Holiday rentals in Portland

Heated Pool, Hot Tub, Private Theater & Bike Path

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!

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

The Franklin Green House in the heart of Berne, IN

This beautiful home in the heart of Berne offers plenty of space for the whole family! Picnic at the Clock Tower, walk downtown, or stroll the new sidewalk all the way to Swiss Village. Stay in town to visit relatives, shop a variety of downtown stores, and enjoy the feel of small town life. The full, eat-in kitchen contains everything you need to make your favorite dish. Plenty of dining options are also available in town! Enjoy your stay in Berne and all this quaint Swiss-inspired town offers.

Cozy place next to Cardinal Greenway

Enjoy your stay in Muncie in a spacious two bedroom, one and a half bath right next to a peaceful walking trail. This property is located in a safe and quiet residential neighborhood making it an ideal home for anyone looking for a comfortable place to stay. This home is in a quaint country setting and offers a great amount of space with a large backyard and driveway. Only a 10-minute drive to BSU and IU Health Ball Memorial Hospital. Direct access to the Cardinal Greenway from the backyard.

The Eagles Nest, two bedroom retreat.

Peaceful, centrally-located historic 1892 Queen Anne Victorian home. The Eagle's Nest has private entrance, off street parking, 2 bedrooms, furnished suite on the 2nd floor overlooking White River. Walk 0.6 miles to downtown Muncie, less than 2 miles to Ball State Univ. and 2 blocks to the Bob Ross Experience (Minnetrista). Nearby eatery and brewery options. Just 29 steps to 62-mile Cardinal Greenway, longest trail in Indiana. Might see an eagle hunting along the river too. You will love it!

Bungalow by the Lake

A clean, comfortable spot within walking distance to many of Celina's events, restaurants, clubs and parks. You will have the entire living area to call your own with a full kitchen and laundry if needed. With a view of the lake welcoming you, the Bungalow By The Lake is sure to make your stay in Celina enjoyable, comfortable, and safe. SORRY NO PETS ALLOWED. We are pet lovers ourselves but understand some folks may have allergies so we've dedicated this residence as a NO PET HOME .

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).

The Grain Shack 1 bedroom apt. in the country

If cozy and quiet are what you're looking for, then our guesthouse is the place for you. We are located in the country on an 80 acre farm, but only 1 mile from the highway and 9 miles from town. This beautiful little space is only 6 years old and is furnished with some new and some repurposed items. Our area is located only 14 miles from Berne, In, home to many Amish family owned businesses, 14 miles to Ouabache State Park, and 9 miles to Bluffton and the River Greenway.

Wilderness Creek Farm Tiny House

Escape the hustle and bustle and discover the ultimate farm-stay experience. Perfectly sized for a solo traveler or a couple seeking a peaceful getaway, this cozy 1-bedroom, 1-bathroom suite offers an intimate connection to the heart of the countryside. Sit on the front porch with your cup of coffee and enjoy the view of our farm animals! You will see bunnies, geese, goats (including our free-ranging Gertie), emu, peacocks, alpacas, chickens, guinea fowl, and a donkey.

Green Gables on Main

Located in the heart of Bluffton, Green Gables on Main will provide you and your friends or family with an immaculate, spacious, clean and comfortable place, within walking distance of downtown. Explore the local coffee shop or library, quaint boutiques, brewery, restaurants, Rivergreenway, Oubache State Park and many events held downtown. Whether for business, wedding, a family trip, or any other reason, we hope to be your home away from home.

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.

Cheerful 2 Bedroom Cottage on 5th in Decatur IN

Quaint cottage style 2 bedroom home located in the downtown area of Decatur IN. This home has a master bedroom with a comfortable queen bed that sleeps 2. Blackout curtains and vintage cottage decor. The second bedroom has two plush twin beds. There is a fully stocked kitchen and a washer and dryer to do laundry. The private patio is a nice spot to relax in the morning with coffee or to wind down at sunset.