Holiday houses 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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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, 219 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

ValueFamilyKitchen

Guest favourite

An open living area is shown with a view of the kitchen in the background. Comfortable black recliners are positioned to face a wall adorned with decorative art. A dining area with a table and chairs is visible through a wide doorway, enhancing the spaciousness.

Apartment in Sidney

4.83 out of 5 average rating, 40 reviews

Nana’s NooK is Lavish CK IT OUT!

Don’t pass up this unique, quiet, stylish 2 bedroom 1 1/2 bath apt. This modern day place is ready for you to take it easy. It has all the comforts of home which is fully furnished. Being equipped with two baths, it makes it easy to go to work, or a night out, or get ready for traveling the next morning. When you get here you may just want to stay in with this fully equipped kitchen. Don’t forget with two smart TVs you can recline back, relax and take in a movie. This place has all the feels. 🥰

ValueFamilyHospitality

Guest favourite

The modern living area features exposed brick walls, two large windows allowing natural light, and a sectional sofa accompanied by minimalist chairs. A sleek kitchen island with bar seating is visible, while warm wooden flooring complements the design.

Apartment in Sidney

5 out of 5 average rating, 19 reviews

The Garage - Par 3

Tee off in style with our pro-grade 16' UNEEKOR Golf Simulator in the shared first-floor entertainment area, featuring a slick retractable garage door. Upstairs, your private 1-bedroom apartment, built for couples or solo travelers, offers a king-size bed, custom tile shower, high-speed Wi-Fi, two massive 75" smart TVs, in-unit washer/dryer, and a stainless steel kitchen with free K-cup coffee. Grab your spot for an epic downtown escape and pair it with our other unit, ‘Garage Par 2,’ on Airbnb.

LocationValueIndoor spaces

Top Guest favourite

A bright living area is furnished with a spacious sectional sofa adorned with accent pillows. A cozy armchair in a warm color complements the space. A round coffee table sits in the center, while sunlight streams through large windows, enhancing the inviting atmosphere.

Home in Celina

4.98 out of 5 average rating, 101 reviews

Cottonwood Cottage on Grand Lake, Colorado

Grand Lake areas newest, cozy and modern cottage with a boat dock, fire pit, screened in porch and hot tub- all in a peaceful and private setting. Comfort and cleanliness are our top priority and you will feel instantly at home! Rent a pontoon from next door, Lakeshore Marina. Stroll or bike for miles from the Franklin Township bike path situated just around the corner & end your day with the best pizza on the lake at the nearby iconic Shingle Shack bar and restaurant. Lake life awaits you!

FamilyLocationKitchen

Top Guest favourite

A spacious home is presented in a scenic outdoor setting, with a charming garden of vibrant flowers in the foreground. The building features a combination of textured stone and siding, framed by a serene sunset sky that enhances the peaceful ambiance.

Guesthouse in Versailles

4.98 out of 5 average rating, 282 reviews

French B&B - Lower Level Apt w/ 2 bedrooms

The French Bed & Breakfast is nestled in the charming town of Frenchtown, Ohio. This B&B has been operating since 1999 and has accommodated many guests coming to visit Darke County. Lower level of our house - it has spacious and quaint accommodations for a reasonable rate. Included: Continental Breakfast, kitchen, great room & patio. Guest rooms on lower level: 2 bedrooms - can be rented individually or as a 2 bdrm apartment (pricing varies based on events - min $75 ea bdrm).

LocationValueAccuracy

Guest favourite

The exterior of a single-story home is presented, featuring a welcoming front porch and a landscaped yard. The house is characterized by a light-colored facade with a medium-pitched roof, and a driveway leads to an attached garage.

Home in Wapakoneta

4.95 out of 5 average rating, 219 reviews

Cozy Home w\ Garage

Welcome to this charming and conveniently located home, nestled in the small town of Wapakoneta. Whether you're here for work or leisure, you'll love being just minutes from local dining, shopping, parks, and more. This cozy retreat offers all the comforts of home, including a fully equipped kitchen, comfortable living spaces, and thoughtful touches throughout. Perfect for travelers looking to stay connected to the best of the area while enjoying peace and privacy.

LocationValueDecor

Guest favourite

A historic building features a red brick exterior with a distinct green-tiled roof. Large windows with white frames allow natural light to illuminate the storefront below, which displays local businesses and a welcoming atmosphere. Nearby, a parked pickup truck enhances the urban scene.

Loft in Wapakoneta

4.92 out of 5 average rating, 157 reviews

Loft in historic downtown Wapakoneta

Whether you're travelling for business or pleasure, we have the perfect spot located in historic downtown Wapakoneta. About a mile and a half from both US Route 33 and I-75. Our Loft (20 steps up to be exact) hosts an updated interior featuring Wifi, USB charging outlets even a Bluetooth bathroom! You will find this space to be luxurious and inviting with a queen size suite and two 50 inch Smart TV’s Thank you for considering us! Jason&Yolanda Sean&Jo

ValueLocationAmenities

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, 961 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.

ValueFamilyComfort

Top Guest favourite

A small outdoor seating area is visible, featuring a round table covered by a green umbrella. Two chairs are positioned around the table on a patterned rug, with a grill nearby, enhancing the outdoor dining experience.

Home in Wapakoneta

4.98 out of 5 average rating, 266 reviews

Buchanan St Retreat w/patio and fire pit

This charming home is in a quiet neighborhood with a cozy firepit, outdoor grill and spacious patio and deck area. The inside has everything you will need for a comfortable nights stay. There is ample parking on the street and off street parking in the driveway . Wapakoneta has a charming downtown with many shops and restaurants. You can enjoy a summer festival, outdoor concert or visit the Neil Armstrong air and space museum.

LocationValueDecor

Guest favourite

A modern two-story building is framed by lush greenery and mature trees, featuring a mix of dark wood and stone accents. Large windows provide natural light, while a curved pathway leads to the entrance, enhancing the inviting exterior.

Apartment in Tipp City

4.91 out of 5 average rating, 241 reviews

Heartland - 2nd Floor Upper Level

Kick back and relax in this calm, stylish space. 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.

FamilyValueParking

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, 158 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!

LocationValueView

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

4.94 out of 5 average rating, 163 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!

LocationValueHot tub