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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
4.89 out of 5 average rating, 209 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
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, 136 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, 137 reviews

Resort-Style Heated Pool & Hot tub Log Cabin

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
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, 420 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, 280 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, 359 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
4.97 out of 5 average rating, 274 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).

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, 136 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, 111 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.

Top guest favourite
The exterior of a single-story home is presented, featuring a welcoming front porch and a landscaped yard. The house is characterized by a light-colored facade with a medium-pitched roof, and a driveway leads to an attached garage.
Home in Wapakoneta
4.96 out of 5 average rating, 204 reviews

Cozy Home w\ Garage

Welcome to this charming and conveniently located home, nestled in the small town of Wapakoneta. Whether you're here for work or leisure, you'll love being just minutes from local dining, shopping, parks, and more. This cozy retreat offers all the comforts of home, including a fully equipped kitchen, comfortable living spaces, and thoughtful touches throughout. Perfect for travelers looking to stay connected to the best of the area while enjoying peace and privacy.

Top guest favourite
A well-maintained exterior view of a modest structure featuring a green roof and light-colored siding. The entrance is framed by a wooden deck with a railing, accompanied by landscaped stones and decorative elements, including small sculptures and shrubs. Natural light highlights the inviting entryway.
Farm stay in Greens Fork
4.96 out of 5 average rating, 195 reviews

A country night under the stars!

Get away from it all when you stay under the stars. Join us for a peaceful country stay, close enough to drive to nearby shopping and dining, and far enough to hear the crickets and see the stars. Your cozy place will include a kitchenette, coffee pot, microwave & TV. The dining area inside or on the attached deck, full size bed & full bath with shower. Only 3.9 miles from Interstate 70. Should you choose to use 100-foot zipline to exercise your pet.

Top guest favourite
Cottage in Lewisburg
4.98 out of 5 average rating, 199 reviews

The Cottage Retreat

Whether you are looking for a place to spend some time or just passing through we think you’ll find it quite lovely here. We are just 5 mile off of I70 and centrally located among many places of interest. Go out or stay in. The outdoor living space is pretty spectacular! Private, with a hot tub, fire pit (wood provided), turf to play corn hole. Inside delivers all the comforts of home with full kitchen, laundry, workspace and cozy fireplace.

Popular amenities for Portland holiday rentals