Discover Your Perfect Weston Vacation Homes

Best Vacation Homes in Weston

House
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like-icon10.0
Exceptional
(53 Reviews)
2 Bedrooms 1 Bath 2 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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R4,070/Night 7 Nights - R28,485
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Apartment
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like-icon1.0
Average
(1 Review)
1 Bedroom 1 Bath 3 Guests 5381.95 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
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R1,778/Night 7 Nights - R12,448
Hotel
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like-icon9.2
Exceptional
(479 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
R2,321/Night 7 Nights - R16,247
Apartment
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like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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R3,559/Night 7 Nights - R24,913
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House
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1 Bedroom 3 Baths 10 Guests 1496.18 ft²
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
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R13,030/Night 7 Nights - R91,212
Apartment
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like-icon9.2
Exceptional
(19 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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R3,465/Night 7 Nights - R24,266
House
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like-icon9.0
Exceptional
(21 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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R4,472/Night 7 Nights - R31,298
Apartment
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like-icon8.6
Fabulous
(9 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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R2,324/Night 7 Nights - R16,264

Weston Luxury Rentals

House
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1 Bedroom 6 Baths 20 Guests 3003.13 ft²
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
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R77,303/Night 7 Nights - R541,127
House
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3 Bedrooms 2 Baths 6 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
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R48,527/Night 7 Nights - R339,691
House
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like-icon10.0
Exceptional
(1 Review)
6 Bedrooms 6 Baths 20 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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R36,512/Night 7 Nights - R255,593
House
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5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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R17,685/Night 7 Nights - R123,787
House
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like-icon10.0
Exceptional
(22 Reviews)
7 Bedrooms 4 Baths 10 Guests
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    Fireplace/Heating
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    Balcony/Terrace
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R16,784/Night 7 Nights - R117,482
House
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like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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R16,654/Night 7 Nights - R116,577
Hotel
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like-icon6.9
Good
(115 Reviews)
6 Baths 272.69 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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R10,728/Night 7 Nights - R75,094
House
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like-icon10.0
Exceptional
(24 Reviews)
4 Bedrooms 2 Baths 8 Guests 1949 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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R10,260/Night 7 Nights - R71,812

Weston Pet Friendly Vacation Rentals

House
Map-icon
like-icon8.8
Fabulous
(124 Reviews)
3 Bedrooms 2 Baths 6 Guests 1600 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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R4,568/Night 7 Nights - R31,977
House
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1 Bedroom 1 Bath 4 Guests 204.51 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R1,106/Night 7 Nights - R7,744
Apartment
Map-icon
like-icon8.8
Fabulous
(398 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
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R2,479/Night 7 Nights - R17,347
House
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like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests 1639 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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R1,762/Night 7 Nights - R12,335
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Hotel
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like-icon9.0
Exceptional
(106 Reviews)
2 Baths 528.63 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
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R1,925/Night 7 Nights - R13,483
House
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like-icon9.6
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 5 Guests 1100 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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R2,301/Night 7 Nights - R16,102
House
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like-icon9.2
Exceptional
(13 Reviews)
3 Bedrooms 1 Bath 7 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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R3,598/Night 7 Nights - R25,187
New
House
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like-icon4.0
Average
(1 Review)
3 Bedrooms 1 Bath 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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R3,735/Night 7 Nights - R26,141

Weston Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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R8,890/Night 7 Nights - R62,225
Bed & Breakfast
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5 Bedrooms 5 Baths 11 Guests 310 ft²
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    Fireplace/Heating
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    Balcony/Terrace
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R8,892/Night 7 Nights - R62,241
House
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like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R8,786/Night 7 Nights - R61,498
House
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like-icon9.2
Exceptional
(9 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R6,293/Night 7 Nights - R44,054
House
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like-icon10.0
Exceptional
(61 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R6,533/Night 7 Nights - R45,735
House
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like-icon9.8
Exceptional
(9 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
R3,692/Night 7 Nights - R25,850
House
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like-icon9.2
Exceptional
(25 Reviews)
8 Bedrooms 7 Baths 24 Guests 14000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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R19,222/Night 7 Nights - R134,554
House
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like-icon9.8
Exceptional
(69 Reviews)
6 Bedrooms 3 Baths 23 Guests 5000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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R13,584/Night 7 Nights - R95,092

Why Choose Rent By Owner for your Weston 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 Weston

When should you plan your Vacation Rentals stay?

Timing your visit to this charming destination can enhance your experience, so consider planning your stay during the region's optimal seasons to enjoy ideal weather and local events that make Weston, Missouri, USA a memorable getaway.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, you can enjoy warm weather and longer daylight hours, making it ideal for outdoor activities in the area.

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

This time offers pleasant temperatures and vibrant fall foliage, perfect for exploring local attractions comfortably.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

The cooler months bring lower visitor numbers, providing a peaceful escape with crisp air and scenic winter views.

Average Temperature Daytime: 30°F to 45°F - Nighttime: 20°F to 30°F
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Late Fall to Early Winter (November)

Before the holiday rush, this season offers quieter surroundings and mild weather, ideal for those seeking solitude and relaxation.

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

Weekly Weather Forecast for Weston

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.

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 outdoor seating areas perfect for relaxing and dining amidst the scenic surroundings of the region.
  • Take advantage of well-maintained gardens or landscaped yards that enhance your outdoor experience.
  • Make use of private patios or decks offering a great spot for morning coffee or evening gatherings.
  • Benefit from access to community or private swimming pools to cool off during warmer months.
  • Participate in outdoor recreational activities such as walking or biking along nearby trails.
  • Utilize outdoor grilling facilities for cookouts and barbecues with family and friends.
  • Relax in cozy outdoor fire pits, ideal for storytelling or roasting marshmallows after sunset.
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Family Activities

  • Weston Bend State Park: Explore the scenic trails and enjoy outdoor picnics at this nearby state park, perfect for family adventures in this charming region.
  • Missouri River Outpost: Engage in family-friendly fishing and kayaking activities along the picturesque Missouri River that runs through this area.
  • Downtown Weston Historic District: Stroll through historic streets filled with unique shops and quaint eateries, offering a charming outing for families seeking local culture.
  • Hell's Kitchen Cooking Classes: Participate in fun culinary experiences designed for families, where you can learn local recipes together in this destination’s vibrant community setting.
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Adult Activities

  • Wine Tasting Tours: Explore the region’s renowned wineries and enjoy guided tastings that highlight local flavors and craftsmanship.
  • Historic Downtown Strolls: Wander through charming streets lined with unique shops, art galleries, and historic landmarks that showcase the area's rich heritage.
  • Gourmet Dining Experiences: Savor exceptional cuisine at locally acclaimed restaurants that offer farm-to-table dishes highlighting regional ingredients.
  • : Engage in scenic walking or biking along trails that reveal the natural beauty and peaceful landscapes of this destination.

Weston Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Research upcoming festivals and events in the region to align your stay with local celebrations and enjoy an authentic experience.
  • Explore Unique Local Wineries and Shops: Take advantage of the area's charming wineries and boutique shops to immerse yourself in the regional culture and craftsmanship.
  • Choose a Prime Location for Your Stay: Select vacation rentals situated near key attractions and scenic spots to maximize your time and sightseeing opportunities here.
  • Engage with Local Cuisine and Dining Options: Discover the area's culinary offerings by visiting cozy cafes and fine dining establishments to savor regional flavors during your visit.

Transportation Options

  • Driving your own vehicle: Navigating the region by car offers flexibility to explore local attractions and scenic routes at your own pace.
  • Amtrak passenger train: The nearby train station provides a convenient rail option for traveling to and from the area comfortably and efficiently.
  • Local bus services: Public transportation within this part of Missouri connects you easily to key destinations around Weston and the surrounding region.
  • Taxi and ride-share services: Available options like taxis or ride-shares ensure quick and direct transportation when you prefer door-to-door service here.

Local Customs Options

  • Local Wine Appreciation: One of the cherished customs here involves appreciating the region’s rich wine history, which is often reflected in local tastings and vineyards near your vacation rental.
  • Historical Preservation: Respect for this area's historic sites and buildings remains a key tradition, encouraging visitors to honor its cultural heritage during their stay.
  • Community Events: Participating in seasonal festivals and community gatherings is a common way to connect with locals and immerse yourself in the area's welcoming spirit.
  • Farmers’ Market Visits: Engaging with local farmers at weekend markets is a beloved custom, offering fresh produce and artisan goods that showcase the region's agricultural roots.

Frequently Asked Questions About Weston?

2. Which vacation homes in Weston are best for families?

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

3. How many Rentbyowner vacation rentals are available in Weston?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 93 in the Weston 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 Weston. 

4. What is the cancellation policy for vacation rentals in Weston, Missouri?

The cancellation policy varies depending on the specific listing you choose. It's important to review the individual property's cancellation terms before booking or contact the owner directly for detailed information.

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

Additional fees such as cleaning charges, service fees, or security deposits may apply and vary by property. Please check the listing details or reach out to the host for clarification on any extra costs.

6. How do I confirm my reservation for a vacation rental in this area?

Reservation confirmation is typically sent once your booking is completed through the platform. For any questions or special requests, contact the property owner directly through the provided communication channels.

7. Is it possible to modify or cancel my booking for a vacation rental in this destination?

Modification or cancellation options depend on the property's policies. Be sure to read the specific terms during the booking process or contact the host promptly to discuss your needs.

8. What should I know about checking in and checking out at vacation rentals here?

Check-in and check-out procedures are outlined in each listing. Contact the owner in advance if you need to arrange different times or require additional assistance to ensure a smooth stay.

Weston Top Rated Vacation Rentals

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Hotel
Map-icon
like-icon8.9
Fabulous
(120 Reviews)
1 Bath
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R2,580/Night 7 Nights - R18,058
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Hotel
Map-icon
like-icon8.6
Fabulous
(91 Reviews)
1 Bath 383.91 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
R2,247/Night 7 Nights - R15,730
Hotel
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like-icon8.4
Excellent
(84 Reviews)
15 Baths 896.09 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R1,908/Night 7 Nights - R13,354
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Hotel
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like-icon7.6
Very Good
(56 Reviews)
4 Baths 360.59 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R4,457/Night 7 Nights - R31,201
Hotel
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like-icon7.3
Very Good
(347 Reviews)
8 Baths 407.68 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R1,644/Night 7 Nights - R11,511
Hotel
Map-icon
like-icon3.8
Average
(47 Reviews)
4 Baths 322.92 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R1,132/Night 7 Nights - R7,922
House
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2 Bedrooms 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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R7,889/Night 7 Nights - R55,225
Other
Map-icon
like-icon10.0
Exceptional
(128 Reviews)
3 Bedrooms 2 Baths 6 Guests 1800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R3,387/Night 7 Nights - R23,716