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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
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, 214 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

Top guest favourite
Home in Berne
4.97 out of 5 average rating, 137 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.

Top guest favourite
The log cabin features an extensive porch with wooden railings, framed by lush green lawns and trees. The multiple gabled roofs and large windows reflect a rustic charm. Warm outdoor lighting highlights the wooden structure, inviting relaxation in the natural surroundings.
Cabin in Celina
4.96 out of 5 average rating, 138 reviews

Heated Pool Open, Hot Tub, Private Theater Retreat

Perfect for families and groups—enjoy pool days, movie nights in the theater, and relaxing evenings around the fire pit or soaking in the hot tub under the stars. Just minutes to downtown shops, restaurants, Grand Lake & Ohio’s Best Hometown attractions. ✔ Private Movie Theater ✔ Heated Seasonal Pool (5/1–10/1) ✔ Hot Tub ✔ 4 Bedrooms + Loft Playroom ✔ Dog-Friendly ✔ Fully Equipped Kitchen ✔ Yard (Fire Pit, Grill, Dining, Lounge) ✔ Smart TVs + Wi-Fi ✔ Free Parking Book now—or tap ❤️ to save!

Top guest favourite
Home in Muncie
4.92 out of 5 average rating, 129 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.

Guest favourite
An open-concept living space features a dining table set for four, with polished plates and glasses. A cozy sofa is adjacent to the fireplace, and the kitchen area includes wooden cabinetry and modern appliances. Natural light filters in through large windows, accentuating the wood paneling.
Home in Hartford City
4.92 out of 5 average rating, 197 reviews

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!

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, 424 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, 285 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 .

Guest favourite
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
4.88 out of 5 average rating, 360 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).

Guest favourite
The cottage features a charming exterior with white siding and black shutters. A welcoming front door is adorned with a seasonal wreath. A small, well-maintained garden surrounds the entrance, with shrubs and a decorative pumpkin adding to the inviting appearance.
Home in Decatur
4.99 out of 5 average rating, 139 reviews

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 that with advanced noticed can be pushed together to make a King bed. 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.

Guest favourite
The exterior of a modern two-story building is showcased, featuring curved architectural elements and large windows. Lush greenery surrounds the property, complemented by a clear blue sky. A robust tree stands prominently in the foreground, providing visual interest to the setting.
Home in Celina
4.94 out of 5 average rating, 113 reviews

2 bedroom all new~remodeled apartment.

Our 2 bedroom space has been completely renovated & features a modern design with all new furniture & appliances. The open concept living room & kitchen are perfect for entertaining, with comfortable & spacious bedrooms. Located in the heart of downtown Celina, just steps away from all the best restaurants, shops, & attractions. Includes everything you'll need for a comfortable stay, including fresh linens & towels, and we offer professional cleaning before and after every stay.

Guest favourite
The dining area features a wooden table surrounded by six chairs, adorned with floral placemats. A potted plant sits at the center of the table. Natural light filters in through a window beside a decorative shelf, enhancing the welcoming setting.
Guest house in Muncie
4.87 out of 5 average rating, 364 reviews

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 - 4 people, or a family with an infant/toddler. Enjoy self-check-in, privacy, & dedicated parking steps from the entrance.

Top guest favourite
A front porch area is visible, featuring two white wicker chairs with blue pillows positioned around a small dark table. A patterned rug lies underneath. A ceiling fan can be seen above, while greenery is present in the background, enhancing the outdoor setting.
Flat in Greenville
4.96 out of 5 average rating, 217 reviews

Cozy one bedroom apartment in a Century old house

This first floor one bedroom apartment is in a quiet neighborhood just 4 blocks from Wayne Hospital, 5 blocks from Darke County Fairgrounds and a short 5 minute walk to Downtown Greenville. It sleep up 4. The living room has a queen size sofa bed. IT has a TV with Spectrum streaming app. WiFi is available. It has a fully equipped kitchen with coffee maker and microwave. Other features include a washer and dryer and free street parking.

Popular amenities for Portland holiday rentals