Jamestown holiday lettings

We found 186 holiday rentals — enter your dates for availability

Discover a selection of 20 homes and other holiday rentals in Jamestown that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a pool. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

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Why visit Jamestown

  • Scenic Outdoor Activities: Enjoy a variety of outdoor pursuits amidst Jamestown's picturesque lakes and landscapes.
  • Cultural Richness: Immerse yourself in Jamestown's vibrant history and local culture through its friendly neighbourhoods.
  • Charming Accommodations: Choose from a selection of holiday rentals, including cosy cottages and stylish apartments, for a comfortable stay.
  • Relaxation Spots: Visit the tranquil Jamestown Retreat for a peaceful and rejuvenating experience.
  • Entertainment Venues: Explore local entertainment arenas offering diverse activities and events for all ages.

Popular types of accommodation in Jamestown

Discover the charm of Jamestown with our selection of holiday rentals. From houses and cosy cottages to stylish apartments, there's something for everyone. Whether you're seeking a serene retreat or a base for adventure, our Jamestown holiday rentals offer the perfect blend of comfort and convenience. Explore the options available and find the ideal accommodation for your next getaway.

  • Houses: The top choice for holidaymakers in Jamestown, offering spacious and comfortable living for families or groups.
  • Cottages: A charming option for those seeking a quaint and cosy atmosphere during their stay.
  • Flats: A convenient and modern choice, ideal for couples or solo travellers looking for a central location.
  • Cabins: Perfect for nature lovers, these rustic retreats provide a unique experience in the great outdoors.
  • Chalets: A delightful option that combines comfort with a touch of mountain charm, suitable for relaxing getaways.**

Top attractions in and around Jamestown

Jamestown, New York, offers a delightful blend of outdoor activities, scenic views, and romantic spots for a perfect getaway. Visitors can explore local points of interest such as the tranquil lakes and entertainment arenas, while also immersing themselves in the area's rich culture. For a more relaxing experience, consider a visit to the Jamestown Retreat, which enhances the charm of this inviting destination.

  • Lucille Ball Desi Arnaz Museum: Immerse yourself in the vibrant world of television history at this museum dedicated to the iconic duo. Explore exhibits showcasing memorabilia, personal artefacts, and interactive displays that celebrate their groundbreaking contributions to comedy and entertainment.
  • Chautauqua Lake: Enjoy the serene beauty of Chautauqua Lake, perfect for outdoor activities. With stunning scenery, sandy beaches, and romantic spots, it’s an ideal location for picnics, boating, and leisurely strolls along the water.
  • Chautauqua Institution: Discover a unique blend of education and culture at this renowned institute. Enjoy budget-friendly workshops, trendy performances, and luxurious accommodations while exploring the scenic grounds and participating in adventurous excursions.

Things to do recommended for couples

For a romantic getaway in Jamestown, indulge in skiing at Cockaigne Ski Area, only 7.5km away. Enjoy a fun-filled mini-golf experience at Lakewood Golf Center, just 3.7km distant. Cap off your day with a visit to Brokenstraw Valley Winery, 11.2km away, for some delightful wine and romance.

Things to do recommended for families

Families visiting Jamestown can have a thrilling day at Midway State Park, just 7.5km away, filled with arcade fun. For relaxation, Lucille Ball Memorial Park, 1.9km from the city, offers a lovely retreat, while Allegheny Islands Wilderness, 11.8km away, provides a serene escape in nature.

Things to do recommended for groups

Experience laughter at the National Comedy Center, perfect for families. For outdoor enthusiasts, enjoy a round at Chautauqua Golf Club or explore the New York Amish Trail, both offering delightful outdoor activities just 8.7km from Jamestown.

What do I need to keep in mind when booking a vacation in 'Jamestown

If you're planning a trip with a group, your family, pets, or seeking extended stays, it's important to apply the appropriate filters based on your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Jamestown with a group: Think about how many bedrooms you require, as well as features like a fully-equipped kitchen or outdoor areas suitable for group gatherings. Thankfully, you can easily filter for all these options, and so much more, on Vrbo.
  • Traveling to Jamestown with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, as well as to look for suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Jamestown: For many, a family holiday feels incomplete without their beloved pet by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Jamestown: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the perfect destination. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include options such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Jamestown

Jamestown, New York, offers a delightful blend of outdoor adventures and scenic beauty, perfect for a romantic getaway or family holiday. Immerse yourself in the city's rich history while exploring friendly neighbourhoods filled with trendy spots and luxurious accommodations. Nearby, discover charming villas that provide ideal holiday rentals, ensuring a memorable stay. Whether you're seeking recreation or relaxation, Jamestown's inviting atmosphere promises an unforgettable experience.

  • Bemus Point: Bemus Point is a charming lakeside village located 5.6km from Jamestown, offering a delightful blend of outdoor activities and serene scenery. Renowned for its romantic ambiance, visitors can indulge in various recreational pursuits, including skiing and exploring the nearby state parks. The area is home to picturesque lakes and historic sites, perfect for leisurely strolls or intimate picnics. Bemus Point also features inviting resorts that provide a perfect retreat for those looking to unwind amidst nature's beauty.
  • Celoron: Just 1.9km away from Jamestown, Celoron is a quaint city that captivates visitors with its stunning lakeside views and vibrant outdoor scene. Ideal for couples and nature lovers alike, Celoron offers access to ski resorts and scenic recreational areas. Guests can explore local landmarks, including historic sites and educational institutions. The community's charm and scenic landscapes make it an ideal spot for those seeking adventure or a romantic getaway, with plenty of opportunities for relaxation by the water.
  • Ashville: Situated 4.3km from Jamestown, Ashville is a lovely town surrounded by breathtaking natural landscapes, making it a perfect destination for outdoor enthusiasts. Visitors can enjoy a variety of activities, from skiing to exploring the local recreational areas. The town boasts stunning lakes and nearby national parks, offering ample opportunities for hiking and wildlife spotting. With its rich history and scenic beauty, Ashville is an enchanting place for those looking to create lasting memories in a picturesque setting.

Best time to go to Jamestown

If you're planning a trip to Jamestown, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January23.5°F (-4.7°C)Light RainVery CloudyLowSlightly Low
February24.8°F (-4.0°C)Light RainMostly CloudyLowSlightly Low
March32.9°F (0.5°C)Light RainMostly CloudyLowSlightly Low
April43.7°F (6.5°C)Light RainMostly CloudyAverageAverage
May55.6°F (13.1°C)Light RainMostly SunnyAverageAverage
June63.3°F (17.4°C)Light RainMostly SunnyHighSlightly High
July68.2°F (20.1°C)Light RainMostly SunnyHighSlightly High
August66.7°F (19.3°C)Light RainMostly SunnyHighSlightly High
September61.0°F (16.1°C)Light RainMostly SunnyAverageAverage
October50.2°F (10.1°C)Light RainMostly CloudyAverageAverage
November38.3°F (3.5°C)Light RainMostly CloudyAverageAverage
December30.9°F (-0.6°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your next getaway? It might be worth considering some flexibility with your travel dates, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's clever Trip Board offers you a dedicated space to plan new holidays, pick up where you last paused, or manage and arrange your travel itineraries. You can easily find properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Head to the historical city of Jamestown

Come and experience Jamestown and its museums, architecture and history. Renowned for its baseball games, lake and restaurants, this city welcomes all visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Jamestown

Do you want to discover things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Jamestown a one-of-a-kind holiday spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Midway State Park (12 mi / 19.3 km)
  • Cockaigne Ski Area (12.2 mi / 19.6 km)
  • Chautauqua Golf Club (14.2 mi / 22.8 km)
  • Chautauqua Belle Steamboat (16.8 mi / 27 km)
  • New York Amish Trail (14.1 mi / 22.7 km)
  • Blueberry Hill Golf Course (14.7 mi / 23.7 km)

Exploring the natural landscape of Jamestown

Whether you're an adventurous traveller or just want to take in the scenery, Jamestown is a great place to get outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Chautauqua Lake (10 mi / 16.1 km)
  • Warren County Historical Society (17.8 mi / 28.6 km)
  • Allegheny Reservoir (21.2 mi / 34 km)
  • Ashville Bay (7.2 mi / 11.6 km)
  • Whitney Bay (12.1 mi / 19.4 km)
  • Dewittville Bay (14.5 mi / 23.4 km)

How to get to and around Jamestown

The nearest airport is in Jamestown, NY (JHW-Chautauqua County), located 4.1 mi (6.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Bradford, PA (BFD-Bradford Regional), which is 36.9 mi (59.4 km) away.

Frequently asked questions

What is the best area to stay in Jamestown when booking a holiday rental?
When considering a holiday rental in Jamestown, New York, a popular area to stay is near the downtown district. This vibrant neighbourhood offers a charming mix of historic architecture and modern amenities, making it a delightful base for your visit. The downtown area not only provides easy access to a variety of shops and restaurants but also places you close to the Lucille Ball Desi Arnaz Museum, a must-visit for fans of the iconic actress and comedian. Additionally, the beautiful Jamestown Riverwalk offers scenic views and a lovely space for leisurely strolls along the water.

Another appealing option is the area surrounding Chautauqua Lake, which boasts stunning natural beauty and recreational activities. Here, you can enjoy boating, fishing, and picnicking, making it ideal for those who appreciate the outdoors. The nearby Chautauqua Institution is also a highlight, particularly during the summer months, when it hosts a range of cultural events and programmes.

In terms of holiday rentals, both of these areas provide a good selection, offering everything from quaint cottages to more spacious family homes, suiting various needs and preferences.
How much does it cost to rent a holiday home in Jamestown?
Prices for holiday rentals in Jamestown vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Jamestown to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Jamestown holiday house rentals?
You can find great discounts on house rentals in Jamestown on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Jamestown?
For renting a beach house in Jamestown, the area around Chautauqua Lake is highly recommended. This picturesque lake offers a variety of rental options, including charming cottages and spacious homes with direct lake access. Many properties here come equipped with amenities such as private docks, outdoor decks, and fully furnished kitchens, making them great for families or groups looking to enjoy lakeside living.

The village of Lakewood, located on the southwestern shore of Chautauqua Lake, also provides excellent rental opportunities. Here, visitors can find properties that often include outdoor grills, fire pits, and plenty of space for outdoor activities. The proximity to local parks and recreational areas enhances the appeal, offering options for hiking, fishing, and boating.

Additionally, the nearby Chautauqua Institution offers cultural activities and events throughout the summer months, enriching the experience for visitors. Rentals in this area may feature access to community amenities, such as swimming pools and sports facilities, suiting those looking for a more active holiday.
Where are the best Jamestown ski resort rentals?
For the best ski resort rentals near Jamestown, New York, travellers should focus on the nearby Holiday Valley Resort, located in Ellicottville, which is approximately a 30-minute drive away. This area offers a variety of accommodation options, including ski-in/ski-out lodges and cosy cabins that cater to both families and groups. Many of these properties come equipped with essential amenities such as full kitchens, fireplaces, and outdoor balconies that provide stunning views of the slopes.

In Ellicottville, visitors can find charming bed-and-breakfasts and boutique hotels that offer a more personalised experience. These accommodations often include amenities like complimentary breakfast, heated pools, and access to spas, great for relaxing after a day on the slopes. Additionally, the vibrant town centre is filled with shops, restaurants, and bars, making it an ideal spot for après-ski activities.

For those looking for a quieter experience, cabins in the surrounding areas, such as the scenic Allegheny National Forest, present a chance to unwind in nature. These rentals typically feature rustic decor, spacious living areas, and outdoor fire pits, creating a warm atmosphere for enjoying evenings under the stars.
What is the most popular type of holiday rental accomodation in Jamestown?
In Jamestown, holiday houses are the most popular type of holiday rental, with around 68 available throughout the area. These properties often feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or groups. Many also come with outdoor spaces such as patios or decks, great for enjoying the surrounding scenery. Additionally, there are about 16 charming cottages, which provide a cozier atmosphere with amenities similar to those found in holiday houses. Several apartments, cabins, and mobile homes are also available, offering travellers a variety of options to suit different preferences.
Are there any family house rentals in Jamestown?
In Jamestown, New York, families will find a variety of holiday homes available, with around 14 options to choose from. This charming area is known for its rich history and scenic beauty, making it an excellent choice for family getaways. Many of these properties offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces for children to enjoy.

Visitors can also expect amenities such as Wi-Fi, air conditioning, and sometimes even game rooms or backyard areas for added entertainment. The local landscape features beautiful parks, making it easy for families to engage in outdoor activities. Additionally, attractions like the National Comedy Centre and the Lucille Ball Desi Arnaz Museum are within reach, providing a mix of fun and educational experiences for all ages.
Can I rent a holiday home with a pool or hot tub in Jamestown?
In Jamestown, there are several holiday homes available for rent that feature pools and hot tubs. This charming city, located in western New York, offers a range of properties suitable for families or groups looking for relaxation and recreation. Many of these rentals can be found in residential areas, providing a peaceful environment while still being close to local attractions.

Travellers can expect amenities such as private swimming pools, inviting hot tubs, and spacious outdoor areas superb for entertaining. Additionally, fully equipped kitchens and comfortable living spaces are common, ensuring a convenient and enjoyable stay.
Can I find long-stay holiday rentals in Jamestown?
A long-stay holiday rental in Jamestown is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Jamestown?
In Jamestown, there are several pet-friendly house rentals available, with around eleven options to choose from. These holiday homes often come equipped with amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, making them suitable for families and groups travelling with pets.

The area itself offers a variety of parks and outdoor spaces where pets can enjoy some fresh air. For instance, the nearby Allen Park features walking trails and open spaces, providing a great environment for dog walking. Additionally, the scenic Chautauqua Lake is not far away, where visitors can relax and take in the natural beauty while enjoying outdoor activities with their furry companions.
Are there any remote work holiday rentals in Jamestown?
In Jamestown, New York, there are plenty of remote work holiday rentals available, with around 100 options to choose from. This charming city offers a conducive environment for working remotely, featuring properties equipped with essential amenities such as high-speed internet and Wi-Fi, ensuring you stay connected while enjoying your getaway. Many rentals provide comfortable workspaces and cosy living areas, allowing for a productive yet relaxing atmosphere.

The city is rich in cultural attractions, including the National Comedy Centre and the nearby Lucille Ball Desi Arnaz Museum, offering a delightful break from work. Additionally, the scenic beauty of Chautauqua Lake provides a superb backdrop for outdoor activities during downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Jamestown holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Jamestown with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Jamestown?
In Jamestown, popular holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals. Many rentals also feature onsite parking for added convenience. Travellers can expect outdoor spaces such as decks or patios, providing a pleasant area to relax and enjoy the surroundings. Additionally, some properties come with porches or lanais, great for sipping morning coffee or tea.
When is the best time to visit Jamestown for a holiday rental?
The best time to visit Jamestown for a holiday rental is during the peak summer season from June to August, with July being particularly popular among visitors. This vibrant period attracts families and outdoor enthusiasts looking to enjoy the region's beautiful parks, festivals, and recreational activities. With warm temperatures averaging between 20 to 30 degrees Celsius, you can expect plenty of sunshine, making it superb for exploring scenic trails, visiting the iconic Lucy-Desi Museum, or enjoying a leisurely day at the nearby Chautauqua Lake.

If you're seeking a more budget-friendly option, consider planning your trip in December. During this time with fewer tourists, this month offers a unique charm, as Jamestown transforms into a winter wonderland. You can enjoy cosy holiday events, local craft fairs, and perhaps even some snow-covered landscapes for those who appreciate winter activities.

Ultimately, your choice will depend on whether you prefer the lively summer atmosphere filled with outdoor adventures or the peaceful, festive spirit of winter.
How early should I book a Jamestown holiday rental?
Book your Jamestown holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Jamestown?
In Jamestown, visitors can explore a variety of attractions that showcase the city's rich cultural heritage. The National Comedy Centre is a highlight, celebrating the art of comedy with immersive exhibits and interactive experiences, making it a must-visit for humour enthusiasts. Nearby, the Lucille Ball Desi Arnaz Museum pays tribute to the famous actress and her legacy, featuring memorabilia and exhibits that honour her impact on television.

The picturesque Jamestown Riverwalk offers a scenic route along the Chadakoin River, superb for leisurely strolls, cycling, or enjoying the outdoors. This area is also home to several parks, such as Allen Park, which features beautiful gardens and walking paths, ideal for a relaxing afternoon.

For those interested in history, the Fenton History Centre provides insights into the local heritage with its exhibits and guided tours of the historic Fenton Mansion.
Can I change or cancel my Jamestown home rental booking on Vrbo?
To find Jamestown holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Jamestown holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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