
Holiday rentals in Jamestown
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Top-rated holiday rentals in Jamestown
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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

Lovely 2 bedroom 1 bath country cottage on 5 acres
LOCATION LOCATION LOCATION... This cozy home is close to everything. Located just 2.5 miles from Chautauqua Lake, 10 miles from The Chautauqua Institution, 19 miles from skiing this is the perfect place. THE SPACE... First floor laundry, full kitchen, large screen tv featuring YouTube TV, gas grill and much more. Everything you need to feel at home. NOTE: THERE IS ROOM FOR 4 TO SLEEP, FEATURING TWO QUEEN BEDS AND A LARGE STANDARD (non pullout) COUCH TO SLEEP ON. NO GARAGE ACCESS

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.

Lake-View, 2BR Apt w/Full Kitchen ~ Fluvanna
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.

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.

Cead Mile Failte
Cozy lakehouse with 100 feet of lakefront. Enjoy this deck with covered gazebo and large fenced in side lot. Great for entertaining. Beautiful covered balcony upstairs overlooking the lake. Many amentities included, such as a private dock, gas grill, cornhole game, firepit and firewood. Pet friendly!!

Kama Kottage
Totally renovated ranch home with brand new kitchen, kitchen appliances and tiled walk in shower. Quiet country setting with beautiful views of woods and a pond. 11 acres and a primative cabin and woods to explore. Close to both Falconer, NY and Jamestown NY.

A View From Above
Beautiful apartment in the heart of downtown. Great views of the city and within walking distance of all downtown attractions. Within blocks of The National Comedy Center, The Lucy-Desi Musium, the ice arena and The Reg.
Popular amenities for Jamestown holiday rentals
Other great holiday rentals in Jamestown

Classic country home - Great for Gatherings!

Shepherds Shack

The Falconer Flat - Family and Business Friendly

Spacious Cottage With Lake View

Sweet Cottage Suite

1920's Charmer-large yard, 2 blocks from the lake!

Creekside Cottage w/Dock, Kayaks/Canoe, & Hot Tub

The Refined Retreat
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 | $136 SGD | $129 SGD | $130 SGD | $136 SGD | $139 SGD | $136 SGD | $135 SGD | $136 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.
Do apartment rentals in Jamestown have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Jamestown. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Jamestown have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Jamestown. Enjoy a tailored experience with all the comforts you desire.
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.
Quick stats about holiday rentals in Jamestown

Total holiday rentals
Explore 60 holiday rentals in Jamestown

Nightly prices starting at
Jamestown holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 3,020 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
- Midway State Park
- Presque Isle State Park
- Splash Lagoon
- National Comedy Center
- Lucille Ball Desi Arnaz Museum
- Ellicottville Brewing Company
- Holimont Ski Club
- Kinzua Bridge State Park
- Kissing Bridge
- Chestnut Ridge Park
- Eternal Flame Falls




