
Family-friendly holiday rentals in Jamestown
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Jamestown
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Forest Retreat, 90 miles to Niagara Falls.
Welcome to Forest Retreat! We are nestled in the hills of Western New York, 23 miles to Chautauqua Lake and 14 miles to Lily Dale. This unique home is near several wedding venues and the Earl Cardot Overland Trail, which is surrounded by 2,300 acres of state forest. We are located between 2 local ski resorts, and only 87 miles south of Niagara Falls State park. Relax by the fire, kayak, or fish in the 2 acre pond and just enjoy the scenery. We do require a signed waiver to utilize the pond.

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.

Chautauqua Lake-View, 2BR Apt w/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.

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

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.

Luxury Suite at The Cottages - Sauna & Hot Tub
Make some memories at this unique and family-friendly retreat in beautiful Bemus Point! The Luxury Suite at The Cottages is a stylish 3 bedroom 2 bathroom unit featuring an indoor sauna in the master bathroom and a hot tub off the back deck. Our goal is for our guests to feel relaxed and rejuvenated at this four season getaway.

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.
Popular amenities for Jamestown family-friendly rentals
Family-friendly home rentals with a hot tub

Custom-Cozy-Secluded Cabin by Resorts-Hot Tub/Pets

Rocky Run Hideaway Cabin Rental

Hot Tub BBQs Fire Pit Trails Birds New Build

Elk Creek Chalet, 2 minutes from town!

Pines Chalet in Ellicottville ~ Hot Tub~Fireplace

Log Cabin Retreat: Hot Tub, Sauna, Near Town

Privacy on the Mountain, Ellicottville.

50 ft to Beach-Lakeview |Hot Tub| Quiet & Relaxing
Family- and pet-friendly home rentals

Quiet Creekside Escape in the Enchanted Mountains

Westfield Charmer

28 Acres - Gorgeous Lake Erie Views

Lakefront Escape

Timberdoodle Lodge: Kellidoodle Cottage

Cherry Pie! Mountain Pie Rental steps from the ANF

THE EDDY

Gracie's Great Getaway
Family-friendly home rentals with a pool

Private Pool, Tiny House & Rustic Barn Game Room

Chautauqua Lake Beauty

Chautauqua Retreat: 5 Acres, Pool

The Guest House at Burdick Blueberries Farm

H. V. Wildflower Neighborhood Studio

Adorable Ski/Golf Condo at Peak N Peek

Hot Tub & Views! The Eagles Nest, Couples Escape

Spacious Chautauqua Lake 4 Bedroom home
When is the best time to visit Jamestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $146 SGD | $127 SGD | $146 SGD | $146 SGD | $141 SGD | $146 SGD | $153 SGD | $162 SGD | $146 SGD | $155 SGD | $153 SGD | $146 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 |
Quick stats about holiday rentals that are family-friendly in Jamestown

Total holiday rentals
Explore 30 holiday rentals in Jamestown

Nightly prices starting at
Jamestown holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 2,120 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Jamestown holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Jamestown rentals

4.9 Average rating
Jamestown stays are highly rated by guests – averaging 4.9 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
- Presque Isle State Park
- Kissing Bridge
- Splash Lagoon
- Eternal Flame Falls
- Lucille Ball Desi Arnaz Museum
- Ellicottville Brewing Company
- Holimont Ski Club
- Kinzua Bridge State Park
- Chestnut Ridge Park
- National Comedy Center




