Discover Your Perfect Upton County Vacation Homes

Best Vacation Homes in Upton County

House
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5 Bedrooms 5 Baths 10 Guests 1432 ft²
  • Child Friendly
    Child Friendly
  • Security/Safety
    Security/Safety
R7,198/Night 7 Nights - R50,391
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House
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like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 1754.52 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R4,559/Night 7 Nights - R31,913
Cottage
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like-icon10.0
Exceptional
(9 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R2,239/Night 7 Nights - R15,682
House
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4 Bedrooms 4 Baths 12 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
R6,201/Night 7 Nights - R43,407
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Villa
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like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests 1797.57 ft²
  • Pool
    Pool
  • Parking
    Parking
More amenities
R5,359/Night 7 Nights - R37,506
House
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4 Bedrooms 2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R5,712/Night 7 Nights - R39,980
New
House
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3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
R4,123/Night 7 Nights - R28,857
House
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3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R3,342/Night 7 Nights - R23,393

Upton County Luxury Rentals

House
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3 Bedrooms 3 Baths 6 Guests 5005.22 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
R29,424/Night 7 Nights - R205,962
House
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3 Bedrooms 3 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R24,736/Night 7 Nights - R173,144
Apartment
Map-icon
1 Bedroom 2 Baths 5 Guests 10763.91 ft²
  • Pool
    Pool
  • Pet Friendly
    Pet Friendly
More amenities
R20,693/Night 7 Nights - R144,852
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
6 Bedrooms 7 Baths 20 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R18,816/Night 7 Nights - R131,709
New
Hotel
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1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R16,732/Night 7 Nights - R117,127
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
5 Bedrooms 6 Baths 12 Guests 3718 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R16,095/Night 7 Nights - R112,665
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Cottage
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1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R13,384/Night 7 Nights - R93,685
House
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6 Bedrooms 4 Baths 20 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R11,727/Night 7 Nights - R82,094

Upton County Pet Friendly Vacation Rentals

New
House
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3 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R3,146/Night 7 Nights - R22,019
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 2 Baths 6 Guests 2120.49 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R6,767/Night 7 Nights - R47,368
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Cottage
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1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R8,864/Night 7 Nights - R62,047
New
Apartment
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1 Bedroom 1 Bath 4 Guests 205 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
R1,700/Night 7 Nights - R11,899
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House
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like-icon9.4
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 17 Guests 1700.7 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R3,783/Night 7 Nights - R26,481
New
Apartment
Map-icon
1 Bedroom 1 Bath 4 Guests 205 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
R1,700/Night 7 Nights - R11,899
Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests 205 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
R1,590/Night 7 Nights - R11,139
Apartment
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1 Bedroom 1 Bath 2 Guests 205 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R1,481/Night 7 Nights - R10,363

Upton County Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(24 Reviews)
4 Bedrooms 3 Baths 20 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R9,137/Night 7 Nights - R63,955
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Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 6 Guests 1829.86 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R4,147/Night 7 Nights - R29,035
House
Map-icon
like-icon10.0
Exceptional
(24 Reviews)
3 Bedrooms 2 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R4,053/Night 7 Nights - R28,372
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House
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5 Bedrooms 3 Baths 14 Guests 2152.78 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
R6,305/Night 7 Nights - R44,135
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R5,301/Night 7 Nights - R37,102
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
3 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R4,713/Night 7 Nights - R32,996
House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
3 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
R4,044/Night 7 Nights - R28,308
House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
3 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R3,741/Night 7 Nights - R26,190

Why Choose Rent By Owner for your Upton County 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 Upton County

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as each season offers unique opportunities to explore and enjoy the best of this destination.

Peak Season Highlights

spring
Spring (March to May)

During this time, the weather in the area becomes warmer and more inviting, making it ideal for outdoor activities and exploring the region.

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

This period offers cooler temperatures and a quieter atmosphere, perfect for enjoying the natural beauty of the region without the summer crowds.

Average Temperature Daytime: 70°F - Nighttime: 45°F

Off-Season Highlights

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Summer (June to August)

While the heat can be intense, this is a less busy time to visit if you prefer a more relaxed experience with fewer visitors in the area.

Average Temperature Daytime: 90°F - Nighttime: 65°F
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Winter (December to February)

Chilly temperatures and occasional cold fronts make winter a peaceful season to enjoy the tranquility of here, especially if you favor cooler weather.

Average Temperature Daytime: 55°F - Nighttime: 35°F

Weekly Weather Forecast for Upton County

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 grilling with a private barbecue area to enhance your stay here.
  • Relax by a private or community swimming pool that offers a refreshing escape in this region.
  • Take advantage of spacious outdoor patios or decks perfect for dining or unwinding under the open sky.
  • Explore the surrounding nature through nearby walking trails or scenic pathways.
  • Benefit from ample parking spaces suitable for your vehicles and recreational equipment.
  • Make the most of outdoor fire pits, ideal for cozy evenings with friends or family.
  • Depending on the property, you might find access to outdoor sports facilities like tennis courts or basketball courts.
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Family Activities

  • Upton County Museum: Dive into the local history and heritage at this engaging museum, perfect for family members of all ages seeking educational fun.
  • Wildlife Viewing in Local Reserves: Explore nearby nature reserves where you can observe native wildlife and enjoy scenic landscapes, making it an ideal outdoor activity for families.
  • Community Parks and Playgrounds: Spend quality time at well-maintained parks offering playgrounds, picnic areas, and open spaces to relax and play together as a family.
  • Scheduled Family Events: Check out local community calendars for festivals, markets, or seasonal events that provide entertainment and cultural experiences suitable for all ages.
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Adult Activities

  • Exploring the Upton County Museum: Discover the rich history of this destination through exhibits that showcase its cultural heritage and local stories.
  • Visit to the Upton County Fairgrounds: Experience seasonal events, entertainment, and community gatherings that highlight the vibrant spirit of the area.
  • Hiking in the surrounding desert landscapes: Enjoy scenic trails that offer a peaceful retreat and stunning views of the region’s natural beauty.
  • Bird watching at the local wildlife refuges: Witness diverse bird species in their natural habitat for a relaxing outdoor activity here.

Upton County Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Events and Festivals: Take advantage of the region's vibrant local culture by attending community events that showcase the area's unique heritage and traditions.
  • Choose a Strategically Located Rental: Select a vacation rental near the main attractions or natural sights to maximize your time and minimize travel hassle during your stay here.
  • Plan Outdoor Activities: Make the most of the area's scenic landscapes by scheduling outdoor adventures like hiking, birdwatching, or nature walks in nearby parks or open spaces.
  • Discover Authentic Cuisine: Savor regional flavors by visiting locally recommended eateries, allowing you to experience the true taste of the region during your visit.

Transportation Options

  • Upton County Airport: This regional airport offers convenient domestic flights, making travel to the area straightforward for visitors arriving by air.
  • Interstate 10: As a major highway running through the region, it provides easy road access to and from nearby cities and towns, ideal for road trips to your vacation rental.
  • Local Bus Services: Several local transit providers operate bus routes within the area, offering affordable options for exploring here without the need for a personal vehicle.
  • Taxi and Rideshare Services: Reliable taxi companies and rideshare options like Uber and Lyft are readily available, providing flexible transportation around this destination at any time.

Local Customs Options

  • Cowboy Culture: Embrace the region's rich cowboy heritage through local rodeos and cattle ranching traditions that are integral to this area’s identity.
  • Western Hospitality: Experience the welcoming spirit of the community, where hospitality is expressed through friendly interactions and a relaxed, laid-back atmosphere.
  • Local Cuisine: Savor regional flavors by trying authentic Texan barbecue and traditional dishes inspired by the area's agricultural roots.
  • Festivals and Events: Participate in seasonal festivals celebrating local history and culture, which can offer a deeper connection to the customs here.

Frequently Asked Questions About Upton County?

2. How many vacation rentals have private pools in Upton County?

There are 21 vacation rentals with private pools near Upton County. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Upton County are best for families?

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

4. How many Rentbyowner vacation rentals are available in Upton County?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 936 in the Upton County 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 Upton County. 

5. What is the cancellation policy for vacation rentals in this region?

The cancellation policies vary depending on the individual property listing. You should review the specific terms outlined by the host before booking or contact the property owner directly for clarification.

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

Additional fees such as cleaning, service charges, or security deposits are listed in each property’s details. It's important to read the listing carefully or reach out to the owner for comprehensive fee information.

7. How do I ensure my reservation is secure when booking a vacation rental?

Reservations are secured through the official booking platform, which offers secure payment options and confirmation. Always confirm your booking through the platform and communicate with the host via the provided messaging system.

8. Can I modify or cancel my reservation if my travel plans change?

Modification or cancellation policies depend on the property's terms. Review these details during the booking process or contact the host directly to discuss potential changes based on your needs.

9. What amenities are typically included in vacation rentals in this destination?

Amenities can differ from one property to another but commonly include essentials like Wi-Fi, kitchen facilities, and parking. For specific amenities, consult the property listing or contact the host before completing your reservation.

Upton County Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 8 Guests 1851 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R6,313/Night 7 Nights - R44,183
Condo
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R3,299/Night 7 Nights - R23,102
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 8 Guests 2000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R8,663/Night 7 Nights - R60,641
Condo
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 2 Baths 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R2,558/Night 7 Nights - R17,913
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Hotel
Map-icon
like-icon10.0
Exceptional
(1 Review)
7 Baths 425.94 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R4,935/Night 7 Nights - R34,548
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests 1874 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R4,859/Night 7 Nights - R34,014
Condo
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R4,666/Night 7 Nights - R32,656
Condo
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R4,220/Night 7 Nights - R29,536