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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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Guest favourite
An outdoor fire pit is surrounded by six green adirondack chairs, resting on a bed of gravel. A spacious lawn is visible, with trees providing natural serenity in the background. The cabin is seen in the distance, accompanied by a seasonal saltwater pool.
Cabin in Celina
4.96 out of 5 average rating, 126 reviews

Rustic Gem | Seasonal Pool, Theater & Dog Friendly

Escape to Brown Bear Log Cabin - your peaceful retreat in the woods. It promises a relaxing retreat just a few minutes from local restaurants, shops, breweries, exciting attractions, and natural landmarks. ✔ Movie Theater ✔ Heated Seasonal Pool (Open Late May to Late Sept) ✔ Loft Playroom ✔ Living Area ✔ Fully Equipped Kitchen ✔ Workspace ✔ Yard (Fire Pit, BBQ, Dining, Lounge) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Bike Path (0.25 miles away) ✔ 4 Comfortable Bedrooms Learn more below

Superhost
A spacious living room features a light-colored sofa and two matching armchairs, designed for comfort. A dark wood coffee table sits in the center, accompanied by two cups and a decorative fruit bowl. Natural light streams through the windows, highlighting the patterned area rug.
Flat in Old West End
4.94 out of 5 average rating, 180 reviews

Downtown Old West End-Fun central local with porch

This apt. is one of my favorite spaces. We used to live here and I think you will find it to be a relaxing and comfortable place to spend your time in Muncie. We've provided the basics so that it can be your home away from home: fully functioning kitchen, coffee options, hi speed internet, towels, shampoo, conditioner, soaps, bedding, roku with tv, and board games. 1/2 mile to shops & dining or a walk along the river, 1 mile to BSU. Close the day grilling out while you watch the gorgeous sunset.

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, 127 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.

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, 139 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.

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, 377 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
4.97 out of 5 average rating, 269 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 .

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, 257 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).

Top 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, 123 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.

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
4.95 out of 5 average rating, 151 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
A fully stocked kitchen is visible, featuring white cabinetry and a stainless steel stove. Above the sink, a window allows natural light to illuminate the space. A coffee maker and additional appliances are present, along with a small black and white checkered rug on the floor.
Home in Upland
4.86 out of 5 average rating, 687 reviews

Cottage on 2nd NO Cleaning Fee Close to Taylor U.

No cleaning fees with your help! This is a quiet cottage getaway. Nestled in Upland, close to Taylor University, Indiana Wesleyan, and Ball State, this is a convenient location to have a relaxing stay. The cottage has two bedrooms, one bath, a fully stocked kitchen, and indoor/outdoor space to gather. You are welcome to enjoy a campfire in the yard or sit on the porch and enjoy the sunset. Come stay with us and enjoy all that Upland has to offer!

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, 197 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.

Top guest favourite
A light-filled bedroom features a full bed dressed in soft linens, complemented by decorative pillows. A rug adds warmth to the wooden floor, while bookshelves and plants enhance the inviting atmosphere. Large glass doors open onto a balcony, offering views of the outdoors.
Guest house in Fort Wayne
4.98 out of 5 average rating, 211 reviews

The Palomino - Centrally Located Loft Apartment

At the Palomino you are close to everything Fort Wayne has to offer! This studio loft apartment is filled with light, warmth and feels almost like a tree house. This space is full of charm, plants and coziness. You are minutes from downtown, Purdue Campus, Memorial Coliseum, Indiana Tech, Target, Glenbrook Mall, grocery stores, coffee shops, ice cream shops and amazing restaurants!

Popular amenities for Portland holiday rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Jay County
  5. Portland