
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 ,

Modern apartment retreat in country setting
Enjoy peace and quiet in a countryside setting, close to Jamestown, NY. Features include a great room with cathedral ceiling, lots of natural light and a furnished deck. This private retreat is perfect for a get away, a business trip or small family vacation. Spaces include one bedroom with a queen size bed, full bath with shower and jacuzzi tub, two twin pull-out loveseats, private laundry, fully equipped kitchen, 60 inch smart TV complete with Amazon Fire TV and access to 400 mbps WIFI.

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.

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.

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.

Newly Remodeled Home in excellent location!
Kick back and relax in this calm, stylish space. Modern 2 bedroom ranch with large screen TV’s in each bedroom and living room. Private setting with an awsome location if you're visiting to see Jamestown Comedy Center or Chautauqua Lake. NO PETS

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

Shepherds Shack

The Falconer Flat - Family and Business Friendly

Spacious Cottage With Lake View

Sweet Cottage Suite

Cozy Boutique Stay Steps from Chautauqua Lake

The Refined Retreat

Spacious Profesionals retreat. 2br w/ac

Creekside Cottage
When is the best time to visit Jamestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $126 SGD | $126 SGD | $126 SGD | $135 SGD | $128 SGD | $129 SGD | $135 SGD | $138 SGD | $135 SGD | $140 SGD | $126 SGD | $126 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 vacation rentals in Jamestown?
Jamestown has more than 30 family-friendly stays. 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 apartment rentals in Jamestown have wifi?
Absolutely! We offer over 20 apartment 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 60 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 3,020 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
- New York City Holiday rentals
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- Greater Toronto Area Holiday rentals
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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
- Midway State Park
- Kissing Bridge
- Splash Lagoon
- Eternal Flame Falls
- Lucille Ball Desi Arnaz Museum
- Holimont Ski Club
- Chestnut Ridge Park
- Ellicottville Brewing Company
- National Comedy Center
- Kinzua Bridge State Park




