
Holiday rentals in Jamestown
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Top-rated holiday rentals in Jamestown
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The Historic Johnson House
The Historic Johnson House is a beautifully crafted home in the Historic Forest Heights District. You can walk to the National Comedy Center, NW Arena, Riverwalk Trail, and Downtown restaurants. The spacious generational home boasts hardwood floors and high ceilings. The curated home adorns antique hardwood furniture and seating that was crafted in Jamestown. You can relax or dine on the beautiful large front porch or enjoy the upstairs enclosed porch. Attached garage with smart entry code.

Quaint 2 bedroom home overlooking bird sanctuary
2 bedroom house in a quiet neighborhood. just a minute from exit 12 off of I86 , Keybox self checkin arrive as late as you need to.. Beds and bathroom up on the second floor, and it's an old house, stairs are steep.. kitchen, dining and living room on first. Enclosed front porch great for morning coffee, walk out basement has laundry, a flop futon and secure bike storage. Yard overlooks RTPI bird sanctuary and has outdoor seating area with firepit. Driveway parking. Host in neighborhood ,

Cheby Manor - 1 Bedroom Apartment Kitchen/Bath
1 bedroom apartment on 1st floor with full kitchen and bath. Queen bed & sleeper sofa to accommodate up to 4. Walking distance to Downtown Jamestown. Available short term or discounted weekly/monthly rates. Pets welcome with a fee, see 'other notes'. Free street parking. There are residents living in other apartments in the building, all friendly and quiet. The building is over 100 years old so it's not modern or fancy, just comfortable and affordable if that's what you're looking for.

Barndominium 132
Welcome to your mini vacation or getaway in this modern, newly constructed apartment! This cozy & stylish space is perfect for up to four people, with 2 bedrooms one being on the 1st floor each featuring a queen bed, ensuring a good nights sleep for everyone. The apartment also features a modern kitchen w/ all the amenities, WIFI & TV's included, you will never miss your favorite shows or miss an email. Off street parking, private patio, bath & laundry conveniently on the main floor.

Charming West Ellicott Cottage with Lake View
Nicely decorated with lake theme. Minutes from Lakewood, the Chautauqua Harbor Hotel, Bemus Point and Downtown Jamestown. New kitchen in June 2025. Back deck with spectacular lake views, and campfires in the back yard. National Comedy Center - 3 miles Southern Tier Brewery - 4.2 miles Ellicottville Brewing - 11 miles Lucille Ball House - .25 miles Chautauqua Institute - 14 miles Chautauqua Lake Pops- 18 miles Holiday Valley - 40 miles Peek & Peak - 18 miles Salamanca Casino - 35 miles

Thurston Terrace Apartment in Downtown Jamestown
Our 19th-century row house apartment has been thoughtfully designed to provide a comfortable stay and authentic local experience on your next visit to Jamestown. Perfectly located in the heart of downtown Jamestown, you can easily walk to excellent restaurants, pubs, and boutique shops, including a café and beer + wine lounge right downstairs. Explore the National Comedy Center, visit the Lucille Ball Desi Arnaz Museum, and head to Chautauqua Lake for scenic walks.

Chautauqua Lake-View, 2BR Apt w/Full Kitchen
Our fully furnished, family & dog friendly, lake view apartment is waiting for you. Come enjoy lake views, garden walks, and our open concept, eco living space. The apartment is situated on a quiet street perfect for dog walks & bike rides and conveniently close to restaurants, the highway, and nearby tourist destinations. We will try our best to accommodate reasonable early check ins when requested, dependent on our full-time work schedules.

Chautauqua Lakehouse with a picturesque view
Tastefully decorated with lake charm. Minutes from Bemus Point and Downtown Jamestown. Across the lake from Lakewood and the new Chautauqua Harbor Hotel. A short drive to the Chautauqua Institute. Enjoy morning coffee and evening drinks on the front porch. Also a nice winter getaway. On the snowmobile trail. Holiday Valley Ski Resort -40 miles Peak &Peak Ski Resort - 30 miles Cockaigne Ski Resort - 18 miles Salamanca Casino - 35 miles

Secluded Egypt Hollow Cabin
Escape to a serene cabin near the Allegheny National Forest in Russell NWPA. Perfect for travelers and couples seeking a relaxing getaway surrounded by nature. 1 Bed. 1 Bath. Private Cabin Enjoy a stream, fire pit, and private driveway. Explore hiking, biking, and all types of boating nearby. Enjoy local businesses downtown Warren. Host available for questions and recommendations. Book your getaway now!

Vintage Trolley Station Now Industrial Style Loft
Enjoy a piece of history when you stay in our former trolley station that has been converted into an industrial style loft. Just outside the city limits in a country setting but close to the hospital, local bars/restaurants and the comedy center. The lower portion of the building features a quaint gift shop and across the street is a farm stand with locally grown food.

Cozy Lakefront Cottage
Enjoy and relax with the whole family at this peaceful place to stay. The Chautauqua lake is just a few steps from the backyard. Enjoy fishing, (ice fishing in the winter!) boating, bonfire, bbq, canoeing and breathtaking sunsets are not to be missed! This home is newly renovated and is located near all major shops and amenities. Free parking.

Luxury Suite at The Cottages - Sauna & Hot Tub
Make some memories at this unique and family-friendly retreat in beautiful Bemus Point! The Luxury Suite at The Cottages is a stylish 3 bedroom 2 bathroom unit featuring an indoor sauna in the master bathroom and a hot tub off the back deck. Our goal is for our guests to feel relaxed and rejuvenated at this four season getaway.
Popular amenities for Jamestown holiday rentals
Other great holiday rentals in Jamestown

Modern Creekside Lakehouse

Private dock, quiet neighborhood, comfy canal home

Little Blue on the Lake!

Peace, love and a tiny cabin

Red Roof Bungalow

The Farmington Cottage

Cozy Westside 3 bedroom upper apartment

Riverfront Dome with Hot Tub
When is the best time to visit Jamestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $127 SGD | $127 SGD | $127 SGD | $135 SGD | $128 SGD | $129 SGD | $135 SGD | $138 SGD | $135 SGD | $141 SGD | $127 SGD | $127 SGD |
| Avg. temp | -2°C | -2°C | 2°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 12°C | 6°C | 1°C |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Jamestown?
Four-legged friends are welcome in Jamestown. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Jamestown?
Yes! Work meets play with ease at over 30 vacation rentals in Jamestown featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly house rentals in Jamestown?
Jamestown has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Jamestown?
Experience the best of Jamestown with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Jamestown have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Jamestown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Jamestown have wifi?
Absolutely! We offer over 20 house rentals with wifi in Jamestown. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Jamestown

Total holiday rentals
Explore 50 holiday rentals in Jamestown

Nightly prices starting at
Jamestown holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 3,040 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Jamestown holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Jamestown rentals

4.8 Average rating
Jamestown stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Holiday Valley Ski Resort
- Peek'n Peak Resort
- Allegheny National Forest
- Waldameer & Water World
- Allegany State Park
- Presque Isle State Park
- Kissing Bridge
- Splash Lagoon
- Eternal Flame Falls
- Lucille Ball Desi Arnaz Museum
- Ellicottville Brewing Company
- Holimont Ski Club
- Kinzua Bridge State Park
- Chestnut Ridge Park
- National Comedy Center




