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Luxury Cruises - Vacation Rentals in Historic Milwaukie

SHOWSTOPPING floating home on the Willamette River with stunning views. From US $358
         

New
Boat Rental
SHOWSTOPPING floating home on the Willamette River with stunning views.
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Luxury Places to Stay in Historic Milwaukie

Over 309+ Luxury Places to Stay in or Near Historic 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

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River Forest Retreat From US $749
         

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

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Floating Home on the Willamette From US $691
         

New
House
Floating Home on the Willamette
  • Air Conditioner
  • Security/Safety
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South Burlingame Hideaway From US $605
         

New
House
South Burlingame Hideaway
  • Parking
  • Security/Safety
  • Barbecue/Outdoor Cooking

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Live the Dream on the Lovely Willamette River From US $553
         

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

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Lake Oswego Mid-Century From US $499
         

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9.3 (3 Reviews)
House
Lake Oswego Mid-Century
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

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Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown From US $475
         

9.8 (60 Reviews)
House
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
  • Air Conditioner
  • Parking
  • Pet Friendly

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Wondrous Woodstock Townhouse, Huge Open Floor Plan, Custom Décor and Artwork, Four Miles to Portland From US $458
         

9.8 (35 Reviews)
House
Wondrous Woodstock Townhouse, Huge Open Floor Plan, Custom Décor and Artwork, Four Miles to Portland
  • Air Conditioner
  • Pet Friendly
  • TV

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Top-Rated Vacation Rentals with a Pool in Historic Milwaukie

Over 9+ Top-Rated Vacation Rentals with a Pool in or Near Historic Milwaukie
Remodeled Guesthouse with separate Riverfront Patio and dock+river access From US $310
         

10.0 (162 Reviews)
House
Remodeled Guesthouse with separate Riverfront Patio and dock+river access
  • Air Conditioner
  • Parking
  • Pool

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Lovely Studio/Guesthouse in Lake Oswego From US $159
         

10.0 (86 Reviews)
House
Lovely Studio/Guesthouse in Lake Oswego
  • Air Conditioner
  • Parking
  • Pool

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Cozy Modern Farmhouse, King bed, great yard, pets! From US $241
         

10.0 (48 Reviews)
Other
Cozy Modern Farmhouse, King bed, great yard, pets!
  • Air Conditioner
  • Parking
  • Pool

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The Happy Place - 2BD Sellwood Creative Retreat From US $209
         

10.0 (12 Reviews)
House
The Happy Place - 2BD Sellwood Creative Retreat
  • Air Conditioner
  • Pool
  • TV

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2BR Renovated Craftsman in Historic Sellwood Neighborhood From US $363
         

9.0 (14 Reviews)
House
2BR Renovated Craftsman in Historic Sellwood Neighborhood
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  • Parking
  • Pool

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Lakeshore Inn From US $199
         

8.4 (386 Reviews)
Hotel
Lakeshore Inn
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  • Parking
  • Pool

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Lakeshore Inn From US $189
         

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7.7 (152 Reviews)
Hotel
Lakeshore Inn
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  • Parking
  • Pet Friendly

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Daylight basement with garden views - near Multnomah Village From US $155
         

10.0 (2 Reviews)
Apartment
Daylight basement with garden views - near Multnomah Village
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  • Parking
  • Pool

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Pet-Friendly Vacation Rentals in Historic Milwaukie

Over 126+ Pet-Friendly Vacation Rentals in or Near Historic Milwaukie
⭐️Tranquil Hidden Gem in the ❤️ of Woodstock⭐️ From US $190
         

10.0 (64 Reviews)
House
⭐️Tranquil Hidden Gem in the ❤️ of Woodstock⭐️
  • Air Conditioner
  • Parking
  • Pet Friendly

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Dwell - Net Zero Energy Living From US $294
         

10.0 (2 Reviews)
Villa
Dwell - Net Zero Energy Living
  • Air Conditioner
  • Parking
  • Pet Friendly

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Historic English Country Lake House From US $339
         

10.0 (42 Reviews)
House
Historic English Country Lake House
  • Air Conditioner
  • Parking
  • Pet Friendly

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Private guest house in the first addition Lake Oswego From US $194
         

10.0 (36 Reviews)
Cottage
Private guest house in the first addition Lake Oswego
  • Air Conditioner
  • Parking
  • Pet Friendly

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3 Mi to Downtown Portland: Lush Flat w/Fire Pit From US $183
         

10.0 (21 Reviews)
Apartment
3 Mi to Downtown Portland: Lush Flat w/Fire Pit
  • Air Conditioner
  • Parking
  • Pet Friendly

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Enchanting Cottage in Woodstock From US $216
         

10.0 (17 Reviews)
House
Enchanting Cottage in Woodstock
  • Air Conditioner
  • Parking
  • Pet Friendly

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Quiet Spacious Woodstock Retreat with large backyard From US $323
         

10.0 (5 Reviews)
House
Quiet Spacious Woodstock Retreat with large backyard
  • Air Conditioner
  • Pet Friendly
  • TV

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Family Friendly SE Getaway From US $329
         

10.0 (3 Reviews)
Apartment
Family Friendly SE Getaway
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Historic Milwaukie

Over 7+ Large Vacation Homes & Villas in or Near Historic Milwaukie
SE Park Ave 4B Retreat, Walk to MAX Station From US $248
         

10.0 (14 Reviews)
House
SE Park Ave 4B Retreat, Walk to MAX Station
  • Air Conditioner
  • Parking
  • TV

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Entertainer's dream with hot tub, putting green, game room & yoga studio From US $652
         

10.0 (21 Reviews)
House
Entertainer's dream with hot tub, putting green, game room & yoga studio
  • Air Conditioner
  • Parking
  • TV

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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

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Magnificent Lake Oswego Escape, Backyard Oasis w/Hot Tub, Putting Green, Huge Deck, and Game Room From US $523
         

New
House
Magnificent Lake Oswego Escape, Backyard Oasis w/Hot Tub, Putting Green, Huge Deck, and Game Room
  • Air Conditioner
  • Parking
  • TV

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

New
House
Milwaukie Vacation Rental w/Backyard, Office
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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

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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

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Wheelchair Accessible Vacation Homes in Historic Milwaukie

Over 6+ Wheelchair Accessible Vacation Homes in or Near Historic Milwaukie
Peaceful+Cozy StudioApt-Steps to Central Sellwood From US $130
         

10.0 (57 Reviews)
Apartment
Peaceful+Cozy StudioApt-Steps to Central Sellwood
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  • TV

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Little Henry House on Duke St From US $86
         

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9.1 (60 Reviews)
Apartment
Little Henry House on Duke St
  • Air Conditioner
  • Parking
  • Pet Friendly

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Oswego Empty Nest From US $169
         

10.0 (4 Reviews)
Apartment
Oswego Empty Nest
  • Air Conditioner
  • Parking
  • TV

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Rosie’s Retro River Flat From US $184
         

8.3 (7 Reviews)
Hotel
Rosie’s Retro River Flat
  • Wheelchair Accessible
  • Accessibility
  • Security/Safety

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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

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Milwaukie Inn Portland South From US $115
         

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

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Historic Milwaukie Varoom and Airbnb Places to Stay Under $200

Over 176+ Historic Milwaukie Varoom and Airbnb Places to Stay Under $200
Tranquil Reed Retreat: 2-Bedroom Apartment with Private Patio From US $180
         

10.0 (140 Reviews)
Apartment
Tranquil Reed Retreat: 2-Bedroom Apartment with Private Patio
  • Air Conditioner
  • Parking
  • TV

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Charming Portland Home, Walk to Light Rail! From US $165
         

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9.8 (6 Reviews)
House
Charming Portland Home, Walk to Light Rail!
  • Parking
  • View
  • Accessibility

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Milwaukie Inn Portland South From US $90
         

7.2 (480 Reviews)
Hotel
Milwaukie Inn Portland South
  • Air Conditioner
  • Parking
  • TV

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2 blocks to cafes &shops in SE Portland's Sellwood neighborhood From US $196
         

10.0 (92 Reviews)
Apartment
2 blocks to cafes &shops in SE Portland's Sellwood neighborhood
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  • Parking
  • TV

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Crossroads Country Cottage From US $108
         

10.0 (31 Reviews)
Cottage
Crossroads Country Cottage
  • Air Conditioner
  • Parking
  • TV

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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

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Coda - Brand New! Amazing Space From US $199
         

10.0 (6 Reviews)
House
Coda - Brand New! Amazing Space
  • Air Conditioner
  • Parking
  • TV

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2 Mi to Bay Park: Charming Milwaukie Getaway From US $165
         

10.0 (6 Reviews)
House
2 Mi to Bay Park: Charming Milwaukie Getaway
  • Air Conditioner
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  • TV

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Instantly Bookable Vacation Homes in Historic Milwaukie

Over 156+ Instantly Bookable Vacation Homes in or Near Historic Milwaukie
Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views From US $362
         

10.0 (119 Reviews)
Condo
Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
  • Air Conditioner
  • Parking
  • TV

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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

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Modern South Portland Luxury Condo Offering City & Mountain Views From US $346
         

10.0 (11 Reviews)
Condo
Modern South Portland Luxury Condo Offering City & Mountain Views
  • Air Conditioner
  • Parking
  • TV

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Beautiful Art Filled Home 15 minutes to Downtown From US $270
         

10.0 (73 Reviews)
House
Beautiful Art Filled Home 15 minutes to Downtown
  • Air Conditioner
  • Parking
  • TV

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Cora Street Retreat - 2 bedrooms in Portland From US $271
         

10.0 (37 Reviews)
House
Cora Street Retreat - 2 bedrooms in Portland
  • Air Conditioner
  • Parking
  • TV

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#StayinMyDistrict Sellwood Coco Rose Retreat From US $242
         

10.0 (33 Reviews)
House
#StayinMyDistrict Sellwood Coco Rose Retreat
  • Air Conditioner
  • TV
  • Balcony/Terrace

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The Victorian Cottage with Mountain & River views! From US $256
         

10.0 (21 Reviews)
Cottage
The Victorian Cottage with Mountain & River views!
  • Air Conditioner
  • Parking
  • TV

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Spacious SW Portland 4BR/3BA | 2 King Suites | 15min to Downtown | Groups of 8 From US $385
         

10.0 (18 Reviews)
House
Spacious SW Portland 4BR/3BA | 2 King Suites | 15min to Downtown | Groups of 8
  • Air Conditioner
  • Parking
  • TV

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About Historic Milwaukie Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Luxurycruises Historic 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 Historic Milwaukie. Places to stay near Historic Milwaukie with prices averaging $358 a night.

Luxurycruises makes it easy and safe to find and compare vacation rentals in Historic 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 Historic Milwaukie

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Use these Quick Filters to Find a Vacation Rental in Historic Milwaukie

★ Pro Tip: Luxurycruises makes it easy to compare the best listings on Luxurycruises homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Luxurycruises 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 Historic Milwaukie.

Weather in Historic Milwaukie

View the weather forecast for Historic Milwaukie before booking your Historic 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

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