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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, 217 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, 140 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, 139 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!

Guest favourite
Home in Muncie
4.92 out of 5 average rating, 130 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
The living room features a green velvet sofa, adorned with decorative cushions. A wall showcases various pieces of local artwork, providing a pop of color. A television sits on a simple stand, with a coffee table positioned in front, enhancing the cozy seating area.
Flat in Old West End
4.91 out of 5 average rating, 154 reviews

Cute Studio in Old West End

Enjoy a budget-friendly experience at this cozy apartment in Muncie's Old West End neighborhood. Close to downtown hotspots and a short hop to BSU/hospital. Perfect for 1-2 guests. Newly renovated and stylish; all art in the apartment is by local artists. *Please note*, there are no exceptions to the “nonrefundable” option if you choose it. Please research our neighborhood before booking - our prices reflect our location in a diverse, populated urban neighborhood that is being revitalized.

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, 198 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
The exterior of a historic brick building is displayed, featuring a prominent awning and colorful artwork in the windows. Decorative plants are arranged beneath the windows, adding a touch of charm. The building is set along a sidewalk, with neighboring structures visible.
Flat in Fairmount
4.96 out of 5 average rating, 227 reviews

Enjoy Nostalgia In James Dean's Hometown

The Rebel Lodge is a fully restored historic brick building located in the heart of James Dean's hometown. lt is right across the street from the James Dean Museum, just around the corner from Main street, and only blocks from The James Dean Gallery. The building will sleep 4-5 with a comfy double bed, a pull out sofa and an additional sofa. It is decorated with fun mid century furniture and decor. Everything is freshly up to date with new furnace, & air conditioning. Please enjoy your stay!

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, 427 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!

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, 361 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, 140 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 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 quaint tiny home, constructed from a grain silo, is nestled among lush greenery. Vibrant pink blossoms adorn a nearby tree, enhancing the serene outdoor setting. A gravel path leads to the home, with an expanse of well-kept grass surrounding the property.
Farm stay in Lagro
4.94 out of 5 average rating, 306 reviews

The Bunkhouse at Love's Hideaway

Come spend time at the ranch enjoy the beautiful 27 acres the views this time of year are Amazing with sunsets and sunrises this Unique stay in the bunkhouse grain bin 15 foot round grain silo that has been transformed into a loft one bedroom tiny home, this tiny home does have natural well water the property is shared with the property owner you have your own seating outside with a fire pit privacy , Come and stay at Love's Hideaway.

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