
Holiday rentals in Portland
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Top-rated holiday rentals in Portland
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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!

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.

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.

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

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 .

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).

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.
Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland

The Guest House | Charming Modern Cottage

The Moontower -Lake Lovers Cabin

The Nottingham Nook

Simple Sanctuary get away

Honeybee House

Summit Lake Guest House

Mid-Ave House

Modern, Quiet, Cozy, & New
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