Family-friendly holiday rentals in Chautauqua

4.98 out of 5 average rating, 156 reviews

A cozy bedroom features a spacious bed with a patterned quilt in warm tones. Two bedside lamps provide soft illumination. A window with a wooden frame overlooks outdoor greenery, while floating shelves hold decorative items, enhancing the room’s inviting feel.

Cabin in Mayville

Rest and relax in cozy cabin close to lake!

Enjoy a peaceful stay in this cozy cabin on a quiet dead end street. With Snug Harbor Marina just a few minute walk down the street, Chautauqua Lake is right at your fingertips! Enjoy cooking outdoors with the BBQ grill, or make use of the full indoor kitchen. Create memories with the family while roasting s'mores around the gas fire pit and snuggling up with one of the board games provided. Snowmobilers can access the trail a couple miles away by road or by trailering to the Mayville Town Park.

Indoor spacesKitchenWalkability

4.94 out of 5 average rating, 118 reviews

4BR Village of Bemus Point private backyard

Stay right in the Village of Bemus Point! This 4 bedroom, 1 bath home is just 1 block from Main Street and 2 blocks from Chautauqua Lake. 2 bedrooms and the bathroom are on the 1st floor and 2 more bedrooms on the 2nd floor. Open kitchen and dining, along with a spacious living room. Enjoy the privately landscaped back yard featuring an English garden, outdoor dining, a grill for your use and a fire pit. Easily walk to all of the great shops & restaurants the Village of Bemus Point has to offer!

KitchenIndoor spacesWalkability

4.97 out of 5 average rating, 105 reviews

The countryside home is illuminated against a night sky filled with stars, reflecting in the calm pond below. Warm light glows from the windows, surrounded by lush trees and peaceful natural surroundings.

Cabin in Westfield

Portage Ponds HOT TUB near Lake Erie-CHQ-Wineries

Escape into nature at our cozy, countryside home with amazing pond, woods and vineyard views. We're conveniently located between Chautauqua Lake & Lake Erie and close to the wine trail. -Less than 10 min to Barcelona harbor (Lake Erie) -Less than 10 min to CHQ Lake boat launch at Lakeside Park -10 min from Chautauqua Institution -5 min to quaint restaurants & shops in the Village of Westfield -Plenty of room for parking, including trailers -Hot tub -Space for everyone in your group! -Pets ok

KitchenIndoor spacesView

An open living area presents a spacious dining table surrounded by wooden chairs, lit by pendant lamps. A large sectional sofa is arranged nearby, enhancing the communal space. Skylights allow natural light to fill the room, with modern cabinetry visible in the kitchen area.

4.98 out of 5 average rating, 133 reviews

Charming Lake Home In The Heart of Bemus Point

Come & enjoy this spacious living area & all the amenities of a home away from home. You'll be centered around all the fun that Lake Chautauqua has to offer. This home is w/in walking distance to the charming Village of Bemus Pt. which offers great dining, shopping, playground, golfing and so much more. The lake is within walking distance for boating, fishing or jet skiing. For winter enthusiasts, Bemus Point is at the heart of the best snowmobile trails & a short drive to ski resorts.

Indoor spacesKitchenWalkability

Campervan/RV in Dewittville

A remodeled camper is positioned on a red wooden deck, showcasing a canopy that provides shade. A picnic table is visible under the awning, surrounded by a grassy area. Trees in the background create a natural setting, while a white fence borders the property.

4.88 out of 5 average rating, 203 reviews

29’ camper (Sport). Quiet rural area.

Nice camper in a quiet location. 8 easy miles to the Chautauqua institution. 5 miles to Midway park. 2 miles to Chautauqua lake. 20 mins to the national comedy center. Short drive to Lake Erie wineries. 9 miles to Lily Dale. If you like country living this is the place. The camper is located in our back yard facing the woods with a great view. Hiking is welcomed. Equipped with a fire pit, picnic table. This camper has been remodeled with a new look. Check out our other campers as well.

FamilyIndoor spacesLong stay

4.97 out of 5 average rating, 138 reviews

A charming cottage is visible by the lake, featuring a stone exterior and a gabled roof. Large windows allow natural light to enter, while a small patio with seating is situated under a red canopy. Surrounding trees enhance the natural setting.

Cottage in Findley Lake

Hidden Cove

Beautiful lakefront cottage on Findley Lake. Completely remodeled cozy one-bedroom cottage with two docks, 150 ft. of lake frontage, and boathouse. Tucked away on a quaint woodsy lot, you can enjoy breathtaking sunsets while relaxing around the firepit. Hidden Cove offers a one bedroom with a queen mattress and futon in the living room. The kitchen is fully stocked. Just a few miles from Peak n' Peek resort where you can enjoy skiing, cycling, ziplining, segway tours, and restaurants.

Indoor spacesFamilyCheckout

4.96 out of 5 average rating, 100 reviews

A living area is characterized by natural wood beams and an open design. Two cushioned checkered chairs and a brown leather sofa with decorative pillows are arranged around a dark coffee table. Large windows allow for ample natural light.

Cabin in Westfield

Lakefront Log Cabin Retreat

The Lakefront Log Cabin is an authentic cabin on an expansive lakefront property featuring a large stocked pond. Entire property is very private. Natural beautiful wood throughout. You’ll think you’re in the Adirondacks. Open floor plan, stone fireplace, amazing 180 degree view of the Lake Erie and incredible sunsets. Wall of windows for views of lake from cabin. Huge patio overlooking the lake. Relax with the whole family at this peaceful place to stay.

KitchenFamilyComfort

A charming ranch-style house is set against a bright blue sky, surrounded by well-maintained greenery and landscaped shrubs. A welcoming front porch features rocking chairs, and an American flag hangs proudly from the front. A gravel pathway leads to the entrance.

4.88 out of 5 average rating, 205 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

KitchenFamilyComfort

4.98 out of 5 average rating, 352 reviews

A calm waterway reflects a red cottage and trees, framed by vibrant green grass. An arched wooden bridge crosses over the water, leading to a deck with colorful chairs. The tranquil setting is enhanced by a slight mist rising from the surface.

Island in Cassadaga

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.

KitchenFamilyWi-Fi

4.99 out of 5 average rating, 110 reviews

An open living area features brick walls and tin ceilings, complemented by large windows that allow natural light to fill the space. A cozy sectional sofa and a coffee table sit in the center, while a desk and chairs are positioned nearby, enhancing the welcoming layout.

Apartment in Mayville

Cozy Loft-Pet Friendly-Spacious

Welcome to the Loft, centrally located in Mayville, NY. Walking in you'll find brick veneer, tin ceiling and natural finished hardwood flooring. The loft has a great view from 8 new windows with darkening shades. There's plenty of room for up to 4 guests with a king bed and a queen murphy bed in the spacious living room. Chautauqua Lake is a .5 mi walk and CHQ Institution main gate is 4 miles away.

KitchenIndoor spacesDecor

4.98 out of 5 average rating, 662 reviews

A charming exterior of a renovated home displays a well-maintained garden with colorful flowers and a pathway leading to the entrance. An American flag is mounted on the side, framed by large windows that allow natural light into the living space.

Home in Westfield

Westfield Charmer

Charming 2 Bedroom/1 Bath home that has been totally remodeled. Brand new kitchen, appliances, floors, furniture, and more! Home has an open concept kitchen-living room, large bedrooms, huge deck with dining table and extra seating. There is an additional folding single bed if needed in MBR closet. Gas grill. Almost 1/2 acre backyard. Well behaved pets are welcome as are children.

KitchenFamilyLocation

4.96 out of 5 average rating, 258 reviews

A vibrant sunset casts warm hues of orange and yellow across the tranquil waters of Lake Erie. Gentle waves reflect the colorful sky, with silhouettes of trees framing the scene on the left, providing a serene backdrop to this picturesque moment.

Guesthouse in North East

Eagle's Nest by the Shore

This two story, private, detached guest house offers views of Lake Erie's beautiful sunsets and is only minutes away from some of the area's most excellent wineries on the Lake Erie Wine Trail. Be sure to check out our other Airbnb apartments in downtown North East! Search for Park Place and Park View in North East, PA, or find the listing under our Airbnb profile.

KitchenIndoor spacesLaundry

Popular amenities for Chautauqua family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 115 reviews

The living area features natural wooden walls and a vaulted ceiling, with a comfortable sofa and a coffee table positioned on a patterned rug. A staircase with ladder-style steps leads to the loft, while a red refrigerator is visible in the kitchen area.

Cabin in Sherman

Rustic Retreat

Indoor spacesFamilyLocation

5.0 out of 5 average rating, 103 reviews

A modern farmhouse is shown, featuring a wrap-around glassed-in porch with large windows. The exterior is painted in soft blue, surrounded by manicured lawns and shrubs. The two-story structure is set against a backdrop of open fields and distant trees.

Home in North East

Lakeside Vineyard Farmhouse

FamilyIndoor spacesValue

5.0 out of 5 average rating, 236 reviews

Home in Irving

Lotus Bay Cabin- all seasons oasis

KitchenFamilyComfort

4.93 out of 5 average rating, 281 reviews

Three Adirondack chairs face a serene pond surrounded by lush greenery and autumn-colored trees. The grassy area invites relaxation, with natural scenery providing a peaceful atmosphere. Fallen leaves scatter on the ground, adding to the tranquil setting.

Cabin in Sinclairville

The A Frame-Cozy cabin-hot tub. Nature lovers!

FamilyIndoor spacesCheckout

Guest suite in Youngsville

5.0 out of 5 average rating, 148 reviews

The Loft, with Hot tub and fire pit.

FamilyKitchenCleanliness

4.95 out of 5 average rating, 156 reviews

Cottage in Dunkirk

50 ft to Beach-Lakeview |Hot Tub| Quiet & Relaxing

FamilyKitchenLocation

4.93 out of 5 average rating, 217 reviews

Cabin in Cassadaga

Angies The Love Shack with shared hot tub access

Indoor spacesFamilyBreakfast

4.93 out of 5 average rating, 178 reviews

A newly constructed cabin is nestled among lush trees, showcasing a wooden exterior. Adjacent to the cabin is a picnic shelter that includes an Amish-made dining table. A circular fire pit is set on a stone patio, providing an inviting outdoor gathering space.

Cabin in Cattaraugus

Hot Tub BBQs Fire Pit Trails Birds New Build

KitchenIndoor spacesNearby

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 364 reviews

A spacious living area is presented, featuring comfortable seating options including a sofa and two armchairs. A television is mounted on the wall, and a lighted floor lamp adds warmth. Large windows allow natural light to illuminate the space, enhancing the cozy atmosphere.

Apartment in Jamestown

Chautauqua Lake-View, 2BR Apt w/Full Kitchen

KitchenIndoor spacesBiking

The exterior of a spacious home is shown, featuring a welcoming porch with seating. Lush greenery and colorful flower beds surround the house. A manicured lawn enhances the curb appeal, while power lines run along the road adjacent to the property.

4.98 out of 5 average rating, 190 reviews

W.G. Summer House by the Lake

KitchenIndoor spacesWalkability

4.99 out of 5 average rating, 116 reviews

A serene wooded area features vibrant autumn foliage, showcasing a variety of trees in rich hues of orange and yellow. In the background, a small clearing reveals a fire pit surrounded by seating, inviting outdoor gatherings amid the natural landscape.

Home in Westfield

Chautauqua Creek Retreat

Indoor spacesFamilyAccess

4.94 out of 5 average rating, 159 reviews

A cozy living room is presented with soft, natural light filtering through two windows. A striped sofa offers comfortable seating, complemented by two armchairs. A round wooden coffee table sits at the center on a plush area rug, creating an inviting gathering space.

Home in Jamestown

Quaint 2 bedroom home overlooking bird sanctuary

KitchenIndoor spacesCondition

5.0 out of 5 average rating, 143 reviews

Home in Cassadaga

Blue Oar/Luxe Lakehouse/Chautauqua

FamilyKitchenAmenities

4.98 out of 5 average rating, 216 reviews

Cottage in North East

Quaint North East Cottage Near the Water

Indoor spacesKitchenBathroom

4.96 out of 5 average rating, 156 reviews

An open floor plan features a queen bed with light bedding, complemented by a cozy couch and armchair. Large windows allow natural light to brighten the space, while wooden beams add character to the ceiling. A small coffee table and decorative plants enhance the inviting atmosphere.

Cottage in Portland

Lake-View Cottage for 4 · Wine Tasting Included

FamilyIndoor spacesAccuracy

4.97 out of 5 average rating, 145 reviews

A landscaped exterior showcases vibrant flower beds in a variety of colors, bordered by well-maintained greenery. The view extends to Lake Erie, with calm waters reflecting the sky. A spacious deck is visible in the background, providing an area for relaxation and enjoying the scenery.

Home in North East

Lakefront Escape

Indoor spacesKitchenWi-Fi

Family-friendly home rentals with a pool

Tiny home in Cherry Creek

4.99 out of 5 average rating, 140 reviews

Tiny House, Rustic Barn Game room & MORE

KitchenIndoor spacesAir conditioning

Apartment in North Harmony

A pathway leads to a patio area with an umbrella, providing a shaded seating option. Lush greenery, including tall evergreen trees and neatly trimmed bushes, frame the natural surroundings, while the vibrant yellow exterior of the house offers a welcoming contrast.

4.92 out of 5 average rating, 36 reviews

Chautauqua Lake Beauty

FamilyKitchenBeach

4.93 out of 5 average rating, 69 reviews

A well-equipped kitchen is presented with white cabinetry and granite countertops. Stainless steel appliances, including a microwave and oven, are visible. A dining table with dark chairs is set for several diners, while bright overhead lighting accentuates the vaulted ceiling.

Home in Mayville

Spacious Chautauqua Lake 4 Bedroom home

KitchenIndoor spacesHospitality

4.97 out of 5 average rating, 32 reviews

Home in Mayville

Fall colors, firepits, family fun all on 5 Acres

KitchenIndoor spacesOutdoor spaces

4.91 out of 5 average rating, 23 reviews

A charming cottage exterior is presented, featuring a welcoming front porch adorned with rocking chairs. The yellow siding is complemented by a classic chimney, while a well-maintained lawn surrounds the building. Large windows allow natural light to fill the interior spaces.

Cottage in Dewittville

Hidden Lakefront Gem | Cozy Cottage Stay

FamilyIndoor spacesHospitality

4.95 out of 5 average rating, 56 reviews

Chalet in Clymer

Ski & Golf Retreat | Steps to Lifts | Game Room

Indoor spacesKitchenBackyard

5.0 out of 5 average rating, 39 reviews

The welcoming country home is framed by colorful flowers and greenery, featuring a spacious porch with steps leading to the entrance. A clear blue sky dominates the backdrop, while the inviting facade showcases a traditional design that harmonizes with its natural surroundings.

Home in Cattaraugus

EARLY BIRD RANCH Indoor Heated Pool

FamilyKitchenComfort