Best Vacation Homes in Jamestown
Cottage
10.0(79 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
R3,443/Night
7 Nights - R24,100
New
House
5 Bedrooms
4 Baths
16 Guests
3401.4 ft²
- Fireplace/Heating
- Parking
Child Friendly
Security/Safety
R11,794/Night
7 Nights - R82,553
R2,124/Night
7 Nights - R14,862
Cottage
10.0(24 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R4,922/Night
7 Nights - R34,450
New
House
3 Bedrooms
3 Baths
15 Guests
2443.41 ft²
Private Beach
Oceanfront- Fireplace/Heating
Ocean View
R13,446/Night
7 Nights - R94,129
Cottage
10.0(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
992 ft²
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
R1,557/Night
7 Nights - R10,889
Cottage
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
Hot Tub- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,690/Night
7 Nights - R32,831
Cottage
9.6(5 Reviews)
1 Bedroom
1 Bath
6 Guests
1200 ft²
- Oceanfront
- Ocean View
View
Pet Friendly
R4,201/Night
7 Nights - R29,414
Jamestown Luxury Rentals
House
6 Bedrooms
3 Baths
12 Guests
2508 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R19,811/Night
7 Nights - R138,683
New
House
3 Bedrooms
3 Baths
15 Guests
2441 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R16,518/Night
7 Nights - R115,629
House
10.0(60 Reviews)
6 Bedrooms
5 Baths
20 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R16,463/Night
7 Nights - R115,237
House
9.8(7 Reviews)
4 Bedrooms
4 Baths
11 Guests
3628 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R16,010/Night
7 Nights - R112,065
House
9.6(15 Reviews)
4 Bedrooms
3 Baths
9 Guests
2200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R14,422/Night
7 Nights - R100,963
House
10.0(223 Reviews)
6 Bedrooms
4 Baths
18 Guests
4600 ft²
Private Pool- Hot Tub
- Fireplace/Heating
Pool
R14,321/Night
7 Nights - R100,244
Cottage
10.0(84 Reviews)
4 Bedrooms
3 Baths
16 Guests
2900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R13,734/Night
7 Nights - R96,140
House
4 Bedrooms
3 Baths
12 Guests
1950 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R13,246/Night
7 Nights - R92,723
Jamestown Pet Friendly Vacation Rentals
House
10.0(4 Reviews)
3 Bedrooms
3 Baths
14 Guests
2400 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R8,927/Night
7 Nights - R62,491
Hotel
7.4(281 Reviews)
1 Bath
279.86 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R1,896/Night
7 Nights - R13,276
House
9.6(8 Reviews)
3 Bedrooms
2 Baths
8 Guests
1500 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
Internet
R5,182/Night
7 Nights - R36,281
House
9.4(144 Reviews)
5 Bedrooms
3 Baths
15 Guests
3000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- View
R10,228/Night
7 Nights - R71,598
House
4 Bedrooms
1 Bath
9 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R7,375/Night
7 Nights - R51,618
Cottage
10.0(9 Reviews)
3 Bedrooms
1 Bath
8 Guests
900 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R3,992/Night
7 Nights - R27,943
House
9.8(33 Reviews)
4 Bedrooms
1 Bath
10 Guests
1750 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R5,823/Night
7 Nights - R40,761
House
3 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Ocean View
- View
- Pet Friendly
R2,894/Night
7 Nights - R20,258
Jamestown Large Vacation Homes
House
10.0(117 Reviews)
6 Bedrooms
2 Baths
17 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R10,511/Night
7 Nights - R73,576
Cottage
10.0(41 Reviews)
5 Bedrooms
3 Baths
10 Guests
2500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R8,388/Night
7 Nights - R58,714
House
10.0(29 Reviews)
4 Bedrooms
3 Baths
12 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Kitchen
R9,471/Night
7 Nights - R66,300
House
10.0(3 Reviews)
4 Bedrooms
2 Baths
14 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R10,987/Night
7 Nights - R76,912
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R6,034/Night
7 Nights - R42,233
House
10.0(1 Review)
4 Bedrooms
4 Baths
10 Guests
3310 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R9,495/Night
7 Nights - R66,464
Cottage
10.0(1 Review)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R8,735/Night
7 Nights - R61,150
House
10.0(1 Review)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R6,017/Night
7 Nights - R42,118
Why Choose Rent By Owner for your Jamestown Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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 optimal time to visit here can enhance your experience, as seasonal variations in this region influence everything from weather to local activities, making it essential to consider when planning your stay for a truly memorable getaway.
Peak Season Highlights
Summer (June to August)
During the summer months, you'll enjoy warm weather perfect for outdoor activities and exploring local attractions in this destination. It's the ideal time to experience the region's lively atmosphere with longer daylight hours.
Average Temperature Daytime: 85°F to 90°F - Nighttime: 65°F to 70°F
Fall (September to November)
Early fall offers pleasant temperatures and beautiful autumn foliage, making it a popular season for enjoying outdoor recreation and scenic views here. This period sees an increase in visitors seeking a peaceful retreat amidst colorful surroundings.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
Off-Season Highlights
Winter (December to February)
In winter, you might find fewer crowds and lower rates, providing a quiet escape in this region. While temperatures are cooler, it’s a great time for cozy stays and enjoying the serene winter landscape.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
Spring (March to May)
Spring brings milder weather and blooming scenery, although it’s less crowded compared to peak seasons. It's a good opportunity to enjoy the area's natural beauty with more available accommodations at affordable rates.
Average Temperature Daytime: 55°F to 70°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Jamestown
How to Book Your Jamestown 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 Jamestown
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 barbecue grill to make the most of warm evenings in the area.
- Take advantage of private patios or decks perfect for relaxing and unwinding amidst scenic views.
- Make use of a spacious yard or garden area ideal for family activities or outdoor games.
- Access to lakeside or waterfront setups for kayaking, fishing, or simply enjoying peaceful water views.
- Utilize outdoor fire pits to gather around and share stories under the stars in this destination.
- Benefit from well-maintained walking trails or nature paths nearby for exploring the region’s natural beauty.
- Experience the convenience of parking facilities that accommodate outdoor recreational gear such as boats or bikes.
Top Attractions Around Jamestown
What attractions are nearby?
In this region, you'll find a variety of outdoor activities and local attractions to explore, making your stay in Jamestown, Indiana an enjoyable and memorable experience.
Family Activities
- Hoosier Park Racing & Casino: Enjoy thrilling horse races and exciting casino games at this popular entertainment destination nearby.
- Clifty Falls State Park: Explore scenic waterfalls, hiking trails, and lush landscapes perfect for outdoor family adventures in the region.
- Madison’s Historic District: Discover charming streets filled with historic architecture, boutique shops, and family-friendly cafes right in the area.
- Lantern Hill Nature Preserve: Experience the tranquility of nature with gentle walks and wildlife viewing in this tranquil preserve close to your stay.
Adult Activities
- Fishing at Cowan Lake: Spend a relaxing day casting your line at this popular local spot, renowned for its serene surroundings and abundant fish species, perfect for anglers staying nearby.
- Exploring the Historic District: Discover charming architecture and local history by strolling through the area's well-preserved historic sites, offering a glimpse into the region's rich past.
- Hiking in the Nearby State Park: Enjoy scenic trails that wind through lush landscapes, providing an excellent opportunity to connect with nature during your stay in this destination.
- Participating in Local Festivals: Immerse yourself in community events and seasonal festivals held throughout the year, showcasing the area’s vibrant culture and hospitality.
Other Places to Stay in Jamestown, IN
Lake James
Jimmerson Lake
Pokagon State Park
The Outlet Shoppes at Fremont
Satek Winery
Jamestown Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the area's event calendar before your stay to align your visit with festivals or community gatherings that showcase the region's vibrant culture.
- Explore Nearby Natural Spots: Take advantage of the nearby outdoor areas to enjoy scenic walks or outdoor activities that highlight this destination's natural beauty.
- Discover Unique Local Cuisine: Savor the flavors by visiting local eateries or markets, giving you an authentic taste of the area's culinary heritage.
- Choose a Well-Reviewed Vacation Rental: Select a trusted property through your booking platform to ensure a comfortable and reliable stay in this region's welcoming accommodations.
Transportation Options
- Personal Vehicle: Renting or using your own car offers the most flexibility when exploring this charming area, allowing you to easily reach local attractions and enjoy scenic drives through the region.
- Public Transit: Local bus services provide affordable transportation within the area, making it convenient to access popular destinations without the need for a vehicle.
- Taxi Services and Rideshares: Reliable taxi companies and rideshare options like Uber or Lyft operate here, offering convenient door-to-door service to and from vacation rentals in this destination.
- Bicycle Rentals: Biking is a great way to explore the area's scenic routes and small-town charm, with bike rentals readily available for an eco-friendly and active transportation option.
Local Customs Options
- Celebration of Independence Day: Locals cherish the Fourth of July with traditional parades and fireworks that you can enjoy near your vacation rental in this historic region.
- Community Fish Fry:** The area hosts popular fish fry events during Lent, offering a chance to experience local hospitality and cuisine in a friendly setting.
- Annual Heritage Days:** Celebrated with crafts, music, and historical displays, these festivities reflect the region’s deep-rooted cultural heritage that you might explore during your stay.
- Respect for Local History:** Visitors are encouraged to honor the area's history by participating in or observing local ceremonies and memorials held throughout the year.
Frequently Asked Questions About Jamestown?
1. What are the top vacation rentals in Jamestown?
There are a lot of options in Jamestown. If you plan on staying in the Jamestown area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Jamestown:
- Lakefront Home on Jimmerson Lake, Hot Tub, Game Room, & Heated Pool
- Lovely, family friendly, 4000 sq ft lake front home, close to Pokagon.
- Beautiful Lake James Lake House- Angola, Indiana
- Little Otter Retreat
- Luxury Lakefront Home on Lake James
- Cheerful lakefront cottage with kayaks and fire pit
- Spacious lakefront home. Bring family and friends!nSummer dates filling fast!
- Family-friendly Comfortable Lakefront Cottage on beautiful Lake George
- PIckleball Paradise! Snow Lake Access and private dock
- Snow Lake (Lake James Chain) 60 ft Lakefront, Sunset View - Easy access from 69
2. 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:
3. How many Rentbyowner vacation rentals are available in Jamestown?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 96 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.
4. What is the cancellation policy for vacation rentals in Jamestown, Indiana?
Cancellation policies vary depending on the host and the specific property listing. You should review the individual rental's cancellation terms available on the listing details or contact the host directly for clarification.
5. How do I find available vacation rentals in Jamestown, Indiana for my travel dates?
You can easily check availability by entering your desired travel dates on the booking platform and filtering options according to your preferences. The listings provide real-time updates on availability for this destination.
6. Are there any specific rules or house policies I should be aware of when booking a vacation rental here?
Each property has its own set of house rules which are detailed in the listing. It’s important to read these carefully before confirming your reservation to ensure a smooth stay.
7. What amenities are typically included in vacation rentals near this region?
Most vacation rentals offer a range of amenities such as Wi-Fi, fully equipped kitchens, parking, and outdoor spaces. Specific amenities are listed on each property page, so you can choose accommodations that suit your needs.
8. How can I contact the property owner if I have questions about my booking in Jamestown, Indiana?
You can communicate directly with the property owner through the messaging system provided on the listing platform. They can assist you with any inquiries regarding the rental or your upcoming stay.
Jamestown Top Rated Vacation Rentals
Hotel
8.7(82 Reviews)
11 Baths
309.22 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R2,444/Night
7 Nights - R17,102
Hotel
8.1(748 Reviews)
11 Baths
277.9 ft²
- Private Pool
- Private Beach
- Oceanfront
- Hot Tub
R2,016/Night
7 Nights - R14,110
Hotel
8.0(824 Reviews)
1 Bath
- Pool
Breakfast- Kitchen
- Parking
R1,824/Night
7 Nights - R12,770
R1,829/Night
7 Nights - R12,802
R1,749/Night
7 Nights - R12,246
Condo
2 Bedrooms
2 Baths
9 Guests
1400 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R3,406/Night
7 Nights - R23,839
