1+ Vacation Rentals Near Milwaukie |
  1. USA
  2. Oregon
  3. Portland
  4. Milwaukie

Book the Best Places to Stay in Milwaukie

Find Curated Vacation Rentals, Boutique Cabins, and Stylish Eco-Friendly Acommodation in Milwaukie

Luxury River Retreat From US $115
         

10.0 (9 Reviews)
House
Luxury River Retreat
  • Air Conditioner
  • Parking
  • TV

View Availability
See More Milwaukie Vacation Rentals

Luxury Places to Stay in Milwaukie

Over 137+ Luxury Places to Stay in or Near Milwaukie
Heart of Milwaukie- Plush Comfort & Great location From US $2,165
         

New
House
Heart of Milwaukie- Plush Comfort & Great location
  • TV
  • Security/Safety
  • Child Friendly

View Availability
River Forest Retreat From US $749
         

New
House
River Forest Retreat
  • Parking
  • Security/Safety
  • Wellness Facilities

View Availability
Lake Front - Spacious 6-bedroom house with AC, WiFi, Free Parking in Milwaukie! From US $701
         

10.0 (1 Review)
House
Lake Front - Spacious 6-bedroom house with AC, WiFi, Free Parking in Milwaukie!
  • Air Conditioner
  • Parking
  • TV

View Availability
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown From US $618
         

9.8 (65 Reviews)
House
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Live the Dream on the Beautiful Willamette River From US $479
         

9.4 (205 Reviews)
House
Live the Dream on the Beautiful Willamette River
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Large Cozy Home From US $452
         

9.8 (41 Reviews)
House
Large Cozy Home
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Modern Milwaukie Home w/Pool & Outdoor Space From US $448
         

New
House
Modern Milwaukie Home w/Pool & Outdoor Space
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Hillside House: Epic 5 bedroom 2 bath oasis - Game room, pool table, spa & sauna From US $438
         

10.0 (7 Reviews)
House
Hillside House: Epic 5 bedroom 2 bath oasis - Game room, pool table, spa & sauna
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
See More Milwaukie Luxury Vacation Rentals
Find More Milwaukie Villas, Resorts, & Rentals on BedroomVillas

Top-Rated Vacation Rentals with a Pool in Milwaukie

Over 11+ Top-Rated Vacation Rentals with a Pool in or Near Milwaukie
Remodeled Guesthouse with separate Riverfront Patio and dock+river access From US $206
         

10.0 (165 Reviews)
House
Remodeled Guesthouse with separate Riverfront Patio and dock+river access
  • Air Conditioner
  • Parking
  • Pool

View Availability
Cozy Modern Farmhouse, King bed, great yard, pets! From US $258
         

10.0 (50 Reviews)
Other
Cozy Modern Farmhouse, King bed, great yard, pets!
  • Air Conditioner
  • Parking
  • Pool

View Availability
Residence Inn by Marriott Portland Clackamas From US $214
         

|
9.6 (237 Reviews)
Hotel
Residence Inn by Marriott Portland Clackamas
  • Air Conditioner
  • Parking
  • Pool

View Availability
Residence Inn by Marriott Portland Clackamas From US $259
         

|
9.0 (66 Reviews)
Hotel
Residence Inn by Marriott Portland Clackamas
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Hilton Garden Inn Clackamas Portland From US $123
         

|
8.0 (1001 Reviews)
Hotel
Hilton Garden Inn Clackamas Portland
  • Air Conditioner
  • Parking
  • Pool

View Availability
Hilton Garden Inn Clackamas Portland From US $357
         

|
7.3 (264 Reviews)
Hotel
Hilton Garden Inn Clackamas Portland
  • Air Conditioner
  • Parking
  • Pool

View Availability
Comfort Suites Clackamas From US $94
         

7.0 (956 Reviews)
Hotel
Comfort Suites Clackamas
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Comfort Suites Clackamas From US $111
         

|
6.4 (128 Reviews)
Hotel
Comfort Suites Clackamas
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
See More Milwaukie Vacation Rentals with a Pool

Pet-Friendly Vacation Rentals in Milwaukie

Over 40+ Pet-Friendly Vacation Rentals in or Near Milwaukie
Spectacular Pet Friendly Forested Retreat, Game Room w/Ping Pong, Gorgeous Patio Under the Trees From US $282
         

10.0 (4 Reviews)
House
Spectacular Pet Friendly Forested Retreat, Game Room w/Ping Pong, Gorgeous Patio Under the Trees
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Happy Rock Inn From US $125
         

9.9 (7 Reviews)
Bed & Breakfast
Happy Rock Inn
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Cozy 2 br. Close to River From US $135
         

10.0 (1 Review)
House
Cozy 2 br. Close to River
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Charming Remodeled Home in SE From US $161
         

9.8 (50 Reviews)
House
Charming Remodeled Home in SE
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Hilltop Hideaway, cozy forest retreat, Portland From US $270
         

9.8 (38 Reviews)
House
Hilltop Hideaway, cozy forest retreat, Portland
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Modern, pet friendly1/3 acre home just 25 minutes to downtown Portland From US $156
         

9.6 (19 Reviews)
House
Modern, pet friendly1/3 acre home just 25 minutes to downtown Portland
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Portland Home w/Private Hot Tub: 9 Mi to Downtown From US $231
         

9.2 (55 Reviews)
House
Portland Home w/Private Hot Tub: 9 Mi to Downtown
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Walk to Dtwn Milwaukie: Family Gem w/Creek Access From US $182
         

8.6 (4 Reviews)
House
Walk to Dtwn Milwaukie: Family Gem w/Creek Access
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
See More Pet-Friendly Vacation Rentals in Milwaukie on PetFriendly.io

Large Vacation Homes & Villas in Milwaukie

Over 6+ Large Vacation Homes & Villas in or Near Milwaukie
SE Park Ave 4B Retreat, Walk to MAX Station From US $281
         

9.8 (15 Reviews)
House
SE Park Ave 4B Retreat, Walk to MAX Station
  • Air Conditioner
  • Parking
  • TV

View Availability
Stunning riverfront home w/ spacious deck, grill, two kitchens, & private dock From US $466
         

9.6 (14 Reviews)
House
Stunning riverfront home w/ spacious deck, grill, two kitchens, & private dock
  • Air Conditioner
  • TV
  • Balcony/Terrace

View Availability
Charming Farmhouse With Hot Tub, Wrap-Around Front Porch & Tons of PNW charm! From US $10,000
         

New
House
Charming Farmhouse With Hot Tub, Wrap-Around Front Porch & Tons of PNW charm!
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Milwaukie Vacation Rental w/Backyard, Office From US $449
         

New
House
Milwaukie Vacation Rental w/Backyard, Office
  • Air Conditioner
  • Parking
  • TV

View Availability
Willamette riverfront with stunning view near downtown Milwaukie and Sellwood From US $452
         

10.0 (85 Reviews)
House
Willamette riverfront with stunning view near downtown Milwaukie and Sellwood
  • Air Conditioner
  • Parking
  • TV

View Availability
Spacious 7-bedroom house in peaceful Milwaukie with WiFi, AC, Laundry From US $601
         

8.0 (1 Review)
House
Spacious 7-bedroom house in peaceful Milwaukie with WiFi, AC, Laundry
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

View Availability
See More Family Vacation Rentals in Milwaukie on FVR

Wheelchair Accessible Vacation Homes in Milwaukie

Over 4+ Wheelchair Accessible Vacation Homes in or Near Milwaukie
Riverside Luxury, /w a, Bright and Light Setting on the Banks of the Willamette, 6 Miles to Downtown From US $223
         

9.6 (8 Reviews)
House
Riverside Luxury, /w a, Bright and Light Setting on the Banks of the Willamette, 6 Miles to Downtown
  • TV
  • Wheelchair Accessible
  • Balcony/Terrace

View Availability
Courtyard by Marriott Portland Southeast/Clackamas From US $208
         

|
8.1 (121 Reviews)
Hotel
Courtyard by Marriott Portland Southeast/Clackamas
  • Air Conditioner
  • Parking
  • Wheelchair Accessible

View Availability
Courtyard by Marriott Portland Southeast/Clackamas From US $127
         

|
8.6 (1003 Reviews)
Hotel
Courtyard by Marriott Portland Southeast/Clackamas
  • Air Conditioner
  • Parking
  • TV

View Availability
Milwaukie Inn Portland South From US $115
         

7.8 (160 Reviews)
Hotel
Milwaukie Inn Portland South
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
See More Properties

Milwaukie Varoom and Airbnb Places to Stay Under $200

Over 61+ Milwaukie Varoom and Airbnb Places to Stay Under $200
Beautiful Art Filled Home 15 minutes to Downtown From US $198
         

10.0 (74 Reviews)
House
Beautiful Art Filled Home 15 minutes to Downtown
  • Air Conditioner
  • Parking
  • TV

View Availability
Hilltop Hideaway, Pacific Northwest charm & luxury From US $150
         

|
10.0 (2 Reviews)
House
Hilltop Hideaway, Pacific Northwest charm & luxury
  • Air Conditioner
  • Parking
  • View

View Availability
Rose City Inn and Suites From US $87
         

8.2 (109 Reviews)
Hotel
Rose City Inn and Suites
  • Air Conditioner
  • Parking
  • Balcony/Terrace

View Availability
Crossroads Country Cottage From US $120
         

10.0 (34 Reviews)
Cottage
Crossroads Country Cottage
  • Air Conditioner
  • Parking
  • TV

View Availability
Charming Portland Home, Walk to Light Rail! From US $189
         

10.0 (17 Reviews)
House
Charming Portland Home, Walk to Light Rail!
  • Air Conditioner
  • Parking
  • TV

View Availability
Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard From US $192
         

10.0 (13 Reviews)
House
Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
  • Air Conditioner
  • Parking
  • TV

View Availability
2 Mi to Bay Park: Charming Milwaukie Getaway From US $166
         

10.0 (7 Reviews)
House
2 Mi to Bay Park: Charming Milwaukie Getaway
  • Air Conditioner
  • Parking
  • TV

View Availability
Cozy apartment in a lovely and quiet neighborhood From US $110
         

9.6 (105 Reviews)
Apartment
Cozy apartment in a lovely and quiet neighborhood
  • Air Conditioner
  • Parking
  • TV

View Availability
See More Milwaukie Vacation Rental Deals

Instantly Bookable Vacation Homes in Milwaukie

Over 48+ Instantly Bookable Vacation Homes in or Near Milwaukie
Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home. From US $288
         

10.0 (11 Reviews)
House
Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.
  • Air Conditioner
  • Parking
  • TV

View Availability
Mid-Century Modern Nature Retreat near Sellwood in SE Portland From US $241
         

New
House
Mid-Century Modern Nature Retreat near Sellwood in SE Portland
  • Air Conditioner
  • Parking
  • TV

View Availability
Fantastic Private Single Level Casita, New Decor and Furnishing, Covered Patio, 2 Blocks to Hospital From US $205
         

10.0 (10 Reviews)
House
Fantastic Private Single Level Casita, New Decor and Furnishing, Covered Patio, 2 Blocks to Hospital
  • Air Conditioner
  • Parking
  • TV

View Availability
Cozy 3 bedroom home with Hot Tub and Ping Pong table, 20 Mins to DT Portland From US $233
         

New
House
Cozy 3 bedroom home with Hot Tub and Ping Pong table, 20 Mins to DT Portland
  • Air Conditioner
  • Parking
  • Security/Safety

View Availability
Riverfront all-suite home with amazing views, covered deck, & BBQ From US $383
         

9.8 (25 Reviews)
House
Riverfront all-suite home with amazing views, covered deck, & BBQ
  • Air Conditioner
  • Parking
  • TV

View Availability
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard From US $346
         

9.6 (107 Reviews)
House
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
  • Parking
  • TV
  • Balcony/Terrace

View Availability
Milwaukie Home w/Outdoor Dining Space From US $191
         

7.4 (6 Reviews)
House
Milwaukie Home w/Outdoor Dining Space
  • Air Conditioner
  • Parking
  • TV

View Availability
Charming 2-bedroom house with King bed, WiFi, AC in fantastic Portland From US $188
         

6.0 (2 Reviews)
House
Charming 2-bedroom house with King bed, WiFi, AC in fantastic Portland
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

View Availability
See More Milwaukie Short-Term Vacation Rentals

About Milwaukie Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Bettertrips Milwaukie, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Milwaukie. Places to stay near Milwaukie are 1200 ft² on average, with prices averaging $115 a night.

Bettertrips makes it easy and safe to find and compare vacation rentals in Milwaukie with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Milwaukie

Type Count
Vacation Homes 1

Use these Quick Filters to Find a Vacation Rental in Milwaukie

★ Pro Tip: Bettertrips makes it easy to compare the best listings on Bettertrips homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bettertrips homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Milwaukie.

Weather in Milwaukie

View the weather forecast for Milwaukie before booking your Milwaukie Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Milwaukie, OR

Bettertrips offers a large selection of top attractions around Milwaukie. Research things to do on your vacation before you visit Milwaukie.


Providence Milwaukie Hospital Milwaukie Farmers Market North Clackamas Aquatic Park Portland Aquarium Bike N Hike Milwaukie Museum Elk Rock Island Stanley Park Waverley Country Club Moda Center Oregon Convention Center Oregon Zoo Oregon Health and Science University Veterans Memorial Coliseum Washington Square Mall Portland State University Vancouver Mall Portland Expo Center University of Portland Portland Japanese Garden

Other Places to Stay Near Milwaukie, OR


Ardenwald 378 Properties Waverley Country Club 319 Properties Providence Milwaukie Hospital 310 Properties Historic Milwaukie 306 Properties Milwaukie Farmers Market 274 Properties Milwaukie Museum 273 Properties Island Station 242 Properties Southgate 232 Properties Concord 173 Properties Jennings Lodge 153 Properties Oak Grove 30 Properties Oatfield 29 Properties

Complexes around Milwaukie, OR


Comfort Suites Clackamas 3 Properties Monarch Hotel Conference 3 Properties Travelodge 1 Properties