Family-friendly holiday rentals in Ashtabula

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Top-rated family-friendly rentals in Ashtabula

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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A comfortable living area features a large brown sectional sofa and a patterned area rug on hardwood flooring. Natural light enters through large windows, illuminating a wooden coffee table and a side chair. A wooden cabinet adds storage and character to the space.
Home in West Springfield
4.79 out of 5 average rating, 520 reviews

The Little House on Sanford

Our guest house is next door to our home and farm. A one-story, 2 bedroom with a newly remodeled bathroom and cottage style amenities is simple but includes some more modern touches for entertainment a comfort. Trails through the field and woods are available during the Summer and hunting off-season. Pets are welcome but must be leashed at all times when outdoors. This area gets a significant amount of snow during the Winter but is right off the highway and a straightforward drive to Lake Erie.

Top guest favourite
The image presents a collage of four spaces within the townhome. A cozy living room is shown with comfortable seating, a coffee table, and natural light. A well-appointed bedroom features a spacious bed with a decorative throw. The dining area is inviting with a wooden table and six chairs. The kitchen is modernly equipped with stylish fixtures.
Townhouse in Ashtabula
5 out of 5 average rating, 134 reviews

Warm Winter Escape | Cozy Comfort @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!!

Guest favourite
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
4.87 out of 5 average rating, 105 reviews

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 .

Top guest favourite
Guest house in Chardon
4.96 out of 5 average rating, 289 reviews

Chardon Loft

Large private 2nd floor studio style living area with queen size bed, couch, table/chairs, TV, refrigerator, microwave, hot plate, NO OVEN OR STOVE TOP, sink, large shower, A/C, heat, washer and dryer, and deck. Wifi internet is provided. The television has Netflix. No cable channels. The furnace is nontraditional. It is not located in a closet. The noise when running and starting will be louder than normal during winter months. Ear plugs are available for those that are noise sensitive.

Top guest favourite
The exterior of the cottage is shown at dusk, with warm lights illuminating a screened-in porch. Multiple glass windows reveal a cozy interior featuring a seating area with decorative elements. The surrounding yard is partially visible, showcasing lush greenery.
Cottage in Conneaut
4.88 out of 5 average rating, 418 reviews

Charming Cottage Overlooking Lake Erie

This 1930s vacation cottage sits atop a bank overlooking the Lake providing an extraordinary respite from the hustle and bustle of big-city life. Relax listening to the waves, watch lake freighters pass in the night, watch for eagles overhead. From a recent guest, "Spectacularly cozy & clean with amazing views!!" The cottage: a porch with a spectacular view, clean, comfortable, vintage with modern amenities, great WiFi and a fully-equipped kitchen! Open all year; amazing off-season rates.

Top guest favourite
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
4.98 out of 5 average rating, 158 reviews

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!

Top guest favourite
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.
Flat in Madison
4.95 out of 5 average rating, 241 reviews

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

Guest favourite
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
4.95 out of 5 average rating, 103 reviews

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!

Guest favourite
The A-Frame cabin stands among towering trees, showcasing its distinct triangular shape and large front deck. Surrounded by lush greenery, the wooden façade and black accents blend harmoniously with the natural environment, creating a sense of privacy and seclusion.
Cabin in West Farmington
4.9 out of 5 average rating, 736 reviews

The Triangle: A-Frame Cabin for your city retreat

Cabin retreat in the Village of West Farmington. This 400 sq. ft. A-Frame cabin is perfect for a weekend away from the city to relax, rejuvenate, and rest. The welcoming nature of the cabin is immediately apparent when you walk in - the wood-burning stove, the exposed beams throughout, and the many small details will draw you in to your weekend home. Brand new deck in Fall 2024! Extremely close to The Place at 534.

Guest favourite
A historic two-story house features a covered front porch with white railings, adorned with seasonal decorations. Two blooming trees add color to the front yard, while manicured grass and a paved pathway lead to the entrance. The exterior showcases classic architectural elements.
Guest suite in Geneva
4.96 out of 5 average rating, 226 reviews

Lorentus' Century Home

Enjoy the charm of our century home built in 1884. Close to antique shops and downtown Geneva and ten minutes to Geneva-on-the-Lake and many local wineries. Enjoy your morning coffee on the front deck. The space offers a stocked kitchenette for light meals, full bathroom with a shower and a large bedroom/living area with an adjustable queen sized bed, internet, smart TV with HDMI cable. (No cable television).

Guest favourite
A cozy living area features a black futon and two red armchairs, providing comfortable seating. Natural light enters through the window draped with light curtains. A television is mounted on the wall, and a lamp adds subtle illumination, enhancing the space's inviting feel.
Cottage in Geneva
4.84 out of 5 average rating, 113 reviews

Chardonnay Cottage | Walk to Strip + Pet-Friendly

🛏 2 queen beds • Sleeps 4 comfortably 🍽 Full kitchen + cozy living space 🌿 Front porch with lounge seating 📺 Smart TV • Wi-Fi • A/C + heat 🐾 Pet-friendly for your furry friends 📍 Walk to Geneva-on-the-Lake Strip + winery shuttle across the street The Chardonnay Cottage is your peaceful base to enjoy wine country, beach days, and lakeside memories—just far enough from the action for restful nights.

Guest favourite
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
4.97 out of 5 average rating, 271 reviews

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

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Quick stats about holiday rentals that are family-friendly in Ashtabula

  • Total holiday rentals

    Explore 50 holiday rentals in Ashtabula

  • Nightly prices starting at

    Ashtabula holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,440 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Ashtabula holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ashtabula rentals

  • 4.9 Average rating

    Ashtabula stays are highly rated by guests – averaging 4.9 out of 5!