Holiday rentals in Jamestown

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Top-rated holiday rentals in Jamestown

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Guest favourite

Home in Randolph

4.99 out of 5 average rating, 201 reviews

Quiet Convenience

Quiet Convenience 1 mile from I-86 Enjoy the secluded comfort of this rustic retreat close to many area attractions. Nestled in the woods overlooking a large pond with nature at every turn. Enjoy a campfire, fishing, bird watching, snowmobile trails, and skiing. Close to the Amish Trail, and Chautauqua Lake, Allegheny State Park, National Comedy Center, Lucille Ball Museum, Chautauqua Institution, and more! We welcome Sewing/Quilting Retreats, Faith Based Retreats, etc. Come for a visit!

Guest favourite

Cottage in Conewango Valley

5 out of 5 average rating, 159 reviews

Fall In Love-Private Cottage/Cabin-State Park20min

Comfy, cozy, romantic; Modern country cottage/cabin. 1 acre of lawn and wooded area. Seasonal outdoor deck/dinning, fire pit. Nestled amongst a quaint Old Order Amish community. Private secluded driveway. Allegany State park, Amish Shops, Jamestown's National Comedy Center, Lucy Desi Museum, Seneca/Allegany Casino, State land hiking trails, Ellicottville-30min. Public creeks, Lake Erie-Wineries, Chautauqua Institution, Chautauqua Lake. No city lights to obscure night skies. Seasonally decorated.

Guest favourite

Home in Frewsburg

4.96 out of 5 average rating, 116 reviews

Private log home located on a private hilltop

Beautiful log home situated on a private wooded hilltop in beautiful Frewsburg NY. This is a real get away for people to experience the peace and solitude of life. 30 acres of private woods with an abundance of wildlife to explore. Walking trails for going back to nature with many species of trees and habitat. Regardless of the season adventure is bound to find you. This is the best of country living. Stores and restaurants are located just minutes away in the historic town of Frewsburg

Guest favourite

Rental unit in Jamestown

4.87 out of 5 average rating, 247 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.

Guest favourite

Rental unit in Jamestown

4.96 out of 5 average rating, 440 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.

Guest favourite

Rental unit in Randolph

4.91 out of 5 average rating, 151 reviews

The Empty Nest ...2nd floor

Qaintly named "The Empty Nest" ! Freshly renovated 2 bedroom upper apartment with private entrance and driveway. I gladly welcome well behaved pets and offer a large fenced off backyard. Come visit Randolph for a couple of days or an extended stay. Conveniently located close to Ellicottville, Jamestown and the Chautauqua Lake Region, Seneca Allegany Casino, Allegany State Park and the Amish trail. Popular wedding venues and golf courses right near by as well.

Guest favourite

Rental unit in Jamestown

4.94 out of 5 average rating, 245 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.

Guest favourite

Home in Bemus Point

4.87 out of 5 average rating, 174 reviews

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

Guest favourite

Loft in Jamestown

5 out of 5 average rating, 232 reviews

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.

Guest favourite

Home in Jamestown

5 out of 5 average rating, 101 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.

Guest favourite

Cabin in Warren

4.94 out of 5 average rating, 131 reviews

Riverside Villa -King Suite

Always Clean. Relax with the whole family at this peaceful place to stay. A beautiful view of the Allegheny River. Spacious deck for gathering, and wild life watching. Water access, walk-in kayak/canoe included. Parking is located at the top of the property, walk-in only during the winter months.

Guest favourite

Guest suite in Bemus Point

4.97 out of 5 average rating, 159 reviews

Lakefront Apt & boat slip, walk/boat/bike to Bemus

Lake Pines Loft private apartment was new in 2021. Walk, or ride our included well-tuned classic bikes to Bemus. Take a quiet paddle in the canoe. Read, sunbathe, fish, or cocktail on a private dock, with mooring provided for your boat up to 25 ft. Private parking for 2 cars and a trailer.