Holiday rentals in Anna

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Top-rated holiday rentals in Anna

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

A heated swimming pool glistens under the sun, surrounded by a spacious deck featuring a dining area with an umbrella. The log cabin's exterior with wooden accents and balconies is seen in the background, framed by lush greenery.

Cabin in Celina

4.97 out of 5 average rating, 150 reviews

Heated Pool Thru Oct 1 + Hot Tub & Theater

Perfect for families and groups! Hosted by Comfort Acres Vacation Rentals, enjoy pool days, movie nights in the theater, and fun evenings around the fire pit or hot tub under the stars. Minutes from downtown, restaurants, Grand Lake & Ohio’s Best Hometown attractions. ✔ Private Theater ✔ Heated Seasonal Pool (05/01 - 10/01) ✔ Hot Tub ✔ 4 Bedrooms + Kid-Friendly Loft Playroom ✔ Dog-Friendly ✔ Full Kitchen ✔ Fire Pit & Grill ✔ Hi Speed Wi-Fi & Smart TVs ✔ Free Parking Book now—or tap ❤️ to save!

Top guest favourite

A cozy bedroom features a spacious bed adorned with neutral bedding. A wooden accent wall complements the room's warm tones, while natural light streams through a window beside a cushioned nook. Two wooden closets are visible, adding to the room's inviting appeal.

Cottage in Russells Point

4.95 out of 5 average rating, 166 reviews

NEW! ❤️ The Pointe House ❤️ LAKE VIEW & BOAT DOCK

Welcome to The Pointe House! Brand new remodeled home located in the heart of Russell's Point w/ fabulous lake views and boat dock for guests to use. Cozy is an understatement! Walk next door to Jack n Dos pizza & ice cream shop! Stunning remodel, original decor. 3 BRs, 2 FULL BATHS! Comfortably sleeps 6! Quartz Counters, Recessed Lighting, Electric Fireplace. Amenities include 4K HD TV w ROKU. WI-FI, Keurig Coffee Maker w/ Complimentary K-Cups, Microwave, Fridge, Range, Fully Furnished Kitchen.

Guest favourite

A cozy sleeping area is defined by a soft white bed adorned with decorative pillows. Warm light is provided by unique hanging fixtures. A wooden table displays an arrangement of fruits and snacks alongside elegant candle holders, creating a welcoming and intimate setting.

Tower in Pleasant Hill

4.9 out of 5 average rating, 231 reviews

Kick Cancers Ass With A Stay

Unique. For a Cause. Fun. A place where your stay truly counts! Your stay… Enjoy a night(s) away in an old grain elevator silo that now is home to a fully open concept layout with the most comfortable bed, a soaking tub of your dreams, handmade exposed copper piping & every detailed covered for the perfect getaway! The Cause… 20% of every nights stay goes to Pink Ribbon Good helping local ladies fight cancers. On Site… Coffee & Ice Cream Shop Axe Throwing Sand Volleyball Yard Games Boutiques

Superhost

A charming wooden cottage is framed by tall trees, offering a rustic appearance. A welcoming entrance features large windows and seasonal decor. A low railing leads to the front door, while a sign indicates the property is available for rental.

Cottage in Minster

4.74 out of 5 average rating, 298 reviews

Best Cottage on Lake Loramie!

Nicest place on beautiful Lake Loramie. Lake front view from the living area. The Fort Loramie state park is right across the road. This park offers over 400 acres and 1655 acres of land to explore complete with a beach. Our State Park is one of the original canal feeder lakes with more than eight miles of hiking trails that follow a portion of the Miami-Erie Canal. Kayaking is a big hit at Lake Loramie also! Everything you need for a getaway. Other rentals also available!

Top guest favourite

A charming log cabin is set among lush greenery, showcasing a vibrant red exterior and a green metal roof. A welcoming porch is furnished with seating, while a stone path leads to the outdoor space, surrounded by trees in a natural setting.

Cabin in Urbana

4.99 out of 5 average rating, 981 reviews

The Cabin at Maple View - Accepting Reservations

We are open for guests! The Cabin at Maple View is located a quarter mile off of the highway down a long twisting driveway. It is tucked back in the woods and away from it all. You notice the Amish craftsmanship as soon as you arrive. You are surrounded by 80 acres of manicured woods and a huge yard. The environment is welcoming. The atmosphere is warm. Call it your home for a night or for an extended stay. It is beautiful no matter the time of year.

Top guest favourite

A rustic two-story home is nestled among lush greenery, featuring a wooden deck with an umbrella. A stone pathway winds through natural landscaping, leading to the entrance, while trees frame the peaceful setting, enhancing the connection with nature.

Flat in Tipp City

4.88 out of 5 average rating, 303 reviews

Heartland - Ground Level, 1st Floor

Take it easy at this unique and tranquil getaway. We invite you to exlore this hidden gem just outside of Tipp City, OH. Guests will enjoy a private bedroom, bathroom, kitchen, living area, and designated patio space all to themselves. Guests will enjoy the tranquil atmosphere and beautiful natural landscape with nearby biking or hiking trails. Grill out, make a fire, enjoy peaceful walk on the labyrinth and so much more.

Guest favourite

A round yurt cabin is framed by vibrant trees, with a wood deck and stairs leading to the entrance. Two white chairs are positioned on the deck, inviting relaxation amidst the natural surroundings.

Yurt in Zanesfield

4.96 out of 5 average rating, 163 reviews

Yurt by the Osage-110 acres to enjoy

This yurt cabin is your perfect getaway! Tucked away in the woods with 110 acres out your back door, you are invited to unwind and enjoy nature. This space is bathed in natural light, streaming through the big windows and 5 ft ceiling dome. Enjoy the visual rhythm of the ceiling and the unique aesthetic of a round yurt cabin that is unlike anything you've experienced!

Guest favourite

An outdoor entertaining area is surrounded by wooden fencing, featuring a shaded seating space with a sectional sofa. A hot tub is positioned nearby, and a grill is present. Colorful outdoor rugs and string lights create a relaxed ambiance.

Home in Lakeview

4.92 out of 5 average rating, 173 reviews

Serene Silo & Spa

Experience the ultimate couples retreat in our completely remodeled cottage featuring a charming grain bin gazebo and a relaxing hot tub. Unwind in style amidst private, serene surroundings, blending rustic charm with modern comfort. Just a 3-minute walk to Chippewa Marina and boat dock, with plenty of parking for your vehicle and boat, your perfect retreat awaits!

Top guest favourite

A hot tub filled with bubbling water is visible in the foreground, positioned next to a grassy area leading to the lake. A shaded pavilion and several boats can be seen along the water's edge in the background, alongside a clear blue sky.

Cabin in Russells Point

4.97 out of 5 average rating, 105 reviews

Lake• Waterfront• Dock• Hot Tub• Kayaks• Woody’s

Lakefront cabin on Indian Lake with a private dock, hot tub, kayaks, paddleboat, and a lively outdoor bar with swings and a dart board. Enjoy sunrise paddles, evenings by the fire pit, and easy walks to Woody’s Diner and local shops. A cozy, adventure‑ready getaway perfect for families, couples, and groups wanting fun, relaxation, and true waterfront living!

Guest favourite

The Romantic Guest House, designed in Tudor style, is set against a backdrop of lush greenery. Its stucco exterior features wooden doors and large windows. Surrounding pathway is lined with grass and decorative lampposts, inviting guests to explore the picturesque estate.

Guest house in Piqua

4.91 out of 5 average rating, 270 reviews

Romantic Guest House at The Orrmont Estate

Old world feel of a Romantic Guest House at the historic Orrmont Estate. Built in 2019, it is a classic Tudor style, furnished in antiques, with all modern conveniences including WiFi and a smart TV. The beautiful Juliet balcony doors open so you can enjoy a breakfast overlooking the property. The windows are reflective on the outside for complete privacy.

Guest favourite

An inviting loft space is presented with a comfortable couch and a wooden coffee table. Two armchairs are positioned nearby, providing additional seating. A television is mounted on the wall, and natural light enters through a window, enhancing the cozy atmosphere.

Home in Wapakoneta

4.94 out of 5 average rating, 180 reviews

Comfortable 3 Bedroom Home | Free Parking | WIFI

Relax with the whole family at this peaceful place to stay. Comfortable 3 bedroom, 2 bath home with Wi-Fi. 2 separate living room spaces. Outdoor spaces include patio and firepit. Private and street parking available. Short walk to downtown shops, bars, restaurants and more! Perfect place to stay while discovering all Wapakoneta has to offer!

Top guest favourite

The exterior of Scenic Grace Cabin features a warm, orange-red wooden facade. A large welcoming sign prominently displays its name and establishment year. Decorative wall sconces are installed on either side of the windows, enhancing the inviting entrance.

Cabin in Conover

4.95 out of 5 average rating, 561 reviews

Scenic Grace Cabin- Peaceful & Wooded Lake View

Nestled behind Kiser Lake, in a peaceful and wooded setting, is Scenic Grace Cabin. You are welcomed with your own private drive that leads you to a picturesque cabin, filled with all the amenities that you will need during your stay, including a new hot tub. The cabin is nestled within a small neighborhood within Kiser Lake State Park.