Discover Your Perfect Portland Vacation Homes

Best Vacation Homes in Portland

House
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like-icon10.0
Exceptional
(538 Reviews)
2 Bedrooms 1 Bath 4 Guests 642 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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R2,851/Night 7 Nights - R19,952
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Apartment
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Exceptional
(7 Reviews)
1 Bedroom 1 Bath 2 Guests 796.53 ft²
  • Parking
    Parking
  • Internet
    Internet
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R2,754/Night 7 Nights - R19,273
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Bed & Breakfast
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Exceptional
(120 Reviews)
1 Bedroom 1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
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R6,978/Night 7 Nights - R48,845
House
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like-icon10.0
Exceptional
(175 Reviews)
2 Bedrooms 1 Bath 5 Guests 1400 ft²
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    Parking
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    Balcony/Terrace
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R4,676/Night 7 Nights - R32,735
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House
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like-icon10.0
Exceptional
(7 Reviews)
1 Bedroom 1 Bath 2 Guests 204.51 ft²
  • Parking
    Parking
  • View
    View
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R1,911/Night 7 Nights - R13,379
Apartment
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like-icon10.0
Exceptional
(167 Reviews)
2 Bedrooms 1 Bath 5 Guests 1450 ft²
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    Parking
  • Kitchen
    Kitchen
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R5,646/Night 7 Nights - R39,523
Apartment
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Exceptional
(157 Reviews)
2 Bedrooms 1 Bath 5 Guests 800 ft²
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    Parking
  • Kitchen
    Kitchen
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R4,330/Night 7 Nights - R30,317
House
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like-icon10.0
Exceptional
(149 Reviews)
1 Bedroom 1 Bath 4 Guests 900 ft²
  • Parking
    Parking
  • Pool
    Pool
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R3,797/Night 7 Nights - R26,575

Portland Luxury Rentals

Apartment
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1 Bedroom 1 Bath 2 Guests
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    Parking
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    Balcony/Terrace
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R151,101/Night 7 Nights - R1,057,704
House
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1 Bedroom 12 Baths 20 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
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R106,938/Night 7 Nights - R748,572
House
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5 Bedrooms 6 Baths 20 Guests 9250 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
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R61,426/Night 7 Nights - R429,986
House
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like-icon10.0
Exceptional
(5 Reviews)
10 Bedrooms 11 Baths 20 Guests 19444 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
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R57,656/Night 7 Nights - R403,593
House
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2 Bedrooms 1 Bath 4 Guests 850 ft²
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    Parking
  • Kitchen
    Kitchen
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R56,273/Night 7 Nights - R393,907
House
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8 Bedrooms 5 Baths 16 Guests 2178 ft²
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    Balcony/Terrace
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    Kitchen
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R46,360/Night 7 Nights - R324,514
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House
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8 Bedrooms 6 Baths 16 Guests 4477.79 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
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R36,219/Night 7 Nights - R253,531
New
Cabin
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9 Bedrooms 10 Baths 20 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
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R35,456/Night 7 Nights - R248,199

Portland Pet Friendly Vacation Rentals

House
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Exceptional
(92 Reviews)
2 Bedrooms 1 Bath 5 Guests 1400 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
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R5,675/Night 7 Nights - R39,722
Apartment
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Exceptional
(5 Reviews)
1 Bedroom 1 Bath 2 Guests 96.88 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
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R2,496/Night 7 Nights - R17,468
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Cottage
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1 Bedroom 1 Bath
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
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R8,340/Night 7 Nights - R58,382
Cabin
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Exceptional
(87 Reviews)
1 Bedroom 1 Bath 4 Guests
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    Parking
  • Balcony/Terrace
    Balcony/Terrace
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R2,946/Night 7 Nights - R20,614
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House
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Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests 645.83 ft²
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    Parking
  • Air Conditioner
    Air Conditioner
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R2,906/Night 7 Nights - R20,349
House
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like-icon10.0
Exceptional
(71 Reviews)
1 Bedroom 1 Bath 4 Guests
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    Parking
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    Balcony/Terrace
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R4,063/Night 7 Nights - R28,446
House
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like-icon10.0
Exceptional
(40 Reviews)
2 Bedrooms 1 Bath 5 Guests 1100 ft²
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    Parking
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    Balcony/Terrace
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R4,026/Night 7 Nights - R28,181
House
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like-icon10.0
Exceptional
(39 Reviews)
2 Bedrooms 2 Baths 5 Guests 1535 ft²
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    Parking
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    Balcony/Terrace
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R9,813/Night 7 Nights - R68,698

Portland Large Vacation Homes

Villa
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like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 2 Baths 4 Guests 440 ft²
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    Parking
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    Balcony/Terrace
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R4,992/Night 7 Nights - R34,937
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House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 3 Baths 10 Guests 3498.27 ft²
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    Parking
  • Air Conditioner
    Air Conditioner
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R11,447/Night 7 Nights - R80,139
House
Map-icon
like-icon9.0
Exceptional
(4 Reviews)
4 Bedrooms 2 Baths 10 Guests 3500 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
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R5,781/Night 7 Nights - R40,467
Apartment
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like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 10 Guests 1550 ft²
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    Parking
  • Kitchen
    Kitchen
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R26,090/Night 7 Nights - R182,631
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 3 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
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R22,011/Night 7 Nights - R154,069
House
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 11 Guests 1024 ft²
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    Parking
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    Balcony/Terrace
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R1,923/Night 7 Nights - R13,461
Condo
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1 Bedroom 1 Bath 10 Guests 1100 ft²
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
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R33,822/Night 7 Nights - R236,758
House
Map-icon
like-icon10.0
Exceptional
(43 Reviews)
5 Bedrooms 2 Baths 10 Guests 2651 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
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R17,006/Night 7 Nights - R119,033

Why Choose Rent By Owner for your Portland Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Portland

When should you plan your Vacation Rentals stay?

Understanding the best time to visit ensures you enjoy the region's vibrant atmosphere and pleasant weather, making your stay in Portland, Oregon, USA, truly memorable when you choose to plan your vacation during its optimal seasons.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences warm weather and long daylight hours, making it ideal for exploring outdoor attractions and enjoying the lively local scene.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Autumn brings colorful foliage and a pleasant climate, attracting travelers seeking scenic views and cultural events in the area.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

The winter months are cooler with fewer visitors, offering a peaceful ambiance and opportunities for cozy indoor activities around the region.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F
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Early Spring (March to April)

As the season transitions, the weather begins to warm up gradually, and you can enjoy fewer crowds while experiencing the early signs of spring's arrival.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Portland

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Portland

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor patio or deck to relax and unwind amid the region's natural beauty.
  • Take advantage of a fully equipped BBQ grill for outdoor cookouts during your stay.
  • Make the most of spacious yard areas ideal for outdoor activities or gatherings.
  • Benefit from access to nearby parks or green spaces for outdoor recreation and exploration.
  • Experience the convenience of outdoor dining setups, perfect for enjoying meals al fresco.
  • Relax in a cozy outdoor seating area designed for unwinding after a day of exploring the region.
  • Utilize outdoor fire pits or fireplaces to gather around and enjoy evening ambiance in this destination’s fresh air.
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Family Activities

  • Portland Zoo: Discover a wide variety of animals and engaging exhibits that make for an educational and fun day out with the family in this popular Portland attraction.
  • Oregon Museum of Science and Industry (OMSI): Explore interactive science exhibits, a planetarium, and a submarine tour that captivate children and adults alike in this family-friendly destination.
  • Portland Children's Museum: Engage young explorers with hands-on exhibits designed to inspire creativity and curiosity right here in the region’s vibrant cultural scene.
  • Tom McCall Waterfront Park: Enjoy a relaxing day outdoors along the river, where you can walk, cycle, or picnic while taking in scenic views perfect for family outings in the area.
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Adult Activities

  • Explore the Portland Japanese Garden: Immerse yourself in serene landscapes and authentic cultural experiences within this beautifully maintained garden in the region.
  • Visit the Portland Art Museum: Discover an extensive collection of artworks that reflect the area's vibrant arts scene and creative spirit.
  • Stroll through the Pearl District: Enjoy boutique shopping, trendy cafes, and lively nightlife in this fashionable neighborhood known for its urban charm.
  • Experience the Portland Waterfront: Walk along the riverfront to take in scenic views, outdoor activities, and the dynamic atmosphere near the city's core.

Other Places to Stay in Portland, OR

Portland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of the area's renowned food scene by visiting local markets and eateries to enjoy the region's fresh, innovative flavors.
  • Visit Iconic Neighborhoods: Spend time discovering vibrant neighborhoods known for their unique character and cultural diversity, adding depth to your stay.
  • Utilize Public Transit: Make use of the city’s public transportation options to easily access attractions and avoid parking hassles in the bustling downtown area.
  • Plan Outdoor Activities: Embrace the region’s natural beauty by planning outdoor adventures such as parks or scenic trails near your vacation rental to maximize your experience.

Transportation Options

  • Max Light Rail Transit (MAX): This efficient light rail system connects key neighborhoods and attractions, making exploring the area convenient for visitors staying in nearby vacation rentals.
  • Bus Services: The extensive bus network provides affordable transportation throughout the region, allowing easy access to popular destinations from your accommodation.
  • Bicycle Rentals and Bike Share Programs: Embrace the area's bike-friendly culture by renting a bicycle or using shared bikes to explore the local scenes and scenic spots around your lodging.
  • Rideshare Services: Popular ridesharing options offer flexible, on-demand transportation that seamlessly connects you to various parts of the city and beyond during your stay.

Local Customs Options

  • Local Coffee Culture: Embrace the region’s renowned coffee traditions by visiting local cafes that celebrate Portland’s innovative approach to brewing.
  • Farmers’ Market Etiquette: Respect the community’s sustainable values and fresh produce offerings at the regional farmers’ markets, which are a staple here.
  • Eco-friendly Practices: Participate in the area's commitment to environmental sustainability by supporting green initiatives and recycling efforts prevalent throughout the city.
  • Creative Arts Appreciation: Enjoy the vibrant artistic spirit by engaging with community art events and respecting the local artists' unique expressions.

Frequently Asked Questions About Portland?

2. How many vacation rentals have private pools in Portland?

3. Which vacation homes in Portland are best for families?

If you are looking for a family-friendly vacation home in Portland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Portland:

4. How many Rentbyowner vacation rentals are available in Portland?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 5021 in the Portland area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Portland. 

5. What is the cancellation policy for a vacation rental booking in Portland, Oregon?

Cancellation policies vary by property, so you should read the specific listing details or contact the owner directly to understand the terms and any applicable fees.

6. How do I ensure my reservation is secure when booking a vacation rental in Portland?

Secure bookings are handled through reputable platforms that offer secure payment options. Be sure to review the listing’s reviews and verify the host's credentials before finalizing your reservation.

7. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or taxes may apply; these details will be listed during the booking process or on the property listing page.

8. What amenities can I expect from a vacation rental in this region?

Amenities vary by property, so check the listing for details like Wi-Fi, parking, kitchen facilities, or other features to ensure they meet your needs.

9. Is there a minimum stay requirement for booking a vacation rental in Portland?

Minimum stay requirements are set by individual owners; please review the listing description or contact the host directly for specific stay length restrictions.

Portland Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(218 Reviews)
3 Bedrooms 2 Baths 6 Guests 2500 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
R6,766/Night 7 Nights - R47,371
House
Map-icon
like-icon10.0
Exceptional
(82 Reviews)
1 Bedroom 1 Bath 2 Guests 608 ft²
  • Parking
    Parking
  • Pool
    Pool
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R2,828/Night 7 Nights - R19,786
House
Map-icon
like-icon10.0
Exceptional
(36 Reviews)
1 Bedroom 1 Bath 4 Guests 470 ft²
  • Parking
    Parking
  • Pool
    Pool
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R5,433/Night 7 Nights - R38,033
House
Map-icon
like-icon10.0
Exceptional
(28 Reviews)
2 Bedrooms 1 Bath 4 Guests 1273 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
R5,063/Night 7 Nights - R35,450
Cabin
Map-icon
like-icon10.0
Exceptional
(24 Reviews)
4 Bedrooms 4 Baths 12 Guests 4500 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
R19,938/Night 7 Nights - R139,565
House
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
2 Bedrooms 2 Baths 4 Guests 900 ft²
  • Parking
    Parking
  • Pool
    Pool
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R5,399/Night 7 Nights - R37,801
House
Map-icon
like-icon10.0
Exceptional
(17 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
R8,528/Night 7 Nights - R59,690
House
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
R4,863/Night 7 Nights - R34,043