Discover Your Perfect Sherwood Vacation Homes

Best Vacation Homes in Sherwood

House
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like-icon10.0
Exceptional
(16 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
R4,521/Night 7 Nights - R31,650
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Apartment
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like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 5 Guests 957.99 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
R3,213/Night 7 Nights - R22,491
Hotel
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like-icon9.0
Exceptional
(425 Reviews)
1 Bath
  • Spa
    Spa
  • Pool
    Pool
More amenities
R2,500/Night 7 Nights - R17,490
Apartment
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
R2,766/Night 7 Nights - R19,361
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Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 5 Guests 957.99 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R3,213/Night 7 Nights - R22,491
Apartment
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
2 Bedrooms 1 Bath 5 Guests 958 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R2,716/Night 7 Nights - R19,013
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 8 Guests 947 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R3,086/Night 7 Nights - R21,597
Apartment
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R2,716/Night 7 Nights - R19,013

Sherwood Luxury Rentals

House
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3 Bedrooms 1 Bath 5 Guests
  • Pet Friendly
    Pet Friendly
  • Internet
    Internet
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R36,549/Night 7 Nights - R255,850
House
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like-icon3.0
Average
(2 Reviews)
3 Bedrooms 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
R14,989/Night 7 Nights - R104,920
House
Map-icon
5 Bedrooms 3 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R5,548/Night 7 Nights - R38,838
Apartment
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2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R5,258/Night 7 Nights - R36,817
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House
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3 Bedrooms 1 Bath 8 Guests 1184.03 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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R4,831/Night 7 Nights - R33,820
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House
Map-icon
like-icon6.0
Good
(1 Review)
2 Bedrooms 1 Bath 8 Guests 1022.57 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
R4,428/Night 7 Nights - R30,988
House
Map-icon
like-icon2.0
Average
(2 Reviews)
3 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R3,786/Night 7 Nights - R26,499
House
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3 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R3,726/Night 7 Nights - R26,085

Sherwood Pet Friendly Vacation Rentals

House
Map-icon
like-icon9.0
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 8 Guests 1012 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R3,130/Night 7 Nights - R21,912
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House
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2 Bedrooms 1 Bath 8 Guests 947.22 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R3,246/Night 7 Nights - R22,723
House
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
3 Bedrooms 1 Bath 8 Guests 1184 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R3,384/Night 7 Nights - R23,684
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Hotel
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like-icon9.3
Exceptional
(105 Reviews)
1 Bath 222.46 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R2,037/Night 7 Nights - R14,260
Apartment
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1 Bedroom 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R2,936/Night 7 Nights - R20,553
House
Map-icon
2 Bedrooms 1 Bath 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R3,506/Night 7 Nights - R24,545
House
Map-icon
like-icon7.6
Very Good
(7 Reviews)
5 Bedrooms 3 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R4,343/Night 7 Nights - R30,408

Sherwood Large Vacation Homes

House
Map-icon
like-icon4.7
Average
(20 Reviews)
5 Bedrooms 3 Baths 12 Guests
  • Child Friendly
    Child Friendly
R3,081/Night 7 Nights - R21,564
House
Map-icon
like-icon8.7
Fabulous
(20 Reviews)
5 Bedrooms 5 Baths 13 Guests 232.5 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
R2,981/Night 7 Nights - R20,868

Why Choose Rent By Owner for your Sherwood 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 Sherwood

When should you plan your Vacation Rentals stay?

Choosing the right time to vacation here ensures you experience this destination's best features and enjoy a comfortable stay in your ideal accommodation rental, whether you favor the vibrant seasons or the quieter off-peak periods in the area.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this area experiences warm weather perfect for outdoor activities and exploring the region. It is a popular time to book vacation rentals here due to the pleasant climate and long daylight hours.

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

Autumn transforms the landscape with vibrant foliage, making it an ideal season for scenic drives and outdoor adventures. Vacation rentals tend to be in high demand as visitors enjoy the crisp air and colorful scenery.

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

Off-Season Highlights

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Winter (December to February)

The winter months bring colder temperatures and quieter surroundings, offering a peaceful retreat for those seeking solitude or indoor relaxation. Booking vacation rentals during this period often provides better rates and availability.

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

As the region transitions into spring, the weather starts to warm up gradually, and nature begins to bloom. This off-peak season is ideal for budgeting travelers looking to enjoy the area's serene beauty without the crowds.

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

Weekly Weather Forecast for Sherwood

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 areas perfect for al fresco meals amidst the scenic surroundings.
  • Relax by a private or shared outdoor swimming pool to unwind during your stay.
  • Take advantage of well-maintained gardens and landscaped yards that enhance the outdoor experience.
  • Make use of a spacious patio or deck, ideal for gathering with friends and family.
  • Explore nearby walking or biking trails that offer a chance to enjoy the natural beauty of the area.
  • Benefit from outdoor fire pits or fireplaces for cozy evenings outdoors.
  • Utilize outdoor recreational facilities such as tennis courts or playgrounds if available on the property.
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Family Activities

  • Sherwood Nature Park: Explore scenic trails and enjoy a peaceful family picnic in the natural surroundings of this local park.
  • Sherwood Community Center: Participate in family-friendly activities and recreational programs that foster community engagement here.
  • Historic Downtown Sherwood: Stroll through charming streets filled with local shops and eateries, perfect for a leisurely family day out.
  • Local Farm Tours: Discover the region’s agricultural heritage by visiting nearby farms that offer engaging tours for all ages.
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Adult Activities

  • Explore the Sherwood Oak Park: Enjoy a relaxing day outdoors in this scenic park, perfect for picnics, leisurely strolls, and appreciating local nature.
  • Visit the Sherwood Community Center: Engage in various community events or participate in workshops that showcase the area's vibrant local culture.
  • Discover local history at the Sherwood Historical Museum: Gain insights into the area's past through exhibits and artifacts, enriching your understanding of this destination.
  • Attend seasonal festivals and fairs: Experience the region's lively spirit by participating in popular events that celebrate local traditions and crafts.

Sherwood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Events and Festivals: Keep an eye on community calendars to participate in seasonal events that showcase the region’s unique culture and hospitality.
  • Plan Outdoor Activities: Take advantage of nearby parks and natural areas to enjoy activities like hiking or picnicking, making the most of the area's scenic beauty.
  • Discover Authentic Dining Options: Savor local cuisine at neighborhood eateries and markets to experience the region's culinary heritage firsthand.
  • Communicate with Your Host: Connect with your vacation rental host for personalized tips and recommendations to enhance your stay in this welcoming destination.

Transportation Options

  • Local Bus Service: The region offers reliable bus routes that connect various neighborhoods and nearby towns, making it easy to explore without a car.
  • Rental Cars: Several local agencies provide rental car services here, offering flexibility for your sightseeing adventures around the area.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available, providing convenient transportation throughout this destination.
  • Regional Airport: The closest airport serves as a primary gateway for travelers arriving from afar, with ground transportation options readily accessible for onward travel.

Local Customs Options

  • Community Festivals: Celebrating local history and culture, these festivals are a vibrant expression of the area's traditions and offer an authentic experience for visitors.
  • Traditional Food Customs: Here, you'll find residents take pride in their regional cuisine, often sharing homemade dishes that reflect the region's culinary heritage.
  • Folk Art and Craftsmanship: The area is known for its unique folk art pieces and handcrafted items, showcasing the artistic talents passed down through generations.
  • Seasonal Agricultural Events: Participating in harvest celebrations and farmers' markets provides insight into local farming customs and the region's agricultural roots.

Frequently Asked Questions About Sherwood?

1. What are the top vacation rentals in Sherwood?

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 43 in the Sherwood 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 Sherwood. 

4. What is the cancellation policy for vacation rentals in Sherwood, Ohio?

Cancellation policies vary by property, so it’s best to review the specific listing details or contact the owner directly to understand the terms before booking.

5. How do I find the most suitable vacation rental in Sherwood, Ohio?

You can filter options based on your preferences such as amenities, price range, and travel dates. Reading guest reviews and confirming property details will help you choose the ideal place here.

6. Are there any additional fees associated with booking in this area?

Additional fees such as cleaning, service charges, or security deposits are specified within each listing. It’s recommended to review these details carefully before completing your reservation.

7. What should I know about checking in and check-out procedures in Sherwood's vacation rentals?

Check-in and check-out times, along with specific instructions, are provided in each listing or directly from the host. Be sure to read these details to ensure a smooth arrival and departure.

8. Can I modify or cancel my reservation once booked in Sherwood, Ohio?

Modification and cancellation policies depend on the individual property. Contact the host for assistance or review the listing’s terms to understand your options.

Sherwood Top Rated Vacation Rentals

Hotel
Map-icon
like-icon9.2
Exceptional
(54 Reviews)
4 Baths 1159.81 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R2,301/Night 7 Nights - R16,115
Hotel
Map-icon
like-icon8.8
Fabulous
(377 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
R2,952/Night 7 Nights - R20,669
Hotel
Map-icon
like-icon8.4
Excellent
(410 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
R2,459/Night 7 Nights - R17,208
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Hotel
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like-icon8.2
Excellent
(102 Reviews)
2 Baths
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
R2,124/Night 7 Nights - R14,873