Discover Your Perfect Jamestown Vacation Homes

Best Vacation Homes in Jamestown

Cottage
Map-icon
like-icon10.0
Exceptional
(295 Reviews)
2 Bedrooms 2 Baths 6 Guests 1464 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $290/Night 7 Nights - US $2,033
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
5 Bedrooms 2 Baths 11 Guests 1614.59 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $212/Night 7 Nights - US $1,486
star-icons-3
House
Map-icon
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $265/Night 7 Nights - US $1,855
House
Map-icon
like-icon10.0
Exceptional
(105 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $277/Night 7 Nights - US $1,938
Bed & Breakfast
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like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 3 Baths 6 Guests 247.57 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $285/Night 7 Nights - US $1,995
House
Map-icon
like-icon10.0
Exceptional
(77 Reviews)
3 Bedrooms 1 Bath 6 Guests 1300 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $332/Night 7 Nights - US $2,322
House
Map-icon
like-icon10.0
Exceptional
(73 Reviews)
2 Bedrooms 1 Bath 5 Guests 1100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $301/Night 7 Nights - US $2,110
Cottage
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like-icon10.0
Exceptional
(46 Reviews)
1 Bedroom 1 Bath 2 Guests 700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $302/Night 7 Nights - US $2,117

Jamestown Luxury Rentals

House
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11 Bedrooms 9 Baths 24 Guests 8000 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $2,174/Night 7 Nights - US $15,219
House
Map-icon
4 Bedrooms 3 Baths 9 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $1,658/Night 7 Nights - US $11,604
House
Map-icon
5 Bedrooms 3 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,574/Night 7 Nights - US $11,018
House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
7 Bedrooms 6 Baths 12 Guests 4194 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,362/Night 7 Nights - US $9,534
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
6 Bedrooms 4 Baths 16 Guests 2500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,356/Night 7 Nights - US $9,492
New
House
Map-icon
5 Bedrooms 2 Baths 12 Guests 3003.13 ft²
  • View
    View
  • Pet Friendly
    Pet Friendly
More amenities
US $1,217/Night 7 Nights - US $8,517
House
Map-icon
5 Bedrooms 4 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,173/Night 7 Nights - US $8,211
House
Map-icon
3 Bedrooms 3 Baths 6 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $1,137/Night 7 Nights - US $7,959

Jamestown Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(34 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $196/Night 7 Nights - US $1,373
star-icons-3
Apartment
Map-icon
like-icon9.5
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 4 Guests 602.78 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $228/Night 7 Nights - US $1,594
star-icons-3
Hotel
Map-icon
like-icon8.2
Excellent
(1004 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
US $107/Night 7 Nights - US $748
House
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
1 Bedroom 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $182/Night 7 Nights - US $1,275
star-icons-3
Apartment
Map-icon
like-icon9.3
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 5 Guests 1560.77 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $228/Night 7 Nights - US $1,594
House
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
2 Bedrooms 1 Bath 6 Guests 800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $172/Night 7 Nights - US $1,206
Cabin
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like-icon10.0
Exceptional
(8 Reviews)
1 Bedroom 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $262/Night 7 Nights - US $1,835
House
Map-icon
like-icon9.8
Exceptional
(81 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $150/Night 7 Nights - US $1,051

Jamestown Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $287/Night 7 Nights - US $2,008
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House
Map-icon
like-icon9.2
Exceptional
(5 Reviews)
5 Bedrooms 2 Baths 10 Guests 2583.34 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $371/Night 7 Nights - US $2,597
House
Map-icon
like-icon10.0
Exceptional
(352 Reviews)
5 Bedrooms 3 Baths 16 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $662/Night 7 Nights - US $4,635
star-icons-4
Villa
Map-icon
like-icon8.0
Excellent
(1 Review)
6 Bedrooms 4 Baths 15 Guests 2346.53 ft²
  • Oceanfront
    Oceanfront
  • Skiing
    Skiing
More amenities
US $315/Night 7 Nights - US $2,205
House
Map-icon
like-icon10.0
Exceptional
(200 Reviews)
5 Bedrooms 2 Baths 10 Guests 2800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $428/Night 7 Nights - US $2,999
House
Map-icon
like-icon10.0
Exceptional
(187 Reviews)
4 Bedrooms 1 Bath 10 Guests 1296 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $438/Night 7 Nights - US $3,069
House
Map-icon
like-icon10.0
Exceptional
(122 Reviews)
5 Bedrooms 3 Baths 16 Guests 3700 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $629/Night 7 Nights - US $4,403
House
Map-icon
like-icon10.0
Exceptional
(121 Reviews)
4 Bedrooms 2 Baths 10 Guests 2100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $546/Night 7 Nights - US $3,823

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 optimal time to visit this destination can enhance your experience and ensure you find the perfect vacation rentals that suit your plans in the region.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you'll experience warm weather perfect for enjoying the local outdoor activities and festivals that take place here.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Early fall brings colorful foliage and pleasant temperatures, making it an ideal time to explore the region's scenic landscapes and outdoor attractions.

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)

This season offers a quieter ambiance with colder temperatures, but it's a great time to enjoy cozy accommodations and off-season tranquility.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
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Spring (March to May)

As the area transitions into warmer weather, you'll find fewer crowds and a peaceful setting while witnessing the early signs of blooming flora.

Average Temperature Daytime: 50°F to 60°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 a private outdoor space with a furnished patio or deck to relax and entertain amidst the natural surroundings.
  • Take advantage of outdoor grilling facilities to host cookouts in the fresh air during your stay.
  • Benefit from well-maintained gardens or landscaped yards that add to the charm of your outdoor experience.
  • Make use of spacious yards for outdoor activities such as playing catch, frisbee, or picnics with family and friends.
  • Utilize communal outdoor areas like fire pits or seating areas perfect for evening gatherings under the stars.
  • Look for outdoor recreational amenities such as swimming pools or hot tubs, ideal for unwinding after exploring the region.
  • Secure access to nearby walking trails or nature paths that allow you to immerse yourself in the area’s scenic beauty.
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Family Activities

  • Chautauqua Institution: Engage with family-friendly programs, outdoor concerts, and educational activities set in a picturesque lakeside setting, perfect for creating lasting memories in this regional cultural hub.
  • Prendergast Point Recreation Area: Enjoy a day outdoors at this scenic park featuring walking trails, picnic areas, and beautiful views of the nearby lake, ideal for relaxing family outings.
  • Tall Pines Playland: Discover a fun-filled environment with rides, arcade games, and attractions designed to entertain children and parents alike within the area’s vibrant amusement zone.
  • Jamestown Community College Performing Arts Center: Experience captivating family performances, concerts, and events that offer cultural enrichment right here in the region.
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Adult Activities

  • Visiting the Lucille Ball Desi Arnaz Museum: Dive into the rich history of this iconic duo at a museum dedicated to their legacy, just a short drive from your vacation rental.
  • Exploring Jamestown’s Downtown Arts District: Discover local galleries, art shops, and vibrant street murals that showcase the area's creative spirit and cultural vibrancy.
  • Enjoying outdoor recreation at Lake Chautauqua: Engage in boating, fishing, or lakeside walks at this scenic spot, perfect for relaxing days near your vacation rental.
  • Sampling local flavors at area restaurants and breweries: Indulge in regional cuisine and craft brews in the city’s lively dining scene, all accessible from your accommodation here.

Jamestown Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar to align your stay with local festivals or cultural happenings, enhancing your experience during your visit.
  • Explore Nearby Natural Attractions: Take advantage of outdoor opportunities around here by visiting parks and scenic spots to enjoy the region's natural beauty.
  • Choose Accommodation Close to Key Destinations: Select a vacation rental near major attractions or conveniences to maximize your exploration time in this destination.
  • Communicate Your Preferences Clearly: When booking, specify your needs to ensure a seamless stay that suits your interests and makes the most of your time here.

Transportation Options

  • Jamestown Transit System: Local bus services offer convenient transportation within the city, making it easy for you to explore this region comfortably.
  • Amtrak Station in Jamestown: The train station provides connections to major cities, allowing for scenic and reliable rail travel from your vacation rental here.
  • Taxi and Ride-Sharing Services: Taxis and popular ride-sharing apps are readily available to help you navigate the area with ease during your stay.
  • Car Rentals: Renting a car is an excellent option to fully experience the region at your own pace, with several agencies conveniently located nearby.

Local Customs Options

  • Local Craftsmanship: The area takes pride in its rich tradition of handmade crafts, which you can appreciate through local markets and artisans' shops.
  • Community Festivals: Participating in community festivals offers a glimpse into the region’s vibrant cultural spirit and welcoming atmosphere.
  • Traditional Cuisine: Enjoying local food specialties provides insight into the area's culinary heritage and regional flavors.
  • Historic Celebrations: The region observes unique historic customs during certain times of the year, reflecting its proud past and local traditions.

Frequently Asked Questions About Jamestown?

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

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 475 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 Jamestown, New York?

Cancellation policies vary by property. To ensure you understand the specific terms, please review the listing details or contact the property owner directly before booking.

6. Are there any additional fees I should be aware of when booking a vacation rental in this area?

Additional fees such as cleaning, service charges, or local taxes may apply. These details are provided in the listing, but it's best to confirm with the owner or check the booking agreement for precise information.

7. How do I secure my reservation at a vacation rental in Jamestown, New York?

Reservations are typically secured through the platform’s secure booking system. For specific instructions or special requests, contacting the property owner can help ensure your reservation is confirmed smoothly.

8. What amenities are generally included in vacation rentals here?

Most properties offer essential amenities like Wi-Fi, kitchens, and parking. However, amenities vary by listing, so reviewing each property’s description will give you the most accurate information.

9. Is there a minimum stay requirement for booking a vacation rental locally?

Minimum stay requirements depend on the individual property. Details are specified in each listing, so be sure to check the booking terms or reach out to the owner for clarification.

Jamestown Top Rated Vacation Rentals

Condo
Map-icon
like-icon10.0
Exceptional
(115 Reviews)
4 Bedrooms 4 Baths 16 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $530/Night 7 Nights - US $3,708
House
Map-icon
like-icon10.0
Exceptional
(110 Reviews)
4 Bedrooms 3 Baths 12 Guests 2000 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $521/Night 7 Nights - US $3,647
Condo
Map-icon
like-icon10.0
Exceptional
(81 Reviews)
3 Bedrooms 3 Baths 8 Guests 1125 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $285/Night 7 Nights - US $1,996
Condo
Map-icon
like-icon10.0
Exceptional
(80 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
US $394/Night 7 Nights - US $2,761
Condo
Map-icon
like-icon10.0
Exceptional
(74 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $317/Night 7 Nights - US $2,218
Condo
Map-icon
like-icon10.0
Exceptional
(63 Reviews)
6 Bedrooms 5 Baths 18 Guests 3800 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $1,074/Night 7 Nights - US $7,515
Condo
Map-icon
like-icon10.0
Exceptional
(53 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $367/Night 7 Nights - US $2,571
Condo
Map-icon
like-icon10.0
Exceptional
(32 Reviews)
3 Bedrooms 3 Baths 11 Guests 1045 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $427/Night 7 Nights - US $2,987