Holiday rentals in Jamestown

4.98 out of 5 average rating, 104 reviews

Flat in Bemus Point

Private in-law suite (without the in-laws)

Kick back and relax in this calm, stylish space. It is the perfect place to recharge after a busy day exploring the Chautauqua region. We are located in a very quiet rural area that is minutes away from Chautauqua Lake and the charming village of Bemus Point. If mountain biking and beers are your thing, you'll have a blast exploring the many trails and breweries our area has to offer. Leave the cleaning to us. It's your vacation! The owners, two lovely dogs, and two bee hives are on premises.

4.98 out of 5 average rating, 42 reviews

Guest suite in Jamestown

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.

4.88 out of 5 average rating, 267 reviews

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.

Superhost

4.86 out of 5 average rating, 105 reviews

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

Superhost

Cottage in Tidioute

4.84 out of 5 average rating, 158 reviews

The Allegheny A-Frame

Experience the beauty of the great outdoors while enjoying the modern comforts of the Allegheny A-Frame. This recently renovated 1960s A-Frame is perfect for anyone looking to relax and immerse themselves in nature. Sitting minutes from the Allegheny National Recreational Forest & Allegheny River, there is plenty of opportunity to hike, kayak, canoe, fish and more. Retreat to the A-Frame to cozy up by the Malm fireplace, play games, and cook a meal in the fully stocked kitchen.

4.93 out of 5 average rating, 111 reviews

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 bath up on 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 and has outdoor seating area with firepit. Driveway parking. Host in neighborhood ,

4.96 out of 5 average rating, 453 reviews

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.

5 out of 5 average rating, 116 reviews

Tent in Kane

Woodland Streamside Glamping

Enjoy relaxing days and nights in this private glamping outfitters tent nestled in the woods alongside a babbling brook. This glamp site includes a queen size bed, lounging furniture, bar table and stools, food prep table with Keurig, wood stove and propane heat, campfire ring, solar battery electricity, a seperate bathroom tent and hot shower. Parking is 100 steps from the site. Everything you need to recharge and enjoy a cozy outdoor getaway.

4.95 out of 5 average rating, 280 reviews

Fluvanna Grocery, 2 BR Private Apt, 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.

4.87 out of 5 average rating, 181 reviews

Home in Bemus Point

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

5 out of 5 average rating, 254 reviews

Loft in Jamestown

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.

4.99 out of 5 average rating, 116 reviews

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.

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Other great holiday rentals in Jamestown

4.96 out of 5 average rating, 157 reviews

A View From Above

AmberRating, 5 stars3 months ago

Second time staying here for our annual girl’s trip to the local skate park and we will be back again next year! Great location.

4.95 out of 5 average rating, 39 reviews

Cabin in Portland

Luxe Cabin/Hot Tub/EV Charger/Modern/Peaceful

MeganRating, 5 stars5 days ago

We had an amazing time at Wendy's place! The whole property is very beautiful, and the cabins and main house are perfectly decorated for a relaxing and luxurious feel. All the beds were very comfortable, and it was so nice for everyone to have their own space. Everything was spotless, and you can tell Wendy takes great care of her property. The hot tub is large, clean and easy to use. The kitchen was well stocked with all the essentials. We instantly felt relaxed and at home in the space. The location is perfect, easy to find, and you feel secluded but are very close to towns and wineries. Lastly, Wendy is so very wonderful, and helped to make my mom's 60th birthday extra special! We will definitley be back!

4.98 out of 5 average rating, 55 reviews

Classic country home - Great for Gatherings!

KimberlyRating, 5 stars3 weeks ago

This house was spacious yet cozy for our family's stay. It was very clean with comfortable furniture and beds! We appreciated the chairs on the front porch and around the fire pit to relax and spend quality time together. The kitchen was perfect to prepare meals in and was impressively stocked with needed items which we appreciated. David, the host, is truly a super host. He communicated all necessary information prior to arrival and made everything so easy for us and anticipated any needs we would have. We highly recommend this house as a home away from home that all would enjoy!

Flat in Bemus Point

4.82 out of 5 average rating, 119 reviews

Home away from home

AnnRating, 5 starstoday

I had a great time. A beautiful setting with lake access via a dock. Very clean and comfortable.

5 out of 5 average rating, 29 reviews

Home in Warren

The River Hutch

KarylRating, 5 stars1 week ago

Very comfortable, well-appointed and meticulously clean home! Supplied with anything you might need. Neighborhood is quiet and peaceful. Host is very responsive. Even your bedding smells clean and fresh. Would like to give 10 stars on this 5 star rating system!

4.93 out of 5 average rating, 67 reviews

Cozy Westside 3 bedroom upper apartment

SarahRating, 5 stars2 weeks ago

This was a cozy home away from home for our family of five! Terri was an excellent host though we didn’t need her much. We cooked several meals in the well-stocked kitchen and had almost everything we needed there (the exception was a vegetable peeler). The hot water was excellent. We walked to a nearby grocery store for donuts. The kids enjoyed the porch swing. Overall, a great spot!