.
Quiet And Convenient Hillside Retreat: All King Beds! - Oregon City, OR
10 2 reviews

Quiet And Convenient Hillside Retreat: All King Beds!

apartment, Oatfield
This NW Contemporary residence is situated in the quiet, hilly Oatfield neighborhood of Milwaukie, offering a serene escape 12 miles from downtown Portland and 15 miles from Portland International Airport.
This 2,350 sq. ft. home accommodates up to 6 guests with 3 bedrooms and 3 bathrooms, featuring a dedicated workspace with high-speed Wifi, a chef's kitchen, and an 8,000+ sq. ft. lot with an outdoor dining area, located 1.5 miles to Downtown Gladstone and 3.0 miles to Historic Oregon City.
Palais De Leon - Ultra-luxury Riverfront Estate, Pool, Spa, Theater, Dock, Hot Tubs, Gym On 3 Acres - Oregon City, OR
9.8 6 reviews

Palais De Leon - Ultra-luxury Riverfront Estate, Pool, Spa, Theater, Dock, Hot Tubs, Gym On 3 Acres

apartment, Lake Oswego
This exclusive private gated estate offers nearly three acres of Willamette River frontage with a private dock, located in Lake Oswego just minutes from downtown shops and restaurants.
This 19,440 sq ft residence features 10 bedrooms, 12 bathrooms, a private theater with a stage, billiards room with a full bar, home gym, swimming pool, and accommodates up to 15 guests.

Choose the Right Family-Friendly Vacation Rentals in Oregon City, OR

These family-friendly vacation rentals in Oregon City, OR offer spacious layouts and easy access to top city attractions.

Milwaukie Retreat In The Woods - Oregon City, OR
9.9 223 reviews

Milwaukie Retreat In The Woods

apartment, Oatfield
This Oatfield apartment is located in a wooded area, just 12 miles from the airport and close to freeways for easy access to downtown, the coast, the Columbia Gorge, Mt Hood, and the Willamette Valley. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The rental features a king-size bed, a new sofa bed, and a kitchenette, comfortably accommodating up to four guests. Enjoy amenities like air conditioning, internet, a private outdoor space, parking, and a garden, perfect for relaxing and enjoying the natural surroundings.
The Playground - Oregon City, OR
10 215 reviews

The Playground

apartment, Milwaukie
This sprawling Milwaukie home, located 9 miles from Downtown Portland, offers easy access to the city's attractions while enjoying a peaceful riverside setting.
This 5-bedroom, 3-bathroom house sleeps 16 guests, boasting a game room with a pool table, foosball, air hockey, and a bar, plus a hot tub, infrared sauna, and one-acre property with ponds.
Blue Heron Sanctuary & Serene, River-front Cottage - Oregon City, OR
9.3 12 reviews

Blue Heron Sanctuary & Serene, River-front Cottage

house, West Linn
This river-front cottage in West Linn offers direct access to a private beach and is located 13 miles from South Waterfront City Park and Governor Tom McCall Waterfront Park.
This 480 square foot vacation rental accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring a full kitchen, air conditioning, free WiFi, and complimentary bicycles for exploring the area.
Private, Comfy And Cozy Apartment In Family Neighborhood - Oregon City, OR
9.8 17 reviews

Private, Comfy And Cozy Apartment In Family Neighborhood

apartment, Oregon City
This apartment is located in the Caufield neighborhood of Oregon City, offering convenient access to the I-205 freeway (10 minutes) and PDX airport (25 minutes), with the coast and Mt. Hood each within a two-hour drive.
This 560-square-foot, family-friendly unit accommodates up to 3 guests and features a full kitchen, air conditioning, and parking, with nearby attractions including the End of the Oregon Trail museum and opportunities for outdoor recreation on the Clackamas and Willamette Rivers.

Best Oregon City, OR vacation rentals with parking

Wescott House In Historic Willamette District - Oregon City, OR
10 33 reviews

Wescott House In Historic Willamette District

apartment, West Linn
Bamboo Haven: Tranquil Studio Nestled Off-street With Chic Zen-inspired Decor, 7 Miles To Portland - Oregon City, OR
10 4 reviews

Bamboo Haven: Tranquil Studio Nestled Off-street With Chic Zen-inspired Decor, 7 Miles To Portland

studio, Oak Grove
Chic 1 Bedroom Apartment With Washer And Dryer - Oregon City, OR
9.0 10 reviews

Chic 1 Bedroom Apartment With Washer And Dryer

apartment, Gladstone
Luxe Apartment On The Willamette River, Wineries - Oregon City, OR
9.8 77 reviews

Luxe Apartment On The Willamette River, Wineries

house, Canby

Our Favorite 5-Star Vacation Rentals in Oregon City, OR

Discover ultimate relaxation in a luxury Oregon City, OR vacation rental, where comfort meets a central, prime location.

Dreamy Fairy Yurt! (Hot Tub) - Oregon City, OR
9.4 121 reviews

Dreamy Fairy Yurt! (Hot Tub)

yurt, West Linn

Top-Rated Pet-Friendly Vacation Rentals in Oregon City, OR

Discover dog-friendly vacation rentals in Oregon City, OR situated perfectly for city walks and nearby dog parks.

Beautiful Spacious Downstairs Daylight Ranch In Lo - Oregon City, OR
9.8 91 reviews

Beautiful Spacious Downstairs Daylight Ranch In Lo

apartment, Lake Oswego
Private Daylight Basement | Near Downtown & Lake - Oregon City, OR
No reviews

Private Daylight Basement | Near Downtown & Lake

apartment, Lake Oswego
Mt Scott Forest Estate Theater, Sauna, Game Room, Firepit, 15 Min Pdx, Sleeps 9 - Oregon City, OR
10 7 reviews

Mt Scott Forest Estate Theater, Sauna, Game Room, Firepit, 15 Min Pdx, Sleeps 9

apartment, Happy Valley
Bike, Kayak, Pet-friendly Bungalow Near The River! - Oregon City, OR
9.6 46 reviews

Bike, Kayak, Pet-friendly Bungalow Near The River!

apartment, Oak Grove

Search Vacation Rentals with Swimming Pool in Oregon City, OR

A vacation rental with a pool in Oregon City, OR makes it easy to fit in a proper swim right in the heart of the city.

Blue Heron Sanctuary & Serene, River-front Cottage - Oregon City, OR
No reviews

Blue Heron Sanctuary & Serene, River-front Cottage

house, West Linn
Luxury Modern Vacation House - Oregon City, OR
10 5 reviews

Luxury Modern Vacation House

apartment, Happy Valley
Luxury Modern Vacation House - Oregon City, OR
10 6 reviews

Luxury Modern Vacation House

apartment, Happy Valley
Private Pool House Get-away With Sauna! 30 Day+ - Oregon City, OR
10 73 reviews

Private Pool House Get-away With Sauna! 30 Day+

bungalow, Oatfield

Explore Vacation Rentals with Jacuzzi in Oregon City, OR

Unwind after exploring the city with a private hot tub in your own Oregon City, OR vacation rental.

Magnificent Home On Banks Of The Willamette River, Hot Tub, Fire-pit, Cornhole, 9 Miles To Downtown - Oregon City, OR
9.8 74 reviews

Magnificent Home On Banks Of The Willamette River, Hot Tub, Fire-pit, Cornhole, 9 Miles To Downtown

apartment, Oak Grove
3br/2ba Home With A Hot Tub & Garage Parking - Oregon City, OR
9.8 53 reviews

3br/2ba Home With A Hot Tub & Garage Parking

apartment, Oregon City
Private Pool Retreat/hot Tub, Sports Court & Pets - Oregon City, OR
9.9 38 reviews

Private Pool Retreat/hot Tub, Sports Court & Pets

house, West Linn
1br Apartment W/ Hot Tub, Walk To Shops & Food! - Oregon City, OR
9.9 21 reviews

1br Apartment W/ Hot Tub, Walk To Shops & Food!

apartment, West Linn
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