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Cruise Vacations - Vacation Rentals in Homestead

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

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Boat Rental
SHOWSTOPPING floating home on the Willamette River with stunning views.
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Luxury Places to Stay in Homestead

Over 1427+ Luxury Places to Stay in or Near Homestead
1910 Historic Jessie Morehead House From US $2,187
         

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New
House
1910 Historic Jessie Morehead House
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Light-filled 1- bd loft with city & mountain views From US $1,993
         

New
Condo
Light-filled 1- bd loft with city & mountain views
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Stay Portland - 7BR 1906 Carl & Margaret Hoeber World's Fair House From US $1,921
         

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New
House
Stay Portland - 7BR 1906 Carl & Margaret Hoeber World's Fair House
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Stay Portland - Restored Farmhouse & Backyard Tiny House Village From US $1,831
         

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House
Stay Portland - Restored Farmhouse & Backyard Tiny House Village
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NW 23rd Luxury | Walk to Shops, Cafés & More From US $1,781
         

New
House
NW 23rd Luxury | Walk to Shops, Cafés & More
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Stay Portland - Luxury Living on NW 23rd Ave, Walk Score 99 From US $1,710
         

New
House
Stay Portland - Luxury Living on NW 23rd Ave, Walk Score 99
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Perfect for Groups & Families 8BR Sleeps 16 From US $1,700
         

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House
Perfect for Groups & Families 8BR Sleeps 16
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  • Pet Friendly
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Unique 8 BR Private Home in Pearl District From US $1,677
         

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House
Unique 8 BR Private Home in Pearl District
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  • Pet Friendly
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Top-Rated Vacation Rentals with a Pool in Homestead

Over 102+ Top-Rated Vacation Rentals with a Pool in or Near Homestead
Tranquil, walkable home with seasonal pool, beautiful gardens & 2 patios From US $224
         

10.0 (20 Reviews)
House
Tranquil, walkable home with seasonal pool, beautiful gardens & 2 patios
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  • Pool

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Serene Oasis:Swim Spa, Sauna,fireplace,private,10 min to Downtown,Pet-Friendly! From US $407
         

10.0 (13 Reviews)
House
Serene Oasis:Swim Spa, Sauna,fireplace,private,10 min to Downtown,Pet-Friendly!
  • Air Conditioner
  • Parking
  • Pet Friendly

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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
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  • Pool
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Downtown condo with free parking From US $105
         

10.0 (7 Reviews)
Condo
Downtown condo with free parking
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  • Pet Friendly

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Beautiful Down Town Portland! 14th floor 2BDR/@ Bath From US $146
         

10.0 (3 Reviews)
Condo
Beautiful Down Town Portland! 14th floor 2BDR/@ Bath
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Indulge in Home-Like Comfort! 3 Suited Units, Near Classical Chinese Garden From US $393
         

10.0 (2 Reviews)
Hotel
Indulge in Home-Like Comfort! 3 Suited Units, Near Classical Chinese Garden
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Look No Further! Two Spacious Units Near Portland Art Museum! Pets Are Welcome! From US $264
         

10.0 (2 Reviews)
Hotel
Look No Further! Two Spacious Units Near Portland Art Museum! Pets Are Welcome!
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Short Distance From Area Attractions! Pets Allowed, Near Portland Art Museum From US $120
         

10.0 (2 Reviews)
Hotel
Short Distance From Area Attractions! Pets Allowed, Near Portland Art Museum
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Pet-Friendly Vacation Rentals in Homestead

Over 488+ Pet-Friendly Vacation Rentals in or Near Homestead
Southeast Portland Retreat - Private Entrance - Walkable to Restaurants & Bars - 5 Min to Downtown From US $185
         

9.0 (86 Reviews)
Apartment
Southeast Portland Retreat - Private Entrance - Walkable to Restaurants & Bars - 5 Min to Downtown
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Southeast Portland Retreat From US $96
         

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Villa
Southeast Portland Retreat
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Osprey Suite - 205 in Portland From US $312
         

New
Apartment
Osprey Suite - 205 in Portland
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Central, Lofty Tree Views From US $101
         

9.2 (52 Reviews)
Apartment
Central, Lofty Tree Views
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  • Pet Friendly

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Spectacular Views, Single Level w/Huge Deck & BBQ, Pet Friendly, Next to Forest Park Hiking Trails From US $420
         

10.0 (31 Reviews)
House
Spectacular Views, Single Level w/Huge Deck & BBQ, Pet Friendly, Next to Forest Park Hiking Trails
  • Air Conditioner
  • 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
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  • Pet Friendly

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Artistic Victorian Gem in a Trendy neighborhood From US $459
         

10.0 (18 Reviews)
Apartment
Artistic Victorian Gem in a Trendy neighborhood
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Cozy Oasis - 5BD Pet-Friendly Home - Arcade From US $507
         

10.0 (7 Reviews)
House
Cozy Oasis - 5BD Pet-Friendly Home - Arcade
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  • Pet Friendly
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Large Vacation Homes & Villas in Homestead

Over 44+ Large Vacation Homes & Villas in or Near Homestead
Victorian House, Downtown NW, 3Baths, Deck, Patio, Garden, Reunions, Families From US $631
         

10.0 (42 Reviews)
House
Victorian House, Downtown NW, 3Baths, Deck, Patio, Garden, Reunions, Families
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Stay Portland - 4BR Preserved 1907 Classic Craftsman From US $836
         

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10.0 (1 Review)
House
Stay Portland - 4BR Preserved 1907 Classic Craftsman
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Modern corner apartment w/city view, central location - gym & bike storage From US $351
         

New
Apartment
Modern corner apartment w/city view, central location - gym & bike storage
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  • Wheelchair Accessible

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Historic 6BR - Walk to NW Shops - Sleeps 12 From US $1,367
         

10.0 (1 Review)
Apartment
Historic 6BR - Walk to NW Shops - Sleeps 12
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  • Pet Friendly

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Modern Urban Retreat, Game Room From US $642
         

10.0 (1 Review)
House
Modern Urban Retreat, Game Room
  • Air Conditioner
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  • Pet Friendly

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Classic Craftsman - King Beds - Steps to Hawthorne From US $559
         

9.6 (13 Reviews)
House
Classic Craftsman - King Beds - Steps to Hawthorne
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  • Pet Friendly

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Castle Estate in SW Portland with hot tubs, minutes from downtown Portland. From US $843
         

8.6 (23 Reviews)
House
Castle Estate in SW Portland with hot tubs, minutes from downtown Portland.
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Restored Farmhouse & Backyard Tiny House Village From US $1,515
         

4.0 (1 Review)
House
Restored Farmhouse & Backyard Tiny House Village
  • Air Conditioner
  • TV
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Wheelchair Accessible Vacation Homes in Homestead

Over 516+ Wheelchair Accessible Vacation Homes in or Near Homestead
Exquisite Historic Suite Close to Downtown 14-21673 From US $172
         

10.0 (508 Reviews)
House
Exquisite Historic Suite Close to Downtown 14-21673
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  • TV
  • Wheelchair Accessible

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Northwest Portland Hostel From US $224
         

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8.9 (1609 Reviews)
Hostel
Northwest Portland Hostel
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  • TV
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Violet Suites PDX From US $254
         

10.0 (40 Reviews)
Hotel
Violet Suites PDX
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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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Pearl Pad: Enjoy River, Shopping, Dining. Balcony, Garage and free EV chging! From US $166
         

10.0 (16 Reviews)
Condo
Pearl Pad: Enjoy River, Shopping, Dining. Balcony, Garage and free EV chging!
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Modern Condo in the Heart of the Pearl District From US $181
         

10.0 (3 Reviews)
Condo
Modern Condo in the Heart of the Pearl District
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Luxury high rise condo with river and mountain views, walk to OHSU From US $126
         

10.0 (2 Reviews)
Condo
Luxury high rise condo with river and mountain views, walk to OHSU
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Serenity Pearl: West-Facing private terrace, garden, Roomba, Roku TV, parking From US $139
         

9.6 (5 Reviews)
Condo
Serenity Pearl: West-Facing private terrace, garden, Roomba, Roku TV, parking
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Homestead Varoom and Airbnb Places to Stay Under $200

Over 753+ Homestead Varoom and Airbnb Places to Stay Under $200
Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd From US $197
         

10.0 (164 Reviews)
House
Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd
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Modern Condo Overlooking Portland From US $132
         

10.0 (2 Reviews)
Apartment
Modern Condo Overlooking Portland
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  • Pet Friendly

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Bluebird Guesthouse From US $127
         

9.6 (130 Reviews)
Bed & Breakfast
Bluebird Guesthouse
  • Balcony/Terrace
  • Accessibility
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Tranquil Reed Retreat: 2-Bedroom Apartment with Private Patio From US $172
         

10.0 (140 Reviews)
Apartment
Tranquil Reed Retreat: 2-Bedroom Apartment with Private Patio
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Two Stories Cottage in SE Portland Oregon From US $119
         

10.0 (56 Reviews)
Cottage
Two Stories Cottage in SE Portland Oregon
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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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Sun filled Hawthorne-Belmont Casa De Campo From US $175
         

9.8 (82 Reviews)
House
Sun filled Hawthorne-Belmont Casa De Campo
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PDX Eco Cottage Guesthouse From US $187
         

10.0 (99 Reviews)
House
PDX Eco Cottage Guesthouse
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Instantly Bookable Vacation Homes in Homestead

Over 787+ Instantly Bookable Vacation Homes in or Near Homestead
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
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1BR Fast WiFi Walk to Dining & Breweries From US $276
         

New
Apartment
1BR Fast WiFi Walk to Dining & Breweries
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1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown From US $254
         

9.8 (266 Reviews)
Apartment
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
  • Air Conditioner
  • TV
  • Balcony/Terrace

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PDX Urban Barn Guesthouse near culinary rich Division St. From US $239
         

10.0 (91 Reviews)
House
PDX Urban Barn Guesthouse near culinary rich Division St.
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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
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Best of Hawthorne - In the heart of Southeast Portland - Close To Everything From US $138
         

10.0 (78 Reviews)
Apartment
Best of Hawthorne - In the heart of Southeast Portland - Close To Everything
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Artistic Craftsman Style Home Downstairs Apartment From US $350
         

10.0 (62 Reviews)
Apartment
Artistic Craftsman Style Home Downstairs Apartment
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Zen themed private retreat in NW Portland. From US $190
         

10.0 (60 Reviews)
Apartment
Zen themed private retreat in NW Portland.
  • Air Conditioner
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  • TV

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About Homestead Vacation Rentals

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

Cruisevacations makes it easy and safe to find and compare vacation rentals in Homestead 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 Homestead

Type Count

Use these Quick Filters to Find a Vacation Rental in Homestead

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

Weather in Homestead

View the weather forecast for Homestead before booking your Homestead 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

Other Places to Stay Near Homestead, OR


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