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Family-friendly vacation 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.

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Cottage in Olean

4.82 out of 5 average rating, 180 reviews

Artists cottage - mid century

The perfect spot to relax, read, write meditate. View birds, wildlife in an old forest along the Allegany River from the porch, deck or large picture windows. Take a walk. (fast Wi Fi, 32 inch TV and echo dot) Families and dog owners will like the large yard (no fence, warning ticks and Lyme disease in the area). My grandmother designed the cottage around a vintage house trailer (tiny house)1956. There are many unique and cleaver features. Family mementos through history are on display.

Cottage in Findley Lake

4.88 out of 5 average rating, 168 reviews

Just another day in paradise

Just another day in paradise Offers a family lake house with a great sunset. Has a large front deck that over looks the lake with gas grill. Large dock with a great swimming area, out door patio with brick fire pit. This cottage has a equipped kitchen with a stove , refrigerator with ice maker , microwave, and dish washer. Only 5 mins from here is peek n peak ski resort . Also located on chautauqua snowmobile trails . Many wineries . 25.00 per stay per dog...... no cats allowed

Apartment in Chaffee

4.98 out of 5 average rating, 129 reviews

The Hidden Gem - West

This brand new renovated 2 bedroom 1 bath duplex is the perfect place to stay, whether your visiting family in Western NY or just visiting to enjoy all of the beauty of our great state. All brand new appliances, washer and dryer and central AC to keep you cool in the hot summer months. We are approximately 30 minutes from Holiday Valley for some great skiing, just off the snowmobile trail for some great snowmobiling and the ATV and SXS trails are popping up all around us.

Home in Dunkirk

4.96 out of 5 average rating, 250 reviews

"Close to the Lake" House

The home is located just two blocks from the beach, a short drive to the SUNY Fredonia campus and within the Chautauqua wine trail. You will find it is very clean, well maintained, well stocked and provides a private backyard with covered porch. This is a great location for anyone who wishes to visit the campus, enjoy Lake Erie, explore Chautauqua County or coming into town to visit family. Ideal for couples, solo adventurers, business travelers and families.

Condo in Ellicottville

4.82 out of 5 average rating, 142 reviews

The Great Escape Wildflower 4 Seasons Sleek Condo

Whether Summer/winter this fully renovated condo is the place to stay. Equipped with air conditioner for those hot summer days after a round of golf/day at the pools. Shuttle to HV. Ground floor unit w/2 bedrooms, 1 bath w/a scenic patio off master and living room. Lg Master bedroom w/king bed 2nd bedroom has T/D bunk w/D futon. Both equipped with TV. Spacious Living room w/pullout, sectional, tv patio doors and a fireplace to sit back relax and enjoy!

Apartment in Fredonia

4.94 out of 5 average rating, 415 reviews

Spacious Apartment in Historic Fredonia

This 2-bedroom, 1.5-bath apartment has a fully equipped kitchen; master suite with whirlpool tub; laundry, living, & dining rooms; & study. Attached to an historic home with on-site parking and private entrances, it has a porch overlooking a tree-shaded lot & quiet street. A 5-minute walk from SUNY Fredonia & downtown Fredonia, 3 miles from Lake Erie; a 35-minute drive from the Chautauqua Institute; & 1 hour from Niagara Falls, casinos, & ski resorts.

Townhouse in Ellicottville

4.94 out of 5 average rating, 149 reviews

Alpine Retreat- Bottom of ski hill, gorgeous view

Slope-side bliss awaits at this townhouse near Sunrise lift. Just a 4-min drive or 15-min walk to a vibrant town with shops, dining, and events. Pet/smoke-free, it offers high-speed WiFi, Roku TV, a cozy fireplace, AC, and new washer/dryer. The deck boasts Muskoka chairs and scenic views. Your perfect mountain escape! You'll love the vibe and access to the hill and golf course. We're a Super-Host and aim to provide exceptional value.

Island in Cassadaga

4.99 out of 5 average rating, 286 reviews

Island Cabin - The Paddle Inn

Abundant privacy is yours at this Island paradise on beautiful Cassadaga Lakes. Accessible by an arched bridge or boat, the cottage is brand new inside and out, is environmentally friendly, provides endless outdoor adventure and a charming interior. Fish from the back deck, swim in crystal clear lake water, relax on the covered porch, and enjoy boundless nature literally at your fingertips, in this very unique setting.

Home in Ellicottville

4.96 out of 5 average rating, 152 reviews

Stay in style. Walk to everything!

Sure to be your favorite for visits to come! Enjoy this beautiful home with large kitchen, nice & comfortable furniture, and newer carpet throughout. Relax on the back deck or front porch. Off-street parking. WiFi. Go head-to-head on our air hockey or shuffleboard tables. Take a short walk to the heart of town! Perfect for time with spa weekends, golf outings, ski season, family, and more. Rentals are 30 days+.

Home in Kane

4.86 out of 5 average rating, 340 reviews

Charming Half Duplex Side 1

Charming home in friendly neighborhood. Perfect for a couple guests, or groups up to 6. Friends and family oriented, with 2 queen bedrooms, 1 bunkbed room, and a sleeper sofa. All amenities for a comfortable stay are included! Close to the newly blossoming downtown Kane, the Kinzua Reservoir, Kinzua Bridge State park, the Allegheny National Forest, and the Knox Kane Rail Trail is just a block away!

Apartment in Great Valley

4.88 out of 5 average rating, 255 reviews

Cozy apartment tucked into the forest (with sauna)

Nestled in the forest only seven minutes’ drive from Holiday Valley, this contemporary style self-contained apartment is the perfect weekend getaway for skiing and nature-loving couples. With every luxury and convenience including a sauna, you can home cook meals or barbecue on the deck, with nothing but forest beyond, relax and watch a movie on our LCD screen or use high speed Starlink internet.

Chalet in Ellicottville

4.94 out of 5 average rating, 140 reviews

Hilltop chalet overlooking slopes!

This perfect ski chalet features floor to ceiling windows and a huge walk out deck with stunning views of the slopes! Our chalet is close to nightlife and family-friendly activities. You’ll love our place because of the renovated kitchen (June 2021) high ceilings, wall of windows, the coziness of the stone fireplace, and the light and most importantly the view of the hills and slopes.

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Popular amenities for Jamestown family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Chalet in Ellicottville

4 out of 5 average rating, 15 reviews

Mountain Watch

Home in Little Valley

4.8 out of 5 average rating, 55 reviews

Holiday Valley-Sleeps 19. HotTub,Game Room,etc

Home in Lakewood

5 out of 5 average rating, 28 reviews

This weekend June 28-July 2 available.

Condo in Bemus Point

4.98 out of 5 average rating, 47 reviews

Bemus Point Luxury Condo

Condo in Ellicottville

5 out of 5 average rating, 16 reviews

SKI IN/OUT LUXURY STUDIO AT HV NO HIDDEN FEE

Condo in Ellicottville

4.94 out of 5 average rating, 18 reviews

Luxury Slopeside at HV 2 bdrm, 3 nights 4th FREE!

Cabin in Arcade

4.82 out of 5 average rating, 49 reviews

Lab Lodge

Family- and pet-friendly home rentals

Home in Westfield

4.99 out of 5 average rating, 555 reviews

Westfield Charmer

Home in Grand Valley

4.79 out of 5 average rating, 61 reviews

Camp Just One More

Guest suite in Salamanca

4.84 out of 5 average rating, 92 reviews

The Stable at The Crosspatch

Chalet in Ellicottville

4.98 out of 5 average rating, 64 reviews

Escape - Log Style Cozy Ski Chalet - Pets Welcome

Guest suite in Spartansburg

4.86 out of 5 average rating, 148 reviews

Upstairs Loft on Main Street

Home in Ellicottville

4.94 out of 5 average rating, 138 reviews

EVL Acres - 13 acres & 3 minutes to village!

Cottage in Westfield

4.84 out of 5 average rating, 50 reviews

Peaceful cottage close to the Beach

Home in Olean

4.88 out of 5 average rating, 183 reviews

The Dewey House

Family-friendly home rentals with a pool

Tiny home in Machias

4.86 out of 5 average rating, 401 reviews

Lucky Day Cabin Ellicottville/Ashford 30 acres

Quick stats about vacation rentals that are family-friendly in Jamestown

Total rentals
30 properties
Nightly prices starting at
G$10,446 GYD before taxes and fees
Total number of reviews
1.9K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Destinations to explore