Discover Your Perfect Uptown Vacation Homes

Best Vacation Homes in Uptown

10.0
Exceptional
(8 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
ZA R2,811/Night For 7 Nights ZA R19,681
10.0
Exceptional
(1 Review)
495.14 ft² 4 Guests 1 Bedroom 1 Bathroom
Apartment
  • Air Conditioner
  • Internet
  • Child Friendly
ZA R2,105/Night For 7 Nights ZA R14,732
9.4
Exceptional
(1370 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
ZA R2,869/Night For 7 Nights ZA R20,091
10.0
Exceptional
(2 Reviews)
1173 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
ZA R3,135/Night For 7 Nights ZA R21,943
10.0
Exceptional
(1 Review)
1001.04 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • View
  • Parking
ZA R2,589/Night For 7 Nights ZA R18,125
10.0
Exceptional
(2 Reviews)
797 ft² 3 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Parking
ZA R3,116/Night For 7 Nights ZA R21,812
10.0
Exceptional
(1 Review)
829 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
ZA R2,593/Night For 7 Nights ZA R18,141
9.8
Exceptional
(47 Reviews)
1600 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R2,724/Night For 7 Nights ZA R19,075

Uptown Luxury Rentals

New
10 Guests 1 Bedroom 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
ZA R11,364/Night For 7 Nights ZA R79,545
4.5
Average
(2 Reviews)
2002.09 ft² 17 Guests 1 Bedroom 1 Bathroom
House
  • Pet Friendly
  • Parking
  • Air Conditioner
ZA R10,242/Night For 7 Nights ZA R71,695
5.0
Average
(1 Review)
2002.09 ft² 12 Guests 1 Bedroom 1 Bathroom
Apartment
  • Pet Friendly
  • Parking
  • Air Conditioner
ZA R7,866/Night For 7 Nights ZA R55,062
New
1905.21 ft² 13 Guests 1 Bedroom 3 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Parking
  • Internet
ZA R5,599/Night For 7 Nights ZA R39,199
New
1000 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
ZA R5,047/Night For 7 Nights ZA R35,331
9.0
Exceptional
(2 Reviews)
1900 ft² 13 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
ZA R4,934/Night For 7 Nights ZA R34,545
10.0
Exceptional
(1 Review)
12 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R4,905/Night For 7 Nights ZA R34,332
8.0
Excellent
(2 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R4,472/Night For 7 Nights ZA R31,300

Uptown Pet Friendly Vacation Rentals

New
8 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
ZA R6,656/Night For 7 Nights ZA R46,590
New
941.84 ft² 6 Guests 2 Bedrooms 3 Bathrooms
Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
ZA R2,389/Night For 7 Nights ZA R16,732
New
1065 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Pool
  • Pet Friendly
  • Kitchen
ZA R3,597/Night For 7 Nights ZA R25,188
8.6
Fabulous
(509 Reviews)
462.85 ft² 28 Guests 200 Bedrooms 1 Bathroom
Hotel
  • Fireplace/Heating
  • Balcony/Terrace
  • View
ZA R2,493/Night For 7 Nights ZA R17,453
New
936 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Pool
  • Pet Friendly
  • Kitchen
ZA R3,517/Night For 7 Nights ZA R24,614
10.0
Exceptional
(2 Reviews)
27 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
ZA R7,030/Night For 7 Nights ZA R49,212
9.6
Exceptional
(7 Reviews)
27 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
ZA R9,416/Night For 7 Nights ZA R65,911
8.0
Excellent
(3 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
ZA R1,820/Night For 7 Nights ZA R12,733

Uptown Large Vacation Homes

8.0
Excellent
(12 Reviews)
2569 ft² 12 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R3,958/Night For 7 Nights ZA R27,711
7.7
Very Good
(228 Reviews)
699.65 ft² 30 Guests 15 Bedrooms 15 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Parking
  • Air Conditioner
ZA R1,851/Night For 7 Nights ZA R12,963
New
12 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Kitchen
  • Child Friendly
ZA R2,933/Night For 7 Nights ZA R20,534
New
952.61 ft² 6 Guests 8 Bedrooms 3 Bathrooms
Family Friendly Apartment
  • Air Conditioner
  • Internet
  • Child Friendly
ZA R2,389/Night For 7 Nights ZA R16,732
9.6
Exceptional
(14 Reviews)
17 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
ZA R5,431/Night For 7 Nights ZA R38,019
9.6
Exceptional
(4 Reviews)
1900 ft² 17 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R3,212/Night For 7 Nights ZA R22,484
3.8
Average
(4 Reviews)
2500 ft² 18 Guests 6 Bedrooms 4 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
ZA R8,194/Night For 7 Nights ZA R57,356
3.5
Average
(2 Reviews)
2000 ft² 12 Guests 4 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Pet Friendly
  • Kitchen
  • Air Conditioner
ZA R2,999/Night For 7 Nights ZA R20,992

Why Choose Rent By Owner for your Uptown 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 Uptown

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as this destination offers seasonal advantages that make each period unique for travelers seeking comfort and convenience in the region.

Peak Season Highlights

summer
Summer (June to August)

During the peak summer months, you'll enjoy warm weather ideal for outdoor activities and exploring the vibrant local scene.

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

Early fall offers mild temperatures and colorful foliage, making it a popular time to experience the area's natural beauty.

Average Temperature Daytime: around 75°F - Nighttime: around 55°F

Off-Season Highlights

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Winter (December to February)

Winter presents cooler temperatures and fewer crowds, providing a peaceful setting to enjoy cozy accommodations and scenic winter views.

Average Temperature Daytime: around 40°F - Nighttime: around 25°F
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Spring (March to May)

Springtime brings moderate weather and blooming landscapes, offering a quieter atmosphere before the busy summer season begins.

Average Temperature Daytime: around 60°F - Nighttime: around 40°F

Weekly Weather Forecast for Uptown

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 dining with a private patio or deck area for your meals and gatherings.
  • Take advantage of landscaped gardens or yards perfect for relaxing or outdoor play.
  • Make use of a community swimming pool to cool off during warm days in the region.
  • Experience the convenience of on-site parking spaces to easily explore local attractions.
  • Benefit from scenic walking trails or nature paths nearby for outdoor adventures.
  • Relax by a fire pit or outdoor fireplace ideal for cozy evenings after exploring here.
  • Utilize available outdoor recreational facilities such as tennis courts or picnic areas.
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Family Activities

  • Uptown Family Park: Enjoy a day outdoors with your loved ones at this scenic park, which offers playgrounds, picnic areas, and open spaces perfect for family outings.
  • Museum of Local Heritage: Discover the area’s rich history through interactive exhibits that engage children and adults alike, making it an educational experience for the whole family.
  • Community Sports Complex: Take part in or watch local sports events at this vibrant complex, ideal for active families looking to enjoy games and recreational activities.
  • Downtown Farmers Market: Experience the local flavor by exploring fresh produce, handmade crafts, and family-friendly entertainment at this popular market in the region.
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Adult Activities

  • Explore the Uptown Art District: Discover vibrant galleries and public art installations that showcase local talent, perfect for a leisurely afternoon in this arts-focused region.
  • Visit the Historic Downtown Shopping District: Enjoy browsing unique boutiques and specialty stores that reflect the area's character and history.
  • Savor Culinary Delights: Indulge in diverse dining options featuring regional flavors at upscale restaurants and cozy cafes throughout the neighborhood.
  • Experience the Nightlife Scene: Unwind with craft cocktails and live entertainment at popular bars and music venues nestled within the district.

Uptown Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining: Take advantage of the area's diverse eateries to enjoy authentic regional flavors during your stay.
  • Plan Your Activities: Research popular local events and activities that can enhance your experience in the region.
  • Choose Strategic Accommodation: Opt for a well-located vacation rental to maximize your time and convenience in this destination.
  • Respect Community Guidelines: Be mindful of local customs and community rules to ensure a respectful and enjoyable visit here.

Transportation Options

  • Public Transit: Local bus services connect you to key areas within the region, offering an affordable and convenient way to explore your surroundings.
  • Taxi and Rideshare Services: Rideshare options like Uber and Lyft provide quick, reliable transportation for getting around this area with ease.
  • Car Rentals: Several rental agencies nearby make it simple to lease a vehicle for maximum flexibility during your stay in the region.
  • Bicycle Rentals: For an eco-friendly and healthy option, bicycle rentals are available to help you enjoy the scenic sights here at your own pace.

Local Customs Options

  • Local Art Festivals: Participating in regional art festivals allows you to experience the vibrant creative spirit that defines this area’s community culture.
  • Traditional Cuisine Celebrations: Engaging in local food festivals offers a taste of the region's culinary heritage, showcasing authentic dishes unique to here.
  • Historical Commemorations: Attending annual historical events provides insight into the area's rich past and its significance within the broader region.
  • Seasonal Outdoor Activities: Embracing outdoor customs like seasonal markets or festivals aligns with the area's welcoming and lively atmosphere during different times of the year.

Frequently Asked Questions About Uptown?

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 102 in the Uptown 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 Uptown. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the host and specific property listing. You should review the cancellation details provided on the listing or contact the property owner directly before completing your booking.

5. 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 security deposits are typically outlined in the listing. To get accurate information, please read the detailed fee section or reach out to the property owner.

6. How do I ensure my booking is secure and confirmed?

Your booking will be confirmed once you complete the reservation process through the platform and receive a confirmation email. It's recommended to verify all details and contact the host if you have any questions before finalizing.

7. What amenities are commonly available in vacation rentals in this region?

Most properties offer amenities like Wi-Fi, parking, and fully equipped kitchens. For details on specific features, always check the listing description carefully or communicate directly with the host.

8. Is it possible to modify or cancel my reservation if my plans change?

Modifying or canceling your reservation depends on the host’s policies listed with each property. Review these policies prior to booking and contact the host directly for assistance with changes or cancellations.

Uptown Top Rated Vacation Rentals

8.6
Fabulous
(1005 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Pool
  • Breakfast
  • Kitchen
ZA R2,490/Night For 7 Nights ZA R17,436
7.7
Very Good
(313 Reviews)
319.33 ft² 22 Guests 128 Bedrooms 1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
ZA R2,755/Night For 7 Nights ZA R19,288
New
1163 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Kitchen
ZA R5,410/Night For 7 Nights ZA R37,872
New
1399 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Kitchen
ZA R4,948/Night For 7 Nights ZA R34,643
New
1044 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Kitchen
ZA R4,890/Night For 7 Nights ZA R34,233
New
1065 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Kitchen
ZA R4,738/Night For 7 Nights ZA R33,168
New
1044 ft² 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Kitchen
ZA R4,738/Night For 7 Nights ZA R33,168
New
818 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Kitchen
ZA R3,388/Night For 7 Nights ZA R23,713