
Holiday houses in Portland
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Top-rated holiday rentals in Portland
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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!
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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
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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.
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Rustic Lake house with HOT TUB and Pool Table
Come relax in your cozy 1978 Lake House! Conveniently located between Muncie and Hartford City-16 min. from Taylor University, 24 min. from Ball State, 10 seconds from the dock! Enjoy the outdoors-Take out the kayaks, go fishing, enjoy the lake, soak up the sights in the hot tub, then end your night with a campfire! Inside-Shoot some pool on the 1800's pool table, pull out a board game with the family, or just relax in the four-season sunroom while watching the sunset. Enjoy Lake Time!
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Cottonwood Cottage on Grand Lake
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!
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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 .
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The Eagle’s Nest | Historic Riverfront Retreat
Experience The Eagle's Nest, a private two-bedroom suite in The Whiteley House, an 1892 Queen Anne Victorian overlooking the White River. Enjoy a private entrance, off-street parking, full kitchen, spacious living area, and peaceful treetop views. Walk to Minnetrista, the Cardinal Greenway, and downtown, with Ball State just minutes away. Whether visiting for work, family, or a weekend escape, enjoy historic character paired with modern comfort in one of Muncie's most distinctive stays.
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THE STARR LOFT Earlham, IUE, Reid, Relaxing Swing!
Second floor of an 1865 Tin shop, industrial building. High, open beam ceilings & exposed brick walls. Bathroom features a soaker tub plus a lux walk in shower. The kitchen features quartz counters, a large farmhouse sink, really nice appliances and thoughtful touches everywhere. The wifi is excellent. Have issues with stairs? This is not a good choice for you. If you're up for stairs and want a unique slice of history in a hip package then you will not be disappointed.
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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- bath home 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 meet bunnies, geese, goats (including our free-ranging Gertie), emu, peacocks, alpacas, chickens, guinea fowl, and a donkey.
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Carriage House Loft Apartment
Welcome to our recently remodeled Carriage House Loft Apartment! We're happy to share our simple, comfortable, cozy space with you. Refurbished original hard wood floors with updated kitchenette area and bathroom. Charming and convenient, walk two blocks to the Cardinal Greenway & White River trails, and one mile to downtown Muncie! Perfect for 2 people, or a family with small children. Enjoy self-check-in, privacy, & dedicated parking steps from the entrance.
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Quiet Country Corner
Come enjoy the wide open country in our quiet and peaceful guesthouse. Although you will be surrounded by solitude you will be just minutes from several towns. Enjoy the quiet of the surrounding fields and woods along with the beauty of the pond year round. The guesthouse is attached to our home but the garage is in between the two so it is very quiet for everyone. You will have your own private entrance.
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Arcadia Place
Guests will have full access to our newly renovated apartment. Featuring fully furnished 3 bedrooms, 2 full bathrooms with kitchen dining area and living space comfortably decorated for your enjoyment. Located in a quiet duplex apartment in Arcadia village in Decatur Indiana close to US 33. I am usually nearby If guests need anything, but always available by phone or text.
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Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland

The Nottingham Nook
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Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU
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The Grain Shack 1 bedroom apt. in the country
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Mid-Ave House
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Bigfoot Bungalow.
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Business‑Ready Downtown Duplex •High‑Speed WiFi
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Rustic Converted Barn 1- Bedroom open floor plan
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4 Bedroom Home - Hot Tub - Fire Pit
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Destinations to explore
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