Holiday rentals in Portland

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Top-rated holiday rentals in Portland

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

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Top guest favourite
Cabin in Celina
4.96 out of 5 average rating, 142 reviews

Heated Pool, Hot Tub & Private 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 living area is showcased with a light gray sofa and a matching accent chair. A patterned ottoman sits in the center, while a small side table with a lamp is positioned nearby. Natural light flows through large windows, enhancing the inviting atmosphere.
Home in Bluffton
4.96 out of 5 average rating, 164 reviews

Central House is home away from home!

Charming 4 bedroom home! Weekly and monthly discounts! Plenty of room for 8 guests. The comfortable living and dining room is a perfect space to gather with family and friends. Grilling on the patio is a great way to enjoy the quiet fenced back yard. Central location, within walking distance of downtown Bluffton, 3 blocks from the hospital. Enjoy a short walk to the coffee shop, brewery and downtown boutiques. River Greenway trail is a few blocks away following the beautiful Wabash River.

Top guest favourite
A warm and inviting living room is reflected in a round mirror. Comfortable orange couches are positioned with light cushions, while a floor lamp and potted plants add to the decor. Natural light filters through the windows, enhancing the tranquil space.
Home in Berne
4.97 out of 5 average rating, 142 reviews

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.

Guest favourite
An open floor plan showcases a rustic barn interior with wooden beams and spacious living areas. A cozy seating arrangement is positioned at the forefront, featuring soft cushions. A dining area is visible in the background, accompanied by a well-equipped kitchen with modern appliances.
Guest house in Albany
4.82 out of 5 average rating, 85 reviews

Rustic Converted Barn 1- Bedroom open floor plan

Enjoypeacefull country living with the whole family at this rustic converted barn with full modern conveninces. Enjoy your morning coffee taking in the view looking out over the stocked bass pond. Cool off in the afternoon with a swim in the pool or relax in front of the TV taking in your favorite netflix serries. This one bedroom open floor plan apartment has a full kitchen huge deck with a convient grill. Enjoy the evening sitting around the large firepit listening to the sounds of country

Top guest favourite
Home in Muncie
4.92 out of 5 average rating, 135 reviews

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.

Top guest favourite
A serene bedroom features a spacious bed with soft linens and decorative pillows. A reading chair is positioned next to large windows, allowing natural light to illuminate the room. A decorative sign and plants add subtle character to the calming atmosphere.
Guest suite in Muncie
4.97 out of 5 average rating, 440 reviews

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!

Top guest favourite
A spacious living area is presented with light-colored walls and large windows that allow natural light to fill the room. Comfortable seating includes a beige armchair and a patterned sofa, positioned around a decorative area rug. A ceiling fan contributes to the room's airy feel.
Home in Celina
4.98 out of 5 average rating, 290 reviews

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 .

Superhost
A timber-framed home is set within a lush landscape, featuring a tranquil swimming pool surrounded by vibrant shrubs and greenery. Two lounge chairs are positioned near the pool, while trees provide shade. The exterior of the home showcases a green metal roof against a clear blue sky.
Guest house in Eaton
4.87 out of 5 average rating, 366 reviews

Cozy Pool House in the Country on 25 acres

The pool house is close to Muncie, Indiana and Ball State and Taylor Universities. We are also only about 5 miles from Barn on Boundary and have hosted several wedding parties. You’ll love our place because of the location, it feels like a secluded lodge. The timber frame structure is unique and has all the comforts of home. It has a very open floor plan and is very quiet and peaceful. It is good for couples, solo adventurers, families (with kids), big groups, and furry friends (dogs).

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.
Guest house 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).

Top guest favourite
The kitchen area features dark wooden cabinets and stainless steel appliances, including a refrigerator and microwave. A cozy seating area contains a plush black armchair and a gray sofa. A dining table is set with plates, and natural light filters through the window.
Guest house in Keystone
4.96 out of 5 average rating, 25 reviews

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.

Top guest favourite
Tiny home in Selma
5 out of 5 average rating, 34 reviews

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.

Top guest favourite
A charming two-story house with light gray siding features a white front porch and decorative shutters. A wide pathway leads to the entrance, bordered by neatly manicured grass and vibrant planters. Lush trees provide a natural backdrop to the serene setting.
Home in Bluffton
5 out of 5 average rating, 122 reviews

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.

Popular amenities for Portland holiday rentals