Holiday rentals in Jamestown

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Top-rated holiday rentals in Jamestown

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Guest favourite

Home in Ashville

4.92 out of 5 average rating, 218 reviews

HEART AND SOUL--Secluded setting overlooking Pond

Relax at this Secluded Setting overlooking the centerpiece HEART shaped fish filled Pond. RE-CREATE or Rest your SOUL in Natures Beauty with Woods and Hiking trails to Roam, OR have a BONFIRE. Lots of Parking for reunion/retreats, Sledders, Equine, or Boaters. PEAK & PEAK Ski/Golf Resort,Several Lakes, State Lands with Hiking, Snowmobile, and Horse Trails just minutes away. ONE Main Bedroom and a Queen Sofa Sleeper in the Family Rm/2nd Bedroom. Fastest WIFI Available. Enclosed Deck. ENJOY ENJOY.

18–25 Dec

$175 SGD per night

Guest favourite

Cottage in Ashville

4.94 out of 5 average rating, 112 reviews

Cozy lake property get away

Small cottage ( app. 400 sq ft ) on large lake front parcel. The rental is the rear cottage with very nice lake front view, quiet neighborhood and large yard. Two miles to Bemus point where there are several restaurants and a grocery store. Chautauqua county voted best small golf town by golf digest. National comedy center in Jamestown. Boat rentals near by. Guests have outdoor dining area and a fire pit. There is a large supply of fire wood also. Chautauqua institution 7 minutes.

15–22 Sep

$177 SGD per night

Guest favourite

Guest suite in Jamestown

5.0 out of 5 average rating, 20 reviews

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.

6–13 Sep

$127 SGD per night

Guest favourite

Home in Frewsburg

4.97 out of 5 average rating, 102 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

16–23 Jun

$175 SGD per night

Guest favourite

Flat in Jamestown

4.86 out of 5 average rating, 230 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.

6–13 Jul

$85 SGD per night

Guest favourite

Flat in Jamestown

4.96 out of 5 average rating, 411 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.

16–23 Dec

$210 SGD per night

Guest favourite

Flat in Randolph

4.91 out of 5 average rating, 137 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.

4–11 May

$120 SGD per night

Guest favourite

Flat in Jamestown

4.93 out of 5 average rating, 217 reviews

Fluvanna Grocery, 2 BR Private Apt, Full Kitchen

Our fully furnished, family & pet 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.

26 Aug – 2 Sep

$175 SGD per night

Guest favourite

Loft in Jamestown

5.0 out of 5 average rating, 215 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.

27 Sep – 4 Oct

$189 SGD per night

Guest favourite

Cottage in Lakewood

4.89 out of 5 average rating, 205 reviews

Studio Apartment on the Lake

This lakefront lot used to have a small cottage and detached garage. The cottage was removed and the garage converted into a studio apartment. This conversion has resulted in the perfect little studio that is modern and comfortable. Combine this unique cozy space with the grassy lot and a pebble beach at the lake's edge - and you have a serene retreat.

23–30 Jan

$199 SGD per night

Guest favourite

Loft in Jamestown

4.98 out of 5 average rating, 168 reviews

Loftz 31-East (Upstairs Apt - Downtown Jamestown)

Welcome to Loftz 31 in Jamestown, N.Y. This modern, upstairs space features a relaxing fireplace, free WiFi, keyless entry, new kitchen/laundry room appliances, a beautiful bedroom with a large dressing room, sleeper sofa in living room and many amenities to make you feel at home.

10–17 May

$187 SGD per night

Guest favourite

Home in Jamestown

4.94 out of 5 average rating, 133 reviews

Like 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.

4–11 Nov

$152 SGD per night