Discover Your Perfect Jamestown Vacation Homes

Best Vacation Homes in Jamestown

House
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like-icon10.0
Exceptional
(110 Reviews)
1 Bedroom 1 Bath 2 Guests 560 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R2,168/Night 7 Nights - R15,174
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House
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like-icon8.5
Fabulous
(13 Reviews)
2 Bedrooms 1 Bath 4 Guests 1194.79 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
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R4,399/Night 7 Nights - R30,790
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Hotel
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like-icon9.6
Exceptional
(314 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R2,782/Night 7 Nights - R19,474
Apartment
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like-icon10.0
Exceptional
(81 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R2,150/Night 7 Nights - R15,060
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House
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like-icon7.8
Very Good
(13 Reviews)
3 Bedrooms 1 Bath 7 Guests 1194.79 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
R2,605/Night 7 Nights - R18,232
Cottage
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like-icon10.0
Exceptional
(33 Reviews)
2 Bedrooms 1 Bath 4 Guests 900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R3,487/Night 7 Nights - R24,413
House
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like-icon10.0
Exceptional
(14 Reviews)
2 Bedrooms 2 Baths 6 Guests 2500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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R3,449/Night 7 Nights - R24,135
House
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like-icon10.0
Exceptional
(5 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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R4,078/Night 7 Nights - R28,549

Jamestown Luxury Rentals

House
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like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
R11,560/Night 7 Nights - R80,923
House
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like-icon8.4
Excellent
(22 Reviews)
5 Bedrooms 2 Baths 13 Guests 2978 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R6,479/Night 7 Nights - R45,359
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R5,637/Night 7 Nights - R39,456
House
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like-icon9.6
Exceptional
(16 Reviews)
5 Bedrooms 2 Baths 10 Guests 1850 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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R5,373/Night 7 Nights - R37,608
Apartment
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like-icon10.0
Exceptional
(51 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Private Pool
    Private Pool
  • Spa
    Spa
More amenities
R5,169/Night 7 Nights - R36,185
Hotel
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like-icon4.2
Average
(75 Reviews)
2 Baths 3250.7 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R5,053/Night 7 Nights - R35,368
House
Map-icon
like-icon10.0
Exceptional
(49 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R4,651/Night 7 Nights - R32,555
House
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like-icon9.4
Exceptional
(3 Reviews)
3 Bedrooms 1 Bath 6 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R4,453/Night 7 Nights - R31,182

Jamestown Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(60 Reviews)
4 Bedrooms 2 Baths 7 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R4,441/Night 7 Nights - R31,084
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House
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2 Bedrooms 2 Baths 6 Guests 2497.23 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R2,889/Night 7 Nights - R20,227
House
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like-icon8.0
Excellent
(16 Reviews)
5 Bedrooms 2 Baths 13 Guests 2978 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R6,479/Night 7 Nights - R45,359
Cabin
Map-icon
like-icon10.0
Exceptional
(47 Reviews)
3 Bedrooms 1 Bath 6 Guests 1200 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R3,270/Night 7 Nights - R22,892
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Hotel
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like-icon9.6
Exceptional
(28 Reviews)
3 Baths 319.33 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R2,709/Night 7 Nights - R18,968
House
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like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 1 Bath 7 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R3,760/Night 7 Nights - R26,326
Cottage
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like-icon9.4
Exceptional
(55 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R2,596/Night 7 Nights - R18,166
House
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like-icon9.2
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R2,441/Night 7 Nights - R17,087

Jamestown Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(1 Review)
6 Bedrooms 1 Bath 10 Guests 1600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R3,173/Night 7 Nights - R22,205
House
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like-icon9.0
Exceptional
(6 Reviews)
4 Bedrooms 3 Baths 10 Guests 2486 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R5,865/Night 7 Nights - R41,058
House
Map-icon
4 Bedrooms 3 Baths 12 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
R4,595/Night 7 Nights - R32,163

Why Choose Rent By Owner for your Jamestown 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 Jamestown

When should you plan your Vacation Rentals stay?

Choosing the right time to vacation here can enhance your experience, as the region offers charming seasonal variations that suit different preferences and activities throughout the year.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you'll enjoy warm weather ideal for outdoor activities and sightseeing in this region. This is when vacation rentals tend to be in high demand as travelers seek to experience the area's natural beauty.

Average Temperature Daytime: 80°F to 88°F - Nighttime: 60°F to 70°F
autumn
Fall (September to November)

In early fall, the changing foliage attracts visitors looking to enjoy the scenic landscapes. Booking your vacation rentals well in advance ensures you secure a cozy place during this popular season for exploring here.

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

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler temperatures and quieter surroundings, making it an ideal time for those seeking a peaceful retreat in the area’s cozy vacation rentals.

Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F
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Spring (March to May)

In early spring, the region experiences milder weather and fewer visitors. This is a great time to find available vacation rentals and enjoy the blossoming scenery at a relaxed pace.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Jamestown

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 fully equipped barbecue area to make the most of your time in the region.
  • Relax by the private swimming pool, perfect for cooling off during warm summer days.
  • Take advantage of spacious patios or decks for outdoor dining and social gatherings amidst scenic surroundings.
  • Explore nearby trails and paths directly from your rental for hiking and nature walks in the area.
  • Make use of dedicated fire pits or outdoor fireplaces for cozy evenings under the stars.
  • Benefit from landscaped lawns for outdoor games and recreational activities suitable for all ages.
  • Access outdoor sports facilities such as tennis courts or volleyball courts available at select properties in this destination.
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Family Activities

  • Olde Glory Antique Mall: Discover unique treasures and vintage finds at this popular shopping destination, perfect for a family day of browsing in the region.
  • Enjoy outdoor activities such as picnicking, walking trails, and playgrounds that make it an ideal spot for family fun in the area.
  • The Historic Jamestown Museum: Immerse yourself in local history through engaging exhibits and stories that bring the area's past to life for visitors of all ages.
  • Local Fishing Spots: Spend quality time together by casting lines at nearby fishing locations, offering a relaxing and rewarding experience for outdoor enthusiasts visiting here.
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Adult Activities

  • Visit the Jamestown Opera House: Enjoy live performances and cultural events that highlight the area's vibrant arts scene.
  • Explore the nearby hiking trails: Discover the natural beauty of this region through scenic trails perfect for outdoor enthusiasts seeking relaxation and adventure.
  • Tour local historic sites: Gain insight into the area's rich history by visiting well-preserved landmarks and museums within the community.
  • Enjoy outdoor recreation at Lake Lakengren: Engage in fishing, boating, or picnicking at this popular spot, offering a peaceful retreat in the area.

Jamestown Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Shops: Take advantage of the area’s charming eateries and boutique shops to enjoy authentic regional flavors and unique souvenirs during your stay.
  • Plan Outdoor Activities: Engage in outdoor pursuits available nearby, such as hiking or river activities, to make the most of the natural beauty surrounding this destination.
  • Visit Nearby Attractions: Discover popular local landmarks and hidden gems to enrich your experience and gain a deeper appreciation of the region's history and culture.
  • Utilize Local Resources: Seek out visitor centers or information hubs in the area to get personalized recommendations and updates on events happening during your visit.

Transportation Options

  • Car Rentals: Renting a car here provides you with the flexibility to explore the region at your own pace, especially convenient for visiting nearby attractions without relying on public transportation.
  • Public Transit: The local bus services offer an affordable way to navigate the area and reach essential destinations around this destination efficiently.
  • Taxis and Rideshare Services: Taxis and rideshare options like Uber or Lyft are readily available, offering quick and comfortable transportation within the region.
  • Bicycle Rentals: Biking is a great way to enjoy the scenic routes around here, with several rental shops providing bicycles suitable for all ages and skill levels.

Local Customs Options

  • Local Fairs and Festivals: You can experience the area's vibrant community spirit by participating in annual fairs that celebrate regional traditions and crafts.
  • Traditional Cuisine: Savor local dishes prepared with recipes passed down through generations, offering a taste of the region’s culinary heritage.
  • Historical Heritage: Exploring here provides insights into the area's history through well-preserved sites and landmarks that echo its past.
  • Community Events: Engaging with neighborhood gatherings and parades allows you to immerse yourself in the warmth and friendliness typical of this destination.

Frequently Asked Questions About Jamestown?

1. What are the top vacation rentals in Jamestown?

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

There are 2 vacation rentals with private pools near Jamestown. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 65 in the Jamestown 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 Jamestown. 

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

Cancellation policies vary by listing, so it's important to review the specific terms on the property details or contact the owner directly before booking.

6. 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 specified in each listing. Please read the property details carefully or reach out to the host for clarification.

7. How do I confirm my reservation and what information will I need to provide?

Reservation confirmation is typically provided after completing the booking process online. You may need to provide valid identification and contact details as required by the host or listing platform.

8. Can I see the property's amenities and house rules before booking?

Yes, detailed descriptions of amenities and house rules are included in each listing. If you have specific questions, contacting the owner directly can provide additional clarity.

9. Is there a minimum stay requirement for booking here?

Minimum stay requirements can vary depending on the property and time of year. Review the listing details or contact the owner to confirm the length of stay needed for your dates.

Jamestown Top Rated Vacation Rentals

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Hotel
Map-icon
like-icon9.2
Exceptional
(671 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
R2,508/Night 7 Nights - R17,561
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Hotel
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like-icon9.0
Exceptional
(1000 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R2,983/Night 7 Nights - R20,881
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Hotel
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like-icon8.5
Fabulous
(101 Reviews)
12 Baths 165.94 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R3,772/Night 7 Nights - R26,407
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Hotel
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like-icon8.1
Excellent
(99 Reviews)
1 Bath 339.07 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R2,534/Night 7 Nights - R17,741
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Hotel
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like-icon8.0
Excellent
(57 Reviews)
1 Bath 355.21 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R2,649/Night 7 Nights - R18,542
Hotel
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like-icon7.4
Very Good
(463 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R1,600/Night 7 Nights - R11,201
Hotel
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like-icon7.0
Very Good
(1003 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
R1,763/Night 7 Nights - R12,345
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Hotel
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like-icon7.0
Very Good
(78 Reviews)
4 Baths 290.62 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R1,567/Night 7 Nights - R10,972