Naramata Wineries - Vacation Rentals in Woodlawn

Manifest Upscale Spacious 2BD/2BA Apartment w/ balcony, fireplace From US $218
         

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7.8 (4 Reviews)
Apartment
  • Air Conditioner
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  • Child Friendly
Urban Oasis From US $87
         

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7.5 (2 Reviews)
Apartment
  • Pet Friendly
  • Child Friendly
  • Internet
Stay Portland - Mississippi Micro-Luxe - Mid-Century Style From US $151
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Secluded Patio Cottage Right By All The Action From US $51
         

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10.0 (2 Reviews)
House
  • Air Conditioner
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  • View
Garfield 2BR - New Build - Foodie-Friendly Stay From US $995
         

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10.0 (1 Review)
House
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  • Pet Friendly
Charming Portland 2BR Home in Hollywood From US $855
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Mississippi Villa From US $747
         

10.0 (1 Review)
House
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  • Pet Friendly
  • Security/Safety
2BR Historic Soul District Remodel From US $355
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Woodlawn

Over 163+ Luxury Places to Stay in or Near Woodlawn
Private Bedroom Studio with Kitchenette From US $9,516
         

Kerns 6BR Gem - New Build Spanish Flair From US $1,172
         

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New
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Kerns 6BR - New Spanish Style Group Stay From US $1,172
         

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New
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  • Pet Friendly
5BR at The Adelynn - Luxury Build - Walk to All From US $1,091
         

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9.0 (1 Review)
House
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  • Pet Friendly
The Adelynn - 5BR Luxury in Walkable Portland From US $1,048
         

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New
House
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  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Woodlawn

Over 12+ Top-Rated Vacation Rentals with a Pool in or Near Woodlawn
CASCADA Thermal Springs & Hotel From US $419
         

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9.3 (24 Reviews)
Hotel
  • Air Conditioner
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  • Pet Friendly
McMenamins Kennedy School From US $245
         

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8.6 (117 Reviews)
Hotel
  • Air Conditioner
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  • Pet Friendly
Holiday Inn Portland - Columbia Riverfront by IHG From US $145
         

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8.3 (291 Reviews)
Hotel
  • Air Conditioner
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  • Pet Friendly
Oxford Suites Portland - Jantzen Beach From US $136
         

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8.3 (210 Reviews)
Hotel
  • Air Conditioner
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  • Pet Friendly
Homewood Suites by Hilton Vancouver-Portland From US $254
         

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8.2 (58 Reviews)
Hotel
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  • Pet Friendly
Fairfield Inn & Suites by Marriott Portland North From US $143
         

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8.1 (235 Reviews)
Hotel
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  • Pet Friendly
Courtyard by Marriott Portland North From US $161
         

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8.1 (141 Reviews)
Hotel
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  • Pet Friendly

Pet-Friendly Vacation Rentals in Woodlawn

Over 100+ Pet-Friendly Vacation Rentals in or Near Woodlawn
The Adelynn - Sleek 2BR House in Portland - Walk to Everything From US $278
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Beaumont Bungalow From US $267
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
The Art Deco Lounge - 95 WalkScore - Live Music From US $258
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Stay Portland - Designer 2BR Alberta Arts District 90 WalkScore From US $216
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Movie Night From US $130
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Private NE Portland Guesthouse From US $300
         

9.9 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Stay Portland - The Sullivan's Gulch Retreat - 94 Walk Score From US $215
         

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9.6 (12 Reviews)
Apartment
  • Air Conditioner
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  • Pet Friendly
Comfy Family Home, Walkable Neighborhood + Patio! From US $307
         

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9.6 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Woodlawn on PetFriendly.io

Large Vacation Homes & Villas in Woodlawn

Over 13+ Large Vacation Homes & Villas in or Near Woodlawn
Walk to Williams District: Home w/Hot Tub & Patio From US $479
         

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9.2 (5 Reviews)
House
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  • Security/Safety
Historic remodeled home in Laurelhurst Portland From US $764
         

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9.0 (1 Review)
House
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  • Pet Friendly
Historical Portland Home < 2 Mi to Downtown! From US $411
         

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9.0 (1 Review)
House
  • Parking
  • View
  • Balcony/Terrace
6 Bedroom Casa Adelynn in Kerns From US $1,000
         

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New
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  • Pet Friendly
Spacious 6BR - New Spanish Home in Best Kerns Spot From US $1,000
         

The Adelynn - 5BR Modern Luxury - Central Spot From US $985
         

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New
House
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  • Pet Friendly
The Adelynn 5BR - Sleek - Spacious - Walkable From US $985
         

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New
House
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  • Pet Friendly

Wheelchair Accessible Vacation Homes in Woodlawn

Over 13+ Wheelchair Accessible Vacation Homes in or Near Woodlawn
Portland Getaway - Walk to Hollywood Theatre! From US $141
         

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9.0 (1 Review)
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Hotel Eastlund - Best Western Premier Collection From US $278
         

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8.8 (1097 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
The Portlander Inn and Marketplace From US $148
         

8.8 (524 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Courtyard Portland Downtown/Convention Center From US $231
         

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8.2 (140 Reviews)
Hotel
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  • Parking
  • Pet Friendly
DoubleTree by Hilton Portland From US $149
         

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7.9 (365 Reviews)
Hotel
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  • Pet Friendly
Country Inn & Suites by Radisson, Delta Park North Portland From US $96
         

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7.4 (1518 Reviews)
Hotel
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  • Pet Friendly
Extended Stay America Premier Suites - Portland - North From US $159
         

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6.9 (529 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Woodlawn Vacation Rentals and Airbnb Places to Stay Under $200

Over 53+ Woodlawn Vacation Rentals and Airbnb Places to Stay Under $200
One Mississippi Ave - Adventures in Portland! From US $182
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Duplex in Alberta Art District From US $130
         

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9.9 (33 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
NE Portland Oregon Modern Victorian Duplex From US $135
         

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9.7 (37 Reviews)
Apartment
  • Air Conditioner
  • View
  • Balcony/Terrace
Secluded Patio Suite Right By All The Action From US $83
         

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9.5 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Stay Portland - The Bohemian Bungalow on Broadway - 94 WalkScore From US $167
         

Walkable Apt Next to Restaurants, Bars, and Shops! From US $139
         

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9.3 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stay Portland - The Garden Bungalow on Broadway - 94 WalkScore From US $106
         

About Woodlawn Vacation Rentals

With more than 172 Woodlawn vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Naramatawineries and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Woodlawn.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Naramatawineries Woodlawn, 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 Woodlawn. Places to stay near Woodlawn are 1093.92 ft² on average, with prices averaging US $441 a night.

Naramatawineries makes it easy and safe to find and compare vacation rentals in Woodlawn 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 Woodlawn

Type Count
Vacation Homes 85
Holiday Apartments 49
Hotels 38

Use these Quick Filters to Find a Vacation Rental in Woodlawn

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

Weather in Woodlawn

View the weather forecast for Woodlawn before booking your Woodlawn 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 Woodlawn, OR


Woodlawn Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Woodlawn?
How many vacation rentals are available in Woodlawn?

Currently, the total number of properties listed in 2026 is over 172 in the Woodlawn area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Woodlawn.