Discover Your Perfect Maywood Vacation Homes

Best Vacation Homes in Maywood

Apartment
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like-icon10.0
Exceptional
(100 Reviews)
2 Bedrooms 1 Bath 5 Guests 1200 ft²
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    Fireplace/Heating
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R3,621/Night 7 Nights - R25,355
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House
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like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 2002.09 ft²
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    Parking
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R4,116/Night 7 Nights - R28,813
Apartment
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like-icon10.0
Exceptional
(5 Reviews)
1 Bedroom 1 Bath
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    Balcony/Terrace
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    Parking
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R5,332/Night 7 Nights - R37,315
Apartment
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like-icon10.0
Exceptional
(33 Reviews)
2 Bedrooms 1 Bath 4 Guests
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    Kitchen
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    Parking
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R3,026/Night 7 Nights - R21,188
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Apartment
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like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 699.65 ft²
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    Fireplace/Heating
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    Parking
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R6,740/Night 7 Nights - R47,183
House
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like-icon10.0
Exceptional
(21 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
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R4,512/Night 7 Nights - R31,579
Apartment
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like-icon10.0
Exceptional
(18 Reviews)
2 Bedrooms 1 Bath 6 Guests
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    Fireplace/Heating
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R3,224/Night 7 Nights - R22,571
Apartment
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like-icon10.0
Exceptional
(10 Reviews)
2 Bedrooms 1 Bath 4 Guests 893 ft²
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R5,839/Night 7 Nights - R40,874

Maywood Luxury Rentals

Apartment
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like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 6 Guests
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    Fireplace/Heating
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R44,271/Night 7 Nights - R309,889
House
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like-icon10.0
Exceptional
(1 Review)
7 Bedrooms 3 Baths 16 Guests
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R23,280/Night 7 Nights - R162,957
House
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like-icon10.0
Exceptional
(6 Reviews)
6 Bedrooms 3 Baths 16 Guests 3000 ft²
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    Fireplace/Heating
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R23,013/Night 7 Nights - R161,102
House
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like-icon10.0
Exceptional
(5 Reviews)
5 Bedrooms 3 Baths 16 Guests
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R23,010/Night 7 Nights - R161,068
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House
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like-icon10.0
Exceptional
(1 Review)
6 Bedrooms 2 Baths 12 Guests 1915.98 ft²
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    Fireplace/Heating
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    View
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R17,124/Night 7 Nights - R119,873
House
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like-icon10.0
Exceptional
(10 Reviews)
4 Bedrooms 5 Baths 9 Guests 5000 ft²
  • Hot Tub
    Hot Tub
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    Fireplace/Heating
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R16,898/Night 7 Nights - R118,288
House
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like-icon9.6
Exceptional
(16 Reviews)
5 Bedrooms 3 Baths 14 Guests
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R13,966/Night 7 Nights - R97,758
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House
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5 Bedrooms 2 Baths 11 Guests 1905.21 ft²
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    Fireplace/Heating
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R13,240/Night 7 Nights - R92,680

Maywood Pet Friendly Vacation Rentals

Apartment
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like-icon9.6
Exceptional
(29 Reviews)
2 Bedrooms 1 Bath 6 Guests 900 ft²
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    Balcony/Terrace
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R4,210/Night 7 Nights - R29,471
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Apartment
like-icon9.5
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 6 Guests 3918.06 ft²
  • Pet Friendly
    Pet Friendly
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    Parking
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R8,131/Night 7 Nights - R56,917
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Cottage
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1 Bedroom 1 Bath
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R6,958/Night 7 Nights - R48,702
House
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like-icon9.4
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 4 Guests 850 ft²
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R3,210/Night 7 Nights - R22,470
Apartment
like-icon9.3
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Pet Friendly
    Pet Friendly
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    Parking
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R2,869/Night 7 Nights - R20,091
Apartment
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like-icon9.2
Exceptional
(60 Reviews)
2 Bedrooms 1 Bath 5 Guests
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    Fireplace/Heating
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    Balcony/Terrace
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R2,955/Night 7 Nights - R20,682
Apartment
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like-icon9.2
Exceptional
(42 Reviews)
2 Bedrooms 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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R5,176/Night 7 Nights - R36,235
Apartment
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like-icon9.2
Exceptional
(10 Reviews)
2 Bedrooms 1 Bath 5 Guests 1000 ft²
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R3,212/Night 7 Nights - R22,487

Maywood Large Vacation Homes

House
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like-icon10.0
Exceptional
(8 Reviews)
5 Bedrooms 2 Baths 12 Guests 1500 ft²
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R6,046/Night 7 Nights - R42,325
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Bed & Breakfast
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like-icon9.8
Exceptional
(39 Reviews)
5 Bedrooms 5 Baths 10 Guests 374.05 ft²
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R5,174/Night 7 Nights - R36,218
House
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5 Bedrooms 2 Baths 8 Guests
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R9,242/Night 7 Nights - R64,694
Apartment
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like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 1 Bath 10 Guests 1800 ft²
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    Fireplace/Heating
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R8,063/Night 7 Nights - R56,445
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Apartment
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like-icon9.8
Exceptional
(8 Reviews)
4 Bedrooms 1 Bath 10 Guests 1797.57 ft²
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    Parking
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R3,154/Night 7 Nights - R22,082
House
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like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 2 Baths 10 Guests
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    Fireplace/Heating
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R5,504/Night 7 Nights - R38,529
House
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like-icon10.0
Exceptional
(3 Reviews)
5 Bedrooms 2 Baths 11 Guests
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    Fireplace/Heating
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R8,145/Night 7 Nights - R57,018
House
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like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 2 Baths 11 Guests 1900 ft²
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    Fireplace/Heating
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R7,627/Night 7 Nights - R53,391

Why Choose Rent By Owner for your Maywood 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 Maywood

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, allowing you to enjoy better weather and local events that make your stay truly memorable in this vibrant area.

Peak Season Highlights

summer
Summer (June to August)

During the warmer months, you can enjoy the vibrant atmosphere and outdoor activities in the region, making it an ideal time for a memorable vacation.

Average Temperature Daytime: around 80°F - Nighttime: about 65°F
autumn
Fall (September to November)

As the leaves change color, this destination offers a picturesque setting perfect for exploring and relaxing in comfortable weather.

Average Temperature Daytime: roughly 70°F - Nighttime: near 50°F

Off-Season Highlights

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Winter (December to February)

The colder season brings fewer travelers, providing a quieter experience while you enjoy cozy accommodations and peaceful surroundings.

Average Temperature Daytime: around 35°F - Nighttime: close to 20°F
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Spring (March to May)

Before the busy summer, spring offers mild weather with blooming scenery, ideal for those seeking a tranquil escape in this area.

Average Temperature Daytime: approximately 55°F - Nighttime: about 40°F

Weekly Weather Forecast for Maywood

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 a private outdoor space with a landscaped backyard perfect for relaxing or entertaining guests.
  • Make the most of sunny days with access to a spacious patio or deck area equipped for outdoor dining.
  • Benefit from on-site parking amenities, including dedicated driveway or garage parking options.
  • Take advantage of nearby parks or green spaces for picnics, walking, or outdoor activities.
  • Use outdoor furniture such as loungers and tables to unwind in the fresh air during your stay.
  • Experience outdoor grilling facilities that allow you to prepare meals in the open air.
  • Discover scenic views around the property, ideal for morning coffee or evening relaxation outdoors.
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Family Activities

  • Maywood Park: Enjoy a family day outdoors at this local park, which offers playgrounds, picnic areas, and open spaces perfect for a relaxing afternoon.
  • Proviso Math & Science Academy: Explore educational programs and interactive science exhibits designed to inspire curiosity in children and teens alike.
  • The Maywood Historical Society Museum: Discover the area's rich history through engaging exhibits that provide a fun, educational experience for all ages.
  • Local Community Events: Participate in seasonal festivals and family-friendly events held throughout the year that showcase the vibrant spirit of this area.
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Adult Activities

  • Maywood Park Race Track: Experience thrilling live horse racing in this historic venue known for its local entertainment and sporting events.
  • Freedom Park: Enjoy relaxing strolls, picnics, or outdoor activities in a scenic setting that offers a peaceful retreat within the region.
  • Melrose Park Golf Course: Improve your swing or enjoy a leisurely round of golf at this conveniently located course near here’s vacation rentals.
  • Heritage Corridor: Discover scenic biking and walking trails along this route that connects several charming communities in the area.

Maywood Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Transportation: Familiarize yourself with local transit options or consider renting a vehicle to comfortably explore the area’s attractions and amenities during your stay.
  • Explore Local Dining: Take advantage of nearby restaurants and eateries to enjoy authentic regional cuisine and experience the local flavor of this destination.
  • Utilize Early Booking: Reserve your vacation rentals well in advance to secure the best properties and ensure availability during peak travel times in the area.
  • Discover Nearby Parks and Trails: Take time to visit local parks and walking paths, offering a great way to relax, exercise, and enjoy the natural surroundings here.

Transportation Options

  • Metra Train Service: You can enjoy convenient access to Chicago and surrounding areas via the Metra commuter rail, making day trips simple from your vacation rental here.
  • Illinois Route 83: This major highway provides straightforward road connectivity, allowing you to explore the region at your own pace.
  • PACE Bus System: The local bus services offer affordable transportation options for exploring nearby neighborhoods and amenities within the area.
  • Taxis and Rideshare Services: Reliable taxi and rideshare options ensure flexible travel around this destination whenever you need it.

Local Customs Options

  • Community Festivals: Celebrating local culture, community festivals in the area showcase vibrant traditions and are a lively part of your experience here.
  • Religious Practices: Respect for various religious customs is evident, with many residents participating in traditional ceremonies that bring a sense of unity to this destination.
  • Cookout Culture: Outdoor barbecues and cookouts are common in the region, reflecting a friendly and welcoming atmosphere among neighbors and visitors alike.
  • Historic Respect: The area’s appreciation for its history is reflected in respectful preservation efforts and local storytelling, enriching your understanding of here’s heritage.

Frequently Asked Questions About Maywood?

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 335 in the Maywood 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 Maywood. 

4. What is the cancellation policy for vacation rentals in Maywood, Illinois?

The cancellation policy varies by listing. You should review the specific property's cancellation terms on its page or contact the owner directly to understand refund options and timeframes before booking.

5. How do I know if a vacation rental in this area is available for my travel dates?

Availability can be checked by selecting your desired dates on the listing page. If you have trouble or need flexibility, reaching out to the property owner can provide additional options.

6. Are there any house rules or restrictions I should be aware of when booking in the region?

Each vacation rental has its own set of house rules and restrictions. Please read the property description carefully and contact the owner if you have specific questions about policies like smoking, pets, or maximum occupancy.

7. What amenities are typically included in vacation rentals in Maywood, Illinois?

Listings generally specify the amenities offered, which can include Wi-Fi, parking, kitchen facilities, and more. For details specific to each rental, check the individual listing or contact the owner directly.

8. How can I get assistance if I encounter issues during my stay in a vacation rental here?

Support services are available through the booking platform’s customer service. Additionally, reaching out to the property owner or local management can help resolve issues promptly.

Maywood Top Rated Vacation Rentals

Hotel
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like-icon7.5
Very Good
(424 Reviews)
11 Baths 322.92 ft²
  • Private Pool
    Private Pool
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    Fireplace/Heating
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R2,199/Night 7 Nights - R15,385
Hotel
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like-icon7.0
Very Good
(1003 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
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R1,983/Night 7 Nights - R13,883
House
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like-icon9.8
Exceptional
(16 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Pool
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R3,217/Night 7 Nights - R22,521
Villa
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2 Bedrooms 2 Baths 4 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
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Unlock the Best Price
Apartment
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2 Bedrooms 1 Bath 4 Guests 1700 ft²
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    Hot Tub
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    Fireplace/Heating
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R5,523/Night 7 Nights - R38,664
House
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2 Bedrooms 1 Bath 4 Guests
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    Fireplace/Heating
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    Pool
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R2,412/Night 7 Nights - R16,886
Apartment
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1 Bedroom 1 Bath 3 Guests
  • Pool
    Pool
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    Pet Friendly
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R1,400/Night 7 Nights - R9,801