Discover Your Perfect Rolling Wood Vacation Homes

Rolling Wood Luxury Rentals

See More Rolling Wood Luxury Vacation Rentals
Find More Rolling Wood Villas, Resorts, & Rentals on BedroomVillas

Why Choose Rent By Owner for your Rolling Wood Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Rolling Wood

When should you plan your Vacation Rentals stay?

Choosing the right time to visit can enhance your experience in this charming destination, so consider planning your trip during the season when the weather and local events align perfectly with your vacation goals in the region.

Peak Season Highlights

spring
Spring (March to May)

During spring, this destination experiences mild and pleasant weather, making it ideal for outdoor activities and exploring the local surroundings in comfort.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
autumn
Fall (September to November)

Autumn offers cooler temperatures and vibrant scenery, providing a cozy atmosphere that appeals to travelers seeking a relaxing retreat.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

image
Winter (December to February)

In winter, the area sees cooler weather with fewer tourists, offering a quiet experience if you prefer solitude during your visit.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F
image
Summer (June to August)

Summertime brings hotter temperatures and higher humidity, but also lively local events and longer days suitable for outdoor pursuits.

Average Temperature Daytime: 85°F to 95°F - Nighttime: 70°F to 75°F

Weekly Weather Forecast for Rolling Wood

How to Book Your Rolling Wood 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 Rolling Wood

More Top-Rated Vacation Rentals in Rolling Wood 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 seating areas perfect for relaxing or dining al fresco amid the scenic surroundings.
  • Take advantage of private or shared swimming pools to cool off during warm Mississippi days.
  • Make use of well-maintained gardens and landscaped yards that showcase the area's natural beauty.
  • Utilize outdoor grilling stations to prepare tasty meals while enjoying the fresh air.
  • Benefit from spacious patios or decks ideal for socializing or unwinding after a day of exploring.
  • Discover nearby hiking or walking trails accessible directly from your rental property.
  • Use outdoor fire pits or fireplaces for cozy evenings under the stars, enhancing your experience here.

Top Attractions Around Rolling Wood

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities and local attractions that highlight the best of Oxford’s welcoming community and scenic surroundings.

image
image

Family Activities

  • University of Mississippi Museum: Discover engaging art exhibits and historical collections that offer a fun and educational experience for the whole family in this culturally rich destination.
  • Vaught-Hemingway Stadium Tours: Enjoy a behind-the-scenes look at one of college football’s most iconic stadiums, perfect for sports enthusiasts seeking family-friendly entertainment.
  • Rowan Oak: Explore the historic home of William Faulkner, where guided tours reveal fascinating insights into literary history and Southern heritage, suitable for all ages.
  • Frog Lot Park: Spend a relaxing day outdoors with playgrounds, picnic spots, and walking trails, making it an ideal location for family picnics and outdoor activities in the area.
image

Adult Activities

  • Golf at Ole Miss Golf Course: Practice your swing on a beautifully maintained course just minutes from your rental, offering a relaxing way to enjoy the area's scenic landscapes.
  • Visit the University of Mississippi Campus: Explore the historic grounds and vibrant campus life, perfect for leisurely strolls and appreciating local academic heritage.
  • Discover the Oxford Greenway: Enjoy walking or biking along this scenic trail that showcases the natural beauty of the surrounding region in a peaceful setting.
  • Sample Local Cuisine at Area Eateries: Indulge in Southern flavors and regional specialties in dining spots nearby, making for an authentic taste of this destination.

Rolling Wood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take the time to enjoy regional dishes at nearby eateries to truly experience the area's culinary culture.
  • Visit Nearby Attractions: Use your stay to discover local parks, historical sites, or cultural spots that showcase the region’s unique heritage.
  • Plan Your Transportation: Arrange convenient transportation options in advance to easily navigate around the destination and maximize your sightseeing time.
  • Engage with the Community: Connect with locals or participate in community events to gain authentic insights and enrich your overall experience here.

Transportation Options

  • Oxford International Airport: You can easily access regional and international flights from this nearby airport, making your arrival and departure convenient when staying in the area.
  • Rental Car Services: Numerous rental agencies are available locally, giving you the flexibility to explore the region at your own pace during your stay in this destination.
  • Public Transit Options: Local bus services provide an affordable and practical way to navigate the area and reach popular attractions near your vacation rentals in Oxford.
  • Taxi and Rideshare Services: Convenient taxi and rideshare options are readily available for quick trips around here, ensuring seamless transportation during your visit.

Local Customs Options

  • Southern Hospitality: Embrace the warm and welcoming attitude that locals here are known for, making your stay in this destination feel like a true Southern experience.
  • Music Heritage: Enjoy the area's appreciation for blues and live music traditions, often celebrated through local events and venues that highlight regional culture.
  • Food Customs: Savor the region’s traditional Southern cuisine, which features hearty dishes and flavorful ingredients rooted in local culinary heritage.
  • Community Celebrations: Participate in annual festivals and gatherings that showcase the close-knit community spirit of this area in Oxford, Mississippi.

Frequently Asked Questions About Rolling Wood?

1. What are the top vacation rentals in Rolling Wood?

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

2. How many vacation rentals have private pools in Rolling Wood?

There are 7 vacation rentals with private pools near Rolling Wood. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Rolling Wood are best for families?

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

4. How many Rentbyowner vacation rentals are available in Rolling Wood?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 581 in the Rolling Wood 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 Rolling Wood. 

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

Cancellation policies vary depending on the specific property listing. To understand the terms, please review the cancellation details provided in the listing or contact the property owner directly for clarification.

6. How do I secure my booking at a vacation rental here?

Bookings are typically secured through an online reservation process on the listing page. Be sure to read all booking instructions and communicate with the property owner if you have any special requests or questions.

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

Additional fees such as cleaning fees, service charges, or taxes may apply and will be detailed during the booking process. Always review the complete pricing breakdown before finalizing your reservation.

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

Most properties offer essential amenities like Wi-Fi, parking, and kitchen access. For specific features, consult the property's listing details or reach out to the host directly to ensure it meets your needs.

9. How close are vacation rentals here to local attractions or transportation options?

Property locations vary, so check the listing for proximity to key transportation hubs or local points of interest. Contact the host if you need guidance on navigating the area or planning your stay.

Rolling Wood Top Rated Vacation Rentals

See More Rolling Wood Vacation Rentals