Stay Portland - Tiny Aztec - Walk to Local Shops & Restaurants 
Best Price Match
10.0 (7 Reviews) Holiday_home
The entire place is yours • 19 m² size • Free parking
Best Price Match 36+ Vacation Rentals Near Milwaukie
NearbyHoliday - Vacation Rentals in Milwaukie
Stay Portland - The Woodstock Inn - Reed College & Vintage Shops Best Price Match
8.8 (11 Reviews) Apartment
The entire place is yours • Free parking • Free WiFi
Best Price Match 
Stay Portland - Spacious Studio in Brooklyn Best Price Match
8.0 (12 Reviews) Apartment
The entire place is yours • 28 m² size • Free parking
Best Price Match 
Stay Portland - Tiny Farmhouse - Walk to Local Shops & Restaurants Best Price Match
8.1 (9 Reviews) Holiday_home
The entire place is yours • 19 m² size • Free parking
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Stay Portland - Lively 2BR Old Hollywood Apt - 92 WalkScore Best Price Match
9.3 (3 Reviews) Apartment
The entire place is yours • 74 m² size • Free parking
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Stay Portland - Perfect Brooklyn 1 Bedroom Best Price Match
8.8 (6 Reviews) Apartment
The entire place is yours • 37 m² size • Free parking
Best Price Match 
Stay Portland - The Perfect Retro Portland Retreat - Vintage Shops Best Price Match
8.3 (4 Reviews) Apartment
The entire place is yours • Free parking • Free WiFi
Best Price Match 
Stay Portland - The Perfect Artist's Retreat in Woodstock Best Price Match
7.4 (7 Reviews) Apartment
The entire place is yours • 51 m² size • Free parking
Best Price Match Luxury Places to Stay in Milwaukie
Over 36+ Luxury Places to Stay in or Near Milwaukie
The Ritz-Carlton, Portland Best Price Match
9.0 (57 Reviews) Hotel
Swimming pool • Bathtub • Air conditioning
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The Nines, a Luxury Collection Hotel, Portland Best Price Match
8.8 (131 Reviews) Hotel
Breakfast • On-site parking • 2 restaurants
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Kimpton Riverplace Hotel by IHG Best Price Match
8.4 (104 Reviews) Hotel
Breakfast • Private parking • Restaurant
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Kimpton Hotel Vintage Portland by IHG Best Price Match
8.6 (147 Reviews) Hotel
Breakfast • On-site parking • Restaurant
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The Duniway Portland, A Hilton Hotel Best Price Match
8.6 (201 Reviews) Hotel
Breakfast • On-site parking • Indoor swimming pool
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The Bidwell Marriott Portland Best Price Match
8.6 (162 Reviews) Hotel
Breakfast • Private parking • Restaurant
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Hyatt Regency Portland at the Oregon Convention Center Best Price Match
8.9 (428 Reviews) Hotel
Breakfast • Private parking • 3 restaurants
Best Price Match Pet-Friendly Vacation Rentals in Milwaukie
Over 36+ Pet-Friendly Vacation Rentals in or Near Milwaukie
Stay Portland - Tiny Aztec - Walk to Local Shops & Restaurants Pets allowed Best Price Match
10.0 (7 Reviews) Holiday_home
The entire place is yours • 19 m² size • Free parking
Best Price Match Stay Portland - Tiny Farmhouse - Walk to Local Shops & Restaurants Pets allowed Best Price Match
8.1 (9 Reviews) Holiday_home
The entire place is yours • 19 m² size • Free parking
Best Price Match Stay Portland - Perfect Brooklyn 1 Bedroom Pets allowed Best Price Match
8.8 (6 Reviews) Apartment
The entire place is yours • 37 m² size • Free parking
Best Price Match 
Motel 6-Portland, OR - Central Pets allowed Best Price Match
6.0 (541 Reviews) Hotel
Free on-site parking • Outdoor swimming pool • Pet friendly
Best Price Match 
Little Henry House on Duke St Pets allowed Best Price Match
9.0 (88 Reviews) Apartment
The entire place is yours • 22 m² size • Free on-site parking
Best Price Match 
Stay Portland - Super Studio in Brooklyn Pets allowed Best Price Match
8.0 (4 Reviews) Apartment
The entire place is yours • 28 m² size • Free parking
Best Price Match 
Stay Portland - Amazing Giant Studio in Brooklyn Pets allowed Best Price Match
7.6 (6 Reviews) Apartment
The entire place is yours • 28 m² size • Free parking
Best Price Match 
Residence Inn by Marriott Portland Clackamas Pets allowed Best Price Match
8.8 (69 Reviews) Hotel
Kitchen • Pet friendly • Swimming pool
Best Price Match Vacation Rentals in Milwaukie
Over 36+ Vacation Rentals in or Near Milwaukie
Stay Portland - Tiny Aztec - Walk to Local Shops & Restaurants Best Price Match
10.0 (7 Reviews) Holiday_home
The entire place is yours • 19 m² size • Free parking
Best Price Match Stay Portland - The Woodstock Inn - Reed College & Vintage Shops Best Price Match
8.8 (11 Reviews) Apartment
The entire place is yours • Free parking • Free WiFi
Best Price Match Stay Portland - Spacious Studio in Brooklyn Best Price Match
8.0 (12 Reviews) Apartment
The entire place is yours • 28 m² size • Free parking
Best Price Match Stay Portland - Tiny Farmhouse - Walk to Local Shops & Restaurants Best Price Match
8.1 (9 Reviews) Holiday_home
The entire place is yours • 19 m² size • Free parking
Best Price Match Stay Portland - Lively 2BR Old Hollywood Apt - 92 WalkScore Best Price Match
9.3 (3 Reviews) Apartment
The entire place is yours • 74 m² size • Free parking
Best Price Match Stay Portland - Perfect Brooklyn 1 Bedroom Best Price Match
8.8 (6 Reviews) Apartment
The entire place is yours • 37 m² size • Free parking
Best Price Match Stay Portland - The Perfect Retro Portland Retreat - Vintage Shops Best Price Match
8.3 (4 Reviews) Apartment
The entire place is yours • Free parking • Free WiFi
Best Price Match Stay Portland - The Perfect Artist's Retreat in Woodstock Best Price Match
7.4 (7 Reviews) Apartment
The entire place is yours • 51 m² size • Free parking
Best Price Match Resorts in Milwaukie
Over 1+ Resorts in or Near Milwaukie
WorldMark Portland Waterfront Park Best Price Match
7.8 (13 Reviews) Resort
Wifi • Private bathroom • Non-smoking rooms
Best Price Match Cabin Places to Stay in Milwaukie
Over 1+ Cabin Places to Stay in or Near Milwaukie
Econo Lodge Portland Downtown Best Price Match
7.1 (98 Reviews) Lodge
Free WiFi • Private bathroom • Non-smoking rooms
Best Price Match Hotels in Milwaukie
Over 36+ Hotels in or Near Milwaukie
Milwaukie Inn Portland South Best Price Match
7.5 (157 Reviews) Motel
Free on-site parking • Hot tub • Pet friendly
Best Price Match Motel 6-Portland, OR - Central Best Price Match
6.0 (541 Reviews) Hotel
Free on-site parking • Outdoor swimming pool • Pet friendly
Best Price Match Residence Inn by Marriott Portland Clackamas Best Price Match
8.8 (69 Reviews) Hotel
Kitchen • Pet friendly • Swimming pool
Best Price Match 
Rosie’s Retro River Flat Best Price Match
8.8 (9 Reviews) Hotel
Private bathroom • Facilities for disabled guests • Kitchen
Best Price Match 
Del Rancho Motel Best Price Match
9.7 (3 Reviews) Hotel
Free on-site parking • Free WiFi • Private bathroom
Best Price Match 
Del Rancho Motel By Townhouse Portland OR Hwy 205 Best Price Match
4.1 (41 Reviews) Motel
Free on-site parking • Pets allowed • Free WiFi
Best Price Match 
The Mark Spencer Hotel Best Price Match
8.7 (2635 Reviews) Hotel
Private parking • Pet friendly • Free WiFi
Best Price Match About Milwaukie Vacation Rentals
Looking for places to stay in Milwaukie? Compare top options in Oregon.
With more than 36 Milwaukie vacation rentals, we can help you find a place to stay. These rentals, including vacation homes, holiday homes, and other short-term private accommodations, offer top-notch amenities with strong value, giving you comfort and luxury at the same time. Get more value and more room when you stay in Milwaukie.
Looking for last-minute deals or the best offers on cottages, condos, private villas, and large vacation homes? NearbyHoliday makes it easy to compare different options with a single click. Looking for a rental by owner with swimming pools, hot tubs, pet-friendly stays, or large-suite comforts? You can compare vacation rentals by owner and other popular Airbnb-style properties in Milwaukie. Prices average US $160 a night.
NearbyHoliday 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 Stay Categories in Milwaukie
Use These Quick Filters to Find a Vacation Rental in Milwaukie
Browse the most useful filters to narrow down vacation rentals, holiday homes, and other places to stay in Milwaukie.
Pro Tip: Use the quick filters above to compare vacation rentals, holiday homes, hotels, resorts, cabins, villas, and pet-friendly places to stay in Milwaukie. These links help you narrow your search faster, discover short-term rentals with the amenities and pricing that fit your trip, and browse popular stay types before checking availability, last-minute options, and the best deals for your preferred travel style.
Weather in Milwaukie
Average temperatures and rainfall by month range to help plan your stay in Milwaukie.
Mar - May
Avg High16°C / 60°F
Avg Low6°C / 42°F
Rainfall114 mm / 4.5 in
Jun - Aug
Avg High27°C / 81°F
Avg Low13°C / 56°F
Rainfall26 mm / 1 in
Sep - Nov
Avg High18°C / 64°F
Avg Low8°C / 46°F
Rainfall128 mm / 5 in
Dec - Feb
Avg High9°C / 48°F
Avg Low2°C / 36°F
Rainfall190 mm / 7.5 in