Family-friendly holiday rentals in Ashtabula

5 out of 5 average rating, 138 reviews

Townhouse in Ashtabula

Winter Blues? Sip, Dine & Unwind @ TheHarborHaven!

⭐️⭐️ Welcome to Harbor Haven ⭐️⭐️ Escape to this stunning townhome in Ashtabula Harbor! Enjoy a short walk to the beach, yoga, delicious restaurants, charming shops, and a brewery. This home is thoughtfully designed with all the amenities you need for a comfortable getaway. Spend your days kayaking or fishing on Lake Erie, or explore nearby wineries and covered bridges. Spire Institute is also a short drive away! The Harbor Haven offers the perfect blend of adventure, comfort, and convenience!!

4.99 out of 5 average rating, 145 reviews

A cozy living room is framed by large windows that allow natural light to fill the space. A sectional couch is adorned with various patterned pillows, while a wooden coffee table holds decorative items. A plush area rug adds warmth to the hardwood floor.

Home in Madison

White Sands Lake House

Welcome to a timeless retreat by the water - a century-old home that marries modern comfort with historic allure. The house boasts an abundance of original charm, featuring wood paneling, beams adorning the ceiling, and the original hardwood floor. The light and airy kitchen include quartz countertops, new cabinets, appliances, and luxury vinyl plank flooring. The spacious bedrooms, living area, and dining room are caressed by daylight, creating an ambiance that is both uplifting and soothing.

4.87 out of 5 average rating, 105 reviews

A cozy cowboy-themed room features warm wooden walls and a queen-size bed dressed in a patterned quilt complemented by matching pillows. A small round table with two chairs occupies one corner, and natural light filters through a curtained window.

Barn in Jefferson

Quaint open room with bathroom on horse farm

A quaint cowboy decor room on a working horse farm . Great over night room in the country but minutes from town. Full bathroom, fridge, microwave queen size bed. . Rooster lets you know when dawn is approaching . Great stop over if hauling horses . Picnic area at top with grill. Arabian horses dot the pastures. Covered bridge on the road and within minutes of wineries, Lake Erie, Historical Ashtabula harbor. Room is small but comfortable without the noise of a hotel. Wifi but no TV .

4.89 out of 5 average rating, 113 reviews

The exterior of the cottage is shown, featuring a back porch surrounded by greenery and seasonal flowers. A few outdoor chairs are visible, inviting relaxation. The spacious yard includes a clear grassy area and hints of nearby structures in the background.

Cottage in Ashtabula

Cozy 1 bdrm cottage. Furnished Living Rm & Dining area. Fully stocked kitchen w/ refrigerator, oven, microwave & coffee maker. 1 bathrm w/shower. Walking distance to Lake Shore Park. Short drive to Historic Ashtabula Harbor. Perfect for fishermen!

Nestled in a small Lake Erie neighborhood, this cozy cottage looks out onto a peaceful field from a bay-window view. A stroll down the street leads you to Lake Erie and all amenities/public events at Lake Shore Park. There's a family restaurant in the neighborhood which is just a short drive to many other historic Lake Erie attractions! Pets are family too! Bring your potty trained four-legged family members at no extra cost as long as you pick up after and leash your pet when outside.

4.98 out of 5 average rating, 159 reviews

A modern kitchen area features a spacious island with four brown bar stools. Grey and white cabinets complement the granite countertops. A stainless steel refrigerator and gas stove are visible. Soft pendant lights illuminate the space, creating a comfortable gathering area.

Townhouse in Ashtabula

Harbor Retreat, 15 min to Geneva!

Welcome to The Retreat on Bridge Street! Bring your family & friends to relax in this cozy townhouse! Located in the historic Ashtabula harbor, you’re right in the heart of all the fun. Walk across the lift bridge for a kayak or boat rental to experience a day on the water. Or you can walk to dinner and stop at all of the unique shops on the street. We are also walking distance to Walnut Beach! Just six miles away from Geneva on the Lake, and 15-20 minutes from Ohio’s wine country!

4.96 out of 5 average rating, 249 reviews

A cozy living space features rustic wood paneling and two comfortable wooden rockers positioned beside a small table. A sectional sofa provides ample seating, while a soft rug lies on the polished hardwood floor. Natural light filters through the window adorned with blinds.

Apartment in Madison

Cozy winery getaway with hot tub!

Relax in this cozy country garage apt. in Grand River Valley. The first stop on your winery tour is just 4 minutes away with over 30 more to explore. Visit nearby Lake Erie, Thompson Ledges, Geauga Park District Observatory, or a covered bridge. Kitchenette w/ mini fridge, microwave, Keurig & sink. Quaint bath w/ stand up shower Private keycode entry Electric fireplace King size bed Rustic wood rockers & table Pet friendly Shared access to hot tub, back yard fire pit & patio

4.97 out of 5 average rating, 121 reviews

A welcoming exterior of a cottage is shown, featuring a well-maintained lawn. Two dogs are resting on the grass. Flowering shrubs and plants add color to the landscape. The entrance is defined by a blue door, framed by windows that allow natural light inside.

Cottage in Ashtabula

Lake Life Cottage

Pet friendly 2 story cottage with a view of Lake Erie. Located 4 miles from Geneva on the Lake and 4 miles from historic Ashtabula Harbor right on Lake Road. Over 30 wineries within 15 miles. Spend the day touring Lake Erie with Canopy Tours, fishing with DB Sport Fishing Charters, or miniature golf at Adventure Zone. Enjoy the beach or marina by day and explore the wineries or nightlife on the strip. Stroll a few doors over for a memorable meal at the highly rated Alessandro’s.

4.95 out of 5 average rating, 105 reviews

A rustic wooden cabin is showcased with a vibrant blue roof. The front porch features a railing and is adorned with potted plants. A small shed is visible to the right, while the surrounding area includes picnic tables and is lined with trees.

Cabin in Ashtabula

Charming Lakeview Cabin Near Geneva-On-The-Lake!

Welcome to the Blue Heron House at Lake Erie! Our charming lakeside cabin sits right on Lake Erie and offers stunning views for guests to enjoy. The cabin offers 2 bedrooms and 1 bathroom, a full kitchen and a cozy reading loft with stunning lake views. Enjoy sitting on the porch while taking in lake views or sit around the fire pit and roast s'mores. Blue Heron House is located minutes from Geneva-On-The-Lake/Ashtabula Harbor/Public Beaches/Wineries and more!

4.99 out of 5 average rating, 112 reviews

A custom-built cabin is nestled among tall trees, featuring a welcoming front deck with a wooden railing. The natural surroundings are complemented by fallen leaves, and the cabin showcases a rustic log exterior, providing a sense of tranquility in the woods.

Cabin in Ashtabula

Riverview Country Cabin

Take it easy at this unique, tranquil getaway nestled atop a scenic ridge of the Ashtabula River. Get away from it all and enjoy your morning coffee inside the cozy cabin with views that stretch up and down and across the river. Or bask in the beauty of nature outside on the custom-made porch swing. Keep an eye out for the local bald eagles as they soar above the river daily, right outside your door! This custom built cabin is the perfect quiet getaway!

4.91 out of 5 average rating, 129 reviews

A fire pit surrounded by four white wooden chairs is positioned on a patio overlooking Lake Erie. Gentle waves are visible in the calm water, while a clear blue sky and a few fluffy clouds create a peaceful atmosphere.

Home in Ashtabula

Oakwood Beach | Lakefront • Fire Pit + Hot Tub

🛏 5 bedrooms • 6 beds • 3 bathrooms • Sleeps 10 🌅 Direct lakefront access + epic sunsets 🌊 Hot tub open year round! Overlooking Lake Eric 🔥 Fire pit • gas fireplace • grill + Smart TV 🍽 Full kitchen • stocked essentials • outdoor dining 🛋 Huge screened-in porch w/ Lake Erie views 📍 4 miles from Geneva-on-the-Lake Strip Wake to waves, unwind on the water’s edge, and watch unforgettable sunsets — this is your private lakeside escape at Oakwood Beach.

Superhost

A tranquil harbor scene showcases a drawbridge in a raised position against a colorful sunset. Boats are anchored in the calm water, with greenery lining the banks, creating a peaceful atmosphere. The sky is a blend of warm hues, reflecting off the water.

Home in Ashtabula

4.85 out of 5 average rating, 217 reviews

Harbor House

The Harbor House is located in the heart of the Ashtabula Harbor and with a few steps you will be on Bridge Street. Our newly renovated house has 2 Bedrooms, a den (sleeps 6), 1 bathroom, a living room, a dining room, and a kitchen equipped with a stove, refrigerator, and dishwasher for your convenience. Relax in the private backyard on the large covered deck for your outdoor living. Thank you, Tammie and Kevin.

4.97 out of 5 average rating, 274 reviews

The kitchen features wooden cabinetry and a spacious countertop. Stainless steel appliances, including a refrigerator and stove, complement the modern design. A sink is positioned beneath a window, allowing for natural light. Decorative elements such as plants enhance the inviting space.

Home in Conneaut

Beautiful House walk to everything downtown!

Beautiful Restored Century home right in downtown Conneaut. Groceries, Gym, Restaurant/Bar, Rock Church and many more within 0-2 blocks! 2 Bedroom with Comfortable Queens, a HUGE Bathroom, Large Kitchen and Basement Bar! Minutes from Lake Erie Beaches/ Marina and restaurants. Our house is meticulously cleaned and sanitized between guests. This is a standalone house with its own private entrance.

Popular amenities for Ashtabula family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 197 reviews

The exterior of a ranch-style home features a vintage sandstone façade complemented by a modern grey roof. Surrounded by greenery, the yard includes patches of grass and shrubs, with remnants of snow remaining, presenting a serene atmosphere at dusk.

Home in Madison

Sandstone Ranch

4.98 out of 5 average rating, 205 reviews

A charming cabin sits nestled in the woods, showcasing a wooden structure with a peaked roof and inviting front porch. Surrounded by greenery, it offers a peaceful escape with ample outdoor space for relaxation.

Cabin in Meadville

Sweet Solitude

4.97 out of 5 average rating, 206 reviews

An open-concept living space features wood-paneled walls and a warm wooden floor. A spacious sectional sofa is situated across from a large wall-mounted television. A dining area with dark chairs surrounds a long table, and a rustic coffee table made from natural wood is placed on a textured rug.

Cabin in Cortland

Cheerful Cabin-Sleeps 5 - lake views + relaxation

4.93 out of 5 average rating, 181 reviews

A cabin nestled among snowy trees features a wooden deck and railing. Decorative greenery adorns the entrance. Snowflakes fall gently, creating a serene winter scene. A warning sign is visible near the path, indicating caution.

Cabin in Burton

Ma & Pa’s Romantic Cabin Fireplace Outdoor Bath

4.98 out of 5 average rating, 384 reviews

A spacious outdoor area is featured, with a concrete driveway leading to a parked vehicle. A covered patio with metal chairs and a table is visible, while a small dog is seen walking nearby. A privacy fence surrounds the area, adding to its secluded feel.

Guest suite in Erie

Private 2 bedroom suite w/hot tub

Cottage in Fairport Harbor

A welcoming living area is illuminated by natural light from a large window. A light-colored sofa is paired with textured armchairs, providing comfortable seating. A wooden coffee table is centered on a neutral area rug, while nautical decor adds a touch of charm to the space.

4.94 out of 5 average rating, 119 reviews

The View! Hot Tub-Golf Cart-Beaches-Billiards-King

Place to stay in North Perry

4.97 out of 5 average rating, 248 reviews

Melodic Forest-20% off w/enclosed patio

4.91 out of 5 average rating, 197 reviews

A cozy living room area features a stone fireplace with a metal screen. A stack of neatly arranged firewood is displayed beside the fireplace. The space is accented by a soft rug, wood flooring, and a small table with a plant.

Cottage in Linesville

Lake Escape. Cottage with hot tub & fireplace.

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 139 reviews

A modern kitchen features white cabinetry and a marble-topped island with three wooden stools. Stainless steel appliances are included, and a view of the outdoors is visible through the window above a sink. Soft natural light enhances the clean, organized space.

Home in Edinboro

Serenity Lakeside Cottage

4.89 out of 5 average rating, 103 reviews

A rustic cabin is nestled among tall trees, showcasing a welcoming covered porch with red railings. The exterior features a mix of gray siding and a metal roof. Soft evening light is visible through the windows, hinting at a cozy interior.

Cabin in Saegertown

Artist's Cabin on French Creek

4.92 out of 5 average rating, 111 reviews

A still lake reflects the surrounding greenery, creating a serene view. Tall trees frame the scene, and the calm waters are lightly disturbed by ripples. The bright blue sky overhead provides a peaceful backdrop, enhancing the natural beauty of the secluded area.

Cabin in Rome

Quiet Cabin In The Woods

A light blue two-story home features a welcoming front porch with steps leading to the entrance. Large windows adorn the front, allowing natural light to illuminate the interior. Well-maintained landscaping includes small shrubs and a clean pathway, creating an inviting exterior.

4.76 out of 5 average rating, 143 reviews

No Cleaning Fees! Close to Spire/GOTL/Wine Country

4.86 out of 5 average rating, 369 reviews

The image captures a lush, green pasture with several horses grazing peacefully. A wooden fence encloses the pasture, providing a tranquil rural setting, with trees dotting the landscape in the background. The sky is overcast, giving a calm ambiance to the scene.

Farm stay in Chardon

Bonnie's Guesthouse @ Peridot Equine Sanctuary

4.97 out of 5 average rating, 189 reviews

The exterior of the Lakehouse features a charming porch with rocking chairs, framed by well-maintained greenery and flower beds. The house is one story with large windows allowing natural light, and a metal roof adds a rustic touch to the modern design.

Home in Madison

The Lakehouse

The blue exterior of the Cheerful Blue House is set against lush greenery, showcasing a well-maintained lawn. A garden area featuring potted plants enhances the inviting entry. The home features a covered porch with seating and a garage, all under a clear sky.

5 out of 5 average rating, 101 reviews

Cheerful Blue House on Geneva On The Lake

4.92 out of 5 average rating, 464 reviews

A rustic living area is featured with wood-paneled walls and a high, beamed ceiling. A patterned sofa and a recliner are positioned around a decorative area rug. A small electric fireplace adds warmth, while a TV hangs above the central seating. The room is adorned with a Christmas tree.

Cabin in Cortland

Cozy Countryside Cabin Near Multiple Wineries

Family-friendly home rentals with a pool

5 out of 5 average rating, 18 reviews

Lake Life

4.97 out of 5 average rating, 166 reviews

The exterior of the farmhouse showcases a brick facade and a welcoming sign. A spacious front yard is framed by neatly trimmed shrubs and tall trees, while a paved driveway leads to the entrance. A cloudy sky provides a serene backdrop.

Farm stay in Meadville

Luxury Farm Getaway at Sunset Hill

4.91 out of 5 average rating, 298 reviews

A picturesque view of Lake Erie at sunset is captured, with soft hues of orange and pink reflected on the calm water. The scene shows a private beach area with a rocky jetty, and distant figures can be seen enjoying the shoreline.

Condo in Geneva

Lake Erie Condo #108 w/ amazing view & indoor pool

A modern kitchen features beige cabinetry and a large granite island with four high-backed stools. Stainless steel appliances are included, along with a coffee maker and organized kitchen utensils. Natural light enters through a window above the sink, enhancing the space's inviting layout.

5 out of 5 average rating, 28 reviews

Premier 3 Br/3 Ba Beach LEVEL CONDO-L10

4.83 out of 5 average rating, 80 reviews

A hot tub is situated in a spacious backyard, surrounded by trees and grass. Steam rises from the water's surface, indicating warmth. The exterior of the house features blue siding and windows, creating a harmonious outdoor setting.

Home in Ashtabula

Pool|Hot Tub|Game Room|Sleeps 8

An outdoor pool area features a light blue pool surrounded by a spacious concrete deck. Six lounge chairs are positioned along the pool's edge, and a green plant is situated nearby. A secure, black metal fence encloses the area, providing privacy.

4.97 out of 5 average rating, 145 reviews

Wine Country Oasis with Pool & Hot Tub

4.95 out of 5 average rating, 239 reviews

A serene lakefront scene is depicted, featuring a wooden dock extending into calm waters. Soft waves lap against the rocky shore, while a sandy beach leads to the water's edge. The soft hues of dusk are visible in the sky, creating a tranquil atmosphere.

Condo in Geneva

Ground Floor Lakefront Condo- Pool, Beach, Balcony