Discover Your Perfect Brentwood Vacation Homes

Brentwood Pet Friendly Vacation Rentals

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Brentwood Large Vacation Homes

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9.7 (131 Reviews)
House
Bigfoot Hideout
  • Air Conditioner
  • Parking
  • View
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Why Choose Rent By Owner for your Brentwood 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 Brentwood

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit this destination can enhance your experience, allowing you to enjoy the area's unique charm and natural beauty at its best.

Peak Season Highlights

spring
Spring (March to May)

During the spring, you’ll enjoy mild temperatures and blooming scenery, making it a delightful time to explore the region’s natural beauty from your vacation rental.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
autumn
Fall (September to November)

Autumn offers cooler weather and vibrant foliage, providing a cozy atmosphere for outdoor activities and relaxation at your chosen property in the area.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F

Off-Season Highlights

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Summer (June to August)

The summer months tend to be warmer with higher visitor traffic, ideal for those seeking lively atmospheres and longer days during their stay.

Average Temperature Daytime: 85-95°F - Nighttime: 65-75°F
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Winter (December to February)

In winter, the region experiences cooler temperatures and quieter surroundings, perfect for enjoying peaceful getaways at your vacation rental.

Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F

Weekly Weather Forecast for Brentwood

How to Book Your Brentwood Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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 Brentwood

More Top-Rated Vacation Rentals in Brentwood Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 picnic area or barbecue grill.
  • Relax by the fire pit during cool evenings under the stars.
  • Take advantage of spacious patios or decks for outdoor lounging.
  • Explore the surrounding nature via walking or hiking trails accessible from the property.
  • Cool off in a private swimming pool, if available, perfect for warm days in the region.
  • Find shade and serenity in well-maintained gardens or landscaped yards.
  • Set up for outdoor sports or games such as volleyball or badminton on the lawn.

Top Attractions Around Brentwood

What attractions are nearby?

Nearby, you can enjoy exploring local parks, outdoor recreational activities, and scenic spots that showcase the natural beauty of the region during your stay in Brentwood, Winslow, Arkansas.

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Family Activities

  • Winslow Historical Depot & Visitor Center: Explore this iconic train depot that offers a glimpse into the region's rich transportation history, perfect for family educational outings.
  • Old Main Street in Winslow: Stroll along the charming streets featuring local shops and eateries, providing a relaxed day of family-friendly sightseeing in this scenic area.
  • Nearby Ozark National Forest: Enjoy outdoor adventures such as hiking, picnicking, or wildlife watching amidst the lush natural beauty just outside the town.
  • Local parks and open spaces: Discover peaceful parks ideal for family picnics and playtime, making this destination a great spot for outdoor fun with loved ones.
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Adult Activities

  • Winslow Sculpture Walk: Discover local artistry by strolling through this outdoor exhibit that showcases impressive sculptures from regional artists, perfect for a relaxing afternoon in the area.
  • The Arkansas River Trail: Enjoy scenic views and outdoor activities like walking or biking along this picturesque trail that runs through the region, offering an ideal way to explore the natural beauty nearby.
  • Historic Downtown Winslow: Experience this area's charm by exploring quaint shops, local eateries, and historical landmarks that highlight the region’s rich heritage and culture.
  • Winstead's Nature Reserve: Spend time immersing yourself in the tranquility of the reserve, where you can observe diverse wildlife and enjoy peaceful surroundings just a short drive from your rental.

Brentwood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature: Take advantage of the area's scenic outdoor spaces to enjoy activities like hiking or birdwatching that enhance your stay in this picturesque region.
  • Visit Nearby Attractions: Discover the local attractions and cultural sites around here to immerse yourself in the region's rich history and community vibe.
  • Plan Your Dining Experiences: Savor regional flavors by exploring nearby dining options, making the most of your time in this charming destination.
  • Optimize Your Accommodation Choice: Choose a well-located vacation rental close to key spots to maximize comfort and convenience during your visit here.

Transportation Options

  • Winslow Municipal Airport: This regional airport offers convenient domestic flights, making it easy to access the area for your vacation rental stay.
  • Local Taxi Services: Reliable taxi providers in this destination help you navigate between your rental property and local attractions efficiently.
  • Car Rental Agencies: Several rental companies operate here, giving you the flexibility to explore the region at your own pace.
  • Public Transportation: Limited but available bus services connect key points within the area, suitable for short trips from your vacation rental.

Local Customs Options

  • Southern Hospitality: You’ll notice a warm and welcoming attitude in this part of Arkansas, reflecting the region’s longstanding tradition of friendly hospitality towards visitors.
  • Enjoy the local culinary expertise that emphasizes hearty Southern dishes, which are often shared during community gatherings and special events here.
  • Historical Respect: Respect for local history is evident, with community members often sharing stories that highlight the area's rich cultural heritage and traditions.
  • Community Celebrations: Participating in or observing local festivals and events reveals a deep-rooted appreciation for regional customs, bringing residents and visitors together in common celebration.

Frequently Asked Questions About Brentwood?

1. What are the top vacation rentals in Brentwood?

There are a lot of options in Brentwood. If you plan on staying in the Brentwood area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Brentwood:

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

There are 1 vacation rentals with private pools near Brentwood. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 88 in the Brentwood 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 Brentwood. 

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

The cancellation policy varies depending on the property owner. You should carefully review the specific listing details or contact the owner directly to understand the terms and any potential fees associated with cancellations.

6. How do I secure my booking at a vacation rental in this region?

Booking is typically secured through an online reservation system provided on the listing. You may need to provide payment information and agree to the terms set by the owner. For detailed instructions, refer to the individual property listing or reach out to the host.

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

Additional fees such as cleaning charges or service fees may apply and are listed during the booking process. It’s recommended to review the total cost breakdown on the property’s listing before confirming your reservation.

8. What amenities are usually included in these vacation rentals in the area?

Most properties feature essential amenities like Wi-Fi, linens, and kitchen facilities, but specific offerings can vary. To ensure the rental meets your needs, check the detailed amenities section of the listing or contact the owner directly.

9. Is it possible to modify or extend my stay once booked in this destination?

Modifications or extensions depend on the property's availability and the owner's policies. It’s best to contact the host promptly after booking to discuss any changes you wish to make.

Brentwood Top Rated Vacation Rentals

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