Overlook (Portland), Oregon Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Overlook (Portland), Oregon on RentalSaver.com!

Overlook (Portland) Rentals

From $158 per night (USD)
VRBO
Cool apartment with WiFi in vibrant Portland, Oregon.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your cozy getaway awaits in Portland at this marvelous apartment. With a serene bedroom featuring a comfortable king bed ...
From $158 per night (USD)
VRBO
From $105 per night (USD)
Expedia
Stylish 1BR condo in historic building- premium location in Nob Hill NW Alphabet
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Built in 1910, this spacious first-floor corner unit blends timeless Old Portland character with the modern comforts of ...
From $105 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Luxury 3/3 apartment close to MAX tram, Fred Meyer at exit 305
Bedrooms:
3
Bathrooms:
3
Sleeps:
30
Your Portland adventure begins at this 3-bedroom apartment. Each bedroom features 1 king bed and 2 queen beds, ensuring ...
From $191 per night (USD)
VRBO
From $218 per night (USD)
VRBO
Garden Apartment in Hip Mississippi Neighborhood
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Located just two blocks from the funky and fun area of the historic Mississippi neighborhood of North Portland, with gre ...
From $218 per night (USD)
VRBO
From $147 per night (USD)
VRBO
Modern basement apartment one block from Peninsula Park!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Spacious, newly renovated basement apartment one block from the beautiful rose gardens of Peninsula Park and walking dis ...
From $147 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Blue Door Tiny Home in Mississippi District, near downtown & Convention Center
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Blue Door Micro-Loft Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $187 per night (USD)
Expedia
From $507 per night (USD)
VRBO
Old-Portland Charmer in the Alphabet District
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in one of Portland's most desirable neighborhoods, this charming home beautifully combines the character of the ...
From $507 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Lemon Door Tiny Home in Mississippi District, near downtown & Convention Center
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Lemon Door Micro-Loft Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $190 per night (USD)
Expedia
From $133 per night (USD)
VRBO
Parkside PDX Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your cozy retreat near Kenton Park! This newly remodeled, pet-friendly home is perfect for families and trave ...
From $133 per night (USD)
VRBO
From $143 per night (USD)
Expedia
The Vera - Cute Tiny House - AC, WiFi, 96 Walk Score!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Your cozy getaway awaits in this NW Portland tiny house. This nice, modern space features 1 queen bed in the loft and an ...
From $143 per night (USD)
Expedia
Click For Pricing
VRBO
Brand-New Slabtown 1BR with Luxury Amenities, Fully-equipped Gym & Co-Work Space
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your stylish retreat in the heart of Slabtown, one of Northwest Portland’s most vibrant and walkable neighbor ...
Click For Pricing
VRBO
From $157 per night (USD)
Expedia
The Wiedler - Charming Tiny Home - AC, WiFi in the heart of the action!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in the heart of NW Portland, the location can't be beat! Enjoy what this charming tiny home has to offer. This c ...
From $157 per night (USD)
Expedia
From $619 per night (USD)
VRBO
Modern 3BR - Walk to Alberta Eats & Coffee
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: A walker's paradise with a WalkScore® of 90/100. If you're a big fan of great food, craft beer, pour-over coff ...
From $619 per night (USD)
VRBO
From $851 per night (USD)
Expedia
4BR • Sleeps 10 • Trendy Arts District Location
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: A walker's paradise with a WalkScore® of 90/100. If you're a big fan of great food, craft beer, pour-over coff ...
From $851 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Trendy NE Location • Walkable • 2BR • Sleeps 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Location, Location, Location! NE Portland is one of the most coveted areas of this beautiful city and my apart ...
From $357 per night (USD)
VRBO
From $335 per night (USD)
Expedia
Pearl District Stay • AC + WiFi • 2BR • Sleeps 4
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: A walker's paradise with a WalkScore ® of 96/100, this modern, newly furnished two bedroom Portland can sleep ...
From $335 per night (USD)
Expedia
From $531 per night (USD)
VRBO
Lovely location 3 BR Pearl apt - Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: A walker's paradise with a WalkScore ® of 96/100, this modern, newly furnished four bedroom Portland can slee ...
From $531 per night (USD)
VRBO
From $351 per night (USD)
Expedia
2BR Flat - Walk to NW 23rd Shops & Cafes
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: This bright 2-bedroom apartment is located just steps from NW 23rd Ave—Portland’s best spot for food, shopping ...
From $351 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Eclectic 2BR - Victorian Charm - Steps to Fun
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: A walker's paradise with a WalkScore® of 91/100, this spot is perfect for fans of great food, craft beer, pour ...
From $378 per night (USD)
VRBO
From $2250 per night (USD)
Expedia
Unique 8 BR Private Home in Pearl District
Bedrooms:
4
Bathrooms:
8
Sleeps:
16
Summary: Location, location, location! A walker's paradise with a WalkScore ® of 96/100, this modern, newly furnished e ...
From $2250 per night (USD)
Expedia
From $351 per night (USD)
VRBO
Luxury 2BR Mississisppi Home 95 WalkScore
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Retreat to this stylish 2BR/2BA apartment just off lively Mississippi Ave. With warm Spanish-style accents, co ...
From $351 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Trendy Area • Walk Everywhere • 1BR • Sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Newly remodeled and spacious one bedroom duplex apartment located within walking distance of NE Williams, Albe ...
From $219 per night (USD)
Expedia
From $375 per night (USD)
VRBO
Cute & Comfortable Portland Home with 91 WalkScore
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Experience Portland in this charming mid-century home! Featuring original hardwood floors, rustic doors, and t ...
From $375 per night (USD)
VRBO
From $1053 per night (USD)
Expedia
Portland's Finest - Luxury Pearl District 4 BR
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Location, location, location! A walker's paradise with a WalkScore ® of 96/100, this modern, newly furnished f ...
From $1053 per night (USD)
Expedia
From $518 per night (USD)
VRBO
Perfect for Groups • Prime Spot • 3BR • Sleeps 7
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: This lovely duplex apartment is in the heart of it all when it comes to NE Portland! Think steps to some of th ...
From $518 per night (USD)
VRBO
From $390 per night (USD)
Expedia
The Fantastic Fargo Flat - Irving Park Oasis
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: Our spacious 1250 sq ft home is steps away from Irving Park in NE Portland. It's a short distance from the vibr ...
From $390 per night (USD)
Expedia
From $769 per night (USD)
VRBO
New Build • 4BR • Sleeps 10 • Great Location
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: Spacious and cozy duplex, this 4-bedroom, 2-bath basement retreat is perfect for groups or families, comfortab ...
From $769 per night (USD)
VRBO
From $2363 per night (USD)
Expedia
Mississippi Ave Compound | 7BR • Sleeps 14
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Summary: Gather your group in the heart of Portland’s iconic Mississippi Ave district. This one-of-a-kind retreat inclu ...
From $2363 per night (USD)
Expedia
From $715 per night (USD)
VRBO
Pearl District Luxury • 3BR • AC • Sleeps 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Location, location, location! A walker's paradise with a WalkScore ® of 96/100, this modern, newly furnished 3 ...
From $715 per night (USD)
VRBO
From $375 per night (USD)
Expedia
The 2BR Soul Lounge - 91 WalkScore
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: A walker's paradise with a WalkScore® of 91/100, this spot is perfect for fans of great food, craft beer, pour ...
From $375 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Posh Local 2BR - Boutiques & Eateries
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: This bright 2-bedroom apartment is located just steps from NW 23rd Ave—Portland’s best spot for food, shopping ...
From $355 per night (USD)
VRBO
From $497 per night (USD)
Expedia
Slabtown Village - 3 Tiny houses in NW Portland with AC, WiFi & Free Parking!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This 3-bedroom tiny house village is perfect for your escape to Portland. Each tiny home features a queen bed and two al ...
From $497 per night (USD)
Expedia
From $92 per night (USD)
VRBO
Cozy, Historic, Portland home.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This special place is close to everything, making it easy to plan your visit. This two bedroom, one bathroom home with a ...
From $92 per night (USD)
VRBO
From $267 per night (USD)
Expedia
Luxury 2bd/2.5 bath fully furn townhome in best area near NW 23rd & trails.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy a peaceful stay at this comfy 2-bedroom townhome in Portland. The bedrooms feature a king bed and a queen bed, ens ...
From $267 per night (USD)
Expedia
From $155 per night (USD)
VRBO
The Henry - Cozy Tiny House - AC, Free Parking, Walk Score 96!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your Portland adventure begins at this welcoming tiny house. Right in the heart of NW Portland, the location can't be be ...
From $155 per night (USD)
VRBO
From $102 per night (USD)
Expedia
Landing | Stunning 1BD, Courtyard, Rooftop Lounge
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wake up to riverfront views and curated comfort at Bridgetown Lofts, your fully-furnished home base in Portland’s vibran ...
From $102 per night (USD)
Expedia
Click For Pricing
VRBO
Landing at Bridgetown Lofts - 1 Bedroom in Northwest Portland
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wake up to riverfront views and curated comfort at Bridgetown Lofts, your fully-furnished home base in Portland’s vibran ...
Click For Pricing
VRBO
From $97 per night (USD)
Expedia
Chic 1-bedroom fully furnished waterfront condo in downtown Portland
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the beauty of central Portland from this 1-bedroom- waterfront balcony condo. Conveniently located on the NW pr ...
From $97 per night (USD)
Expedia
From $168 per night (USD)
VRBO
Charming 1-bedroom duplex with WiFi, AC Fenced Backyard - Extended Stay Welcome
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Recently remodeled fully furnished one-bedroom stylish vintage stucco duplex, tons of charm and original character! Step ...
From $168 per night (USD)
VRBO
From $86 per night (USD)
Expedia
Studio condo in Historic Alphabet District w/ WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy the central location in the Historic Alphabet District - easy access to highway, Nike rental bikes, bus & max line ...
From $86 per night (USD)
Expedia
Click For Pricing
VRBO
Charming 2-bedroom house in serene Portland with WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
We’re excited to host you in our cozy, updated home located in a quiet Portland neighborhood. This inviting space featur ...
Click For Pricing
VRBO
From $110 per night (USD)
Expedia
Move-In-Ready Gorgeous 2BR near Japanese Garden
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a stylish experience at this centrally-located place in the vibrant and active Overlook community! We will ensure ...
From $110 per night (USD)
Expedia
From $229 per night (USD)
VRBO
Mini Dome by Dodeca Domes
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the magic of dome living in the world’s first pentakis dodecahedron home. This unique tiny home was designed ...
From $229 per night (USD)
VRBO
From $107 per night (USD)
Expedia
Your home away from home near Pittock Mansion!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a stylish experience at this centrally-located place in the vibrant and active Overlook community! We will ensure ...
From $107 per night (USD)
Expedia
From $109 per night (USD)
VRBO
Landing | Amazing 1BD, Rooftop Lounge, Clubhouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wake up to riverfront views and curated comfort at Bridgetown Lofts, your fully-furnished home base in Portland’s vibran ...
From $109 per night (USD)
VRBO
From $256 per night (USD)
Expedia
Modern Studio in Terrific Portland with AC, WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Industrial-modern studio with all the amenities, including green solar energy, luxurious plush queen bed AND queen sleep ...
From $256 per night (USD)
Expedia
Click For Pricing
VRBO
Dream Portland Home Rental. Perfect for monthly rental! Available 9/2 - 11/24/25
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Charming 2500 sq ft craftsman located in close-in Northwest Portland. Just a short walk to Wallace Park, Forest Park tr ...
Click For Pricing
VRBO
From $272 per night (USD)
Expedia
1BR • Fast WiFi • Walk to Dining & Breweries
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This bright and stylish one-bedroom apartment is located in one of Portland’s most walkable and desirable neig ...
From $272 per night (USD)
Expedia
From $123 per night (USD)
VRBO
Modern North Portland Haven
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Welcome to our modern 3-bedroom, 1-bath home in Portland’s vibrant Kenton neighborhood. Enjoy a bright open lay ...
From $123 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Cozy caravan in Mississippi area of Portland with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cozy, artsy tiny house in a lively neighborhood. Queen bed is on the main floor. Includes shower, toilet, sink, kitchene ...
From $132 per night (USD)
Expedia
From $147 per night (USD)
VRBO
Modern University of Portland Townhome
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Exceptional Furnished Retreat Near University of Portland in the Ideal Arbor Lodge neighborhood of North Portland Welco ...
From $147 per night (USD)
VRBO
From $162 per night (USD)
Expedia
#InvestREPM The Ainsworth Furnished Monthly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: #InvestREPMt Arbor Lodge & Popular Overlook. Just off I-5/I-405 Corridors. Minutes to Downtown, Mississippi, & ...
From $162 per night (USD)
Expedia
From $132 per night (USD)
VRBO
#InvestREPM Arbor Lodge & Popular Overlook Monthly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: #InvestREPM Arbor Lodge! The Ainsworth is a bright & spacious, private basement apartment in older PDX home, re ...
From $132 per night (USD)
VRBO
From $102 per night (USD)
VRBO
Charming 1-bedroom tiny house in Portland with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in the friendly, walkable neighborhood of Kenton, this ADU/tiny house (300 square feet total) is a five minute d ...
From $102 per night (USD)
VRBO
From $591 per night (USD)
VRBO
Charming 4 Square Home in a Great Portland Neighborhood
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located in Portland, this brilliant house offers 2 cozy bedrooms - one with a king bed and the other with a queen bed. W ...
From $591 per night (USD)
VRBO
From $204 per night (USD)
Expedia
Gorgeous Victorian Dollhouse for Mid & Long-Term Stays in NE Portland
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Built in 1904, this historic, three-level Portland stunner is the perfect balance of classic charm and modern comforts. ...
From $204 per night (USD)
Expedia
Click For Pricing
VRBO
Well Appointed Tiny House N PDX
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Your cozy getaway awaits in Portland at this delightful house. With a bedroom featuring a comfortable queen bed and a ba ...
Click For Pricing
VRBO
From $1990 per night (USD)
VRBO
Light-filled 1- bd loft with city & mountain views
Bedrooms:
1
Bathrooms:
1
Sleeps:
10
Step into a designer's love story in this stunning Pearl District 1-bedroom loft. Thoughtfully curated with luxurious fu ...
From $1990 per night (USD)
VRBO
From $91 per night (USD)
VRBO
Landing at Pearl Studios - Studio in Northwest ...
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Pearl Studios in Portland, OR! Located in the heart of the renowned Pearl District, our fully-furnished apart ...
From $91 per night (USD)
VRBO
From $94 per night (USD)
Expedia
Landing at Pearl Studios - Studio in Northwest ...
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Pearl Studios in Portland, OR! Located in the heart of the renowned Pearl District, our fully-furnished apart ...
From $94 per night (USD)
Expedia
From $84 per night (USD)
VRBO
Landing | Modern Studio, Courtyard, Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Pearl Studios in Portland, OR! Located in the heart of the renowned Pearl District, our fully-furnished apart ...
From $84 per night (USD)
VRBO
From $91 per night (USD)
Expedia
Landing | Modern Studio, Courtyard, Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Pearl Studios in Portland, OR! Located in the heart of the renowned Pearl District, our fully-furnished apart ...
From $91 per night (USD)
Expedia
From $92 per night (USD)
VRBO
Landing at Pearl Studios - Studio in Northwest ...
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Pearl Studios in Portland, OR! Located in the heart of the renowned Pearl District, our fully-furnished apart ...
From $92 per night (USD)
VRBO
From $91 per night (USD)
Expedia
Landing at Pearl Studios - Studio in Northwest ...
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Pearl Studios in Portland, OR! Located in the heart of the renowned Pearl District, our fully-furnished apart ...
From $91 per night (USD)
Expedia
From $92 per night (USD)
VRBO
Landing | Stylish Studio, Gym, Courtyard
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Pearl Studios in Portland, OR! Located in the heart of the renowned Pearl District, our fully-furnished apart ...
From $92 per night (USD)
VRBO
From $101 per night (USD)
Expedia
Landing | Modern 1BD, Courtyard, Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wake up to riverfront views and curated comfort at Bridgetown Lofts, your fully-furnished home base in Portland’s vibran ...
From $101 per night (USD)
Expedia
From $99 per night (USD)
VRBO
Landing | Beautiful 1BD, Clubhouse, Courtyard
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wake up to riverfront views and curated comfort at Bridgetown Lofts, your fully-furnished home base in Portland’s vibran ...
From $99 per night (USD)
VRBO
From $158 per night (USD)
Expedia
Stylish 3 Bedroom w/Spa + Yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Modern Craftsman with Spa-Like Retreat & Spacious Yard Step into this thoughtfully designed modern craftsman that blend ...
From $158 per night (USD)
Expedia
From $187 per night (USD)
VRBO
The Cherry Blossom - 3BD 2.5 BA House near Mississippi Ave and Legacy Emmanuel
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Brand new traditional home in picturesque and happening N Portland. Located in a quiet 'cottage cluster', this home offe ...
From $187 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Renovated 2BR | Walk to NW 23rd + Parks
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Welcome to our charming 2BR/1BA home in NW Portland! Relax in comfy queen beds, enjoy a fully-stocked kitchen, ...
From $389 per night (USD)
Expedia
From $388 per night (USD)
VRBO
Nob Hill 2BR | Updated Historic Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Welcome to our charming 2BR/1BA home in NW Portland! Relax in comfy queen beds, enjoy a fully-stocked kitchen, ...
From $388 per night (USD)
VRBO
From $1065 per night (USD)
Expedia
Portland Oasis - Stylish 4br Home in Nob Hill
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Summary: Discover comfort and convenience in our modern 4-bedroom, 2-bathroom duplex in Portland's Nob Hill neighborhoo ...
From $1065 per night (USD)
Expedia
From $822 per night (USD)
VRBO
3BR • Sleeps 8 • Prime NW Location • 99 WalkScore
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Location, location, location! A walker’s paradise with a walk score of 99, our 1600 sq ft home is fully equipp ...
From $822 per night (USD)
VRBO

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Overlook (Portland) Rentals

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Results: 273 Rentals