Vacation rentals in Portland

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Top-rated vacation rentals in Portland

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Guest favorite

Home in Upland

5.0 out of 5 average rating, 190 reviews

Brick House Upland

Intentionally designed for short term stays, Brick House Upland is set to welcome you to Upland for your visit to Taylor University, Ivanhoes, Upland, or all that Grant County has to offer. With comfort a hotel cannot offer, we hope this welcoming space will allow you to relax and connect with your family and friends. Rates for most nights begin at $95 and increase for select and premium weekends. Use the search bar at the top of the page to start booking now. *Please note: Most weekends require a two night minimum

Jul 14 – 21

G$22,592 GYD per night

Guest favorite

Home in Huntington

4.97 out of 5 average rating, 376 reviews

⭐A Hidden Gem⭐ King Bed, Hot Tub, Couples Getaway!

-YEAR ROUND Hot Tub w/ privacy fence (yes, it's *that* private) - King Size Bed -Queen pullout sofa bed (living room) -100 MBPS Internet -Two TVs w/ Netflix, Hulu, & more -630 sqft apt/guest house -Washer/dryer -Off St. parking -Fully equipped kitchen -Extra blankets, towels, pillows, etc Also: -10 min to Huntington Reservoir - walking trails, gun range, fishing, etc -10 min from Two EEs winery -20 min to Hanging Rock & waterfalls at Kokiwanee Nature Preserve -See our GUIDEBOOK for much more!

Aug 1 – 8

G$23,629 GYD per night

Guest favorite

Guest suite in Muncie

4.97 out of 5 average rating, 220 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!

Feb 17 – 24

G$15,684 GYD per night

Guest favorite

Tiny home in Fort Wayne

4.97 out of 5 average rating, 561 reviews

The Tiny Shed Glamping-Beautiful Country Escape

Welcome to the prettiest little tiny home in Fort Wayne! Nestled next to the woods, our guests enjoy a quiet, country getaway to escape all the busy of the city life! The stunning 9-foot windows in the bedroom give you the feel of sleeping in the woods, yet you have total privacy! We have recently renovated this sweet little shed, adding on a beautiful bedroom and a private bath just out side the door. SPECIAL NOTE: We were listed as the most unique Airbnb in Indiana by House Beautiful-2022!

Nov 6 – 13

G$21,409 GYD per night

Guest favorite

Home in Celina

4.97 out of 5 average rating, 200 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 .

Feb 12 – 19

G$23,202 GYD per night

Guest favorite

Guesthouse in Versailles

4.97 out of 5 average rating, 176 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).

Sep 15 – 22

G$25,491 GYD per night

Guest favorite

Farm stay in Ottawa

4.95 out of 5 average rating, 164 reviews

The Granary

The Granary at Pierman Homestead farm is a unique and spacious home. Set on a small farm in the country, the it was converted from barn to cottage in the late 1990's. The home overlooks a farm pond and grazing pasture. Pets are allowed (for fee) and our dog and cats may stop by to visit. Great for families coming home to visit, or looking for a place to get away. Great for travelers visiting the Gilboa Quarry. Parties and events are “not allowed” per AirBNB policy.

Sep 25 – Oct 2

G$24,819 GYD per night

Guest favorite

Guesthouse in Muncie

4.99 out of 5 average rating, 149 reviews

Burlingwood Guest House

You will feel a welcome peace when you enter the private wooded 6 acre property off of Burlington Drive. In a peaceful country setting just south of Muncie you'll enjoy our cozy and comfortable Guest House on this historic property. The setting includes a spacious patio, perfect for enjoying a cup of coffee surrounded by nature. Burlingwood is less than 10 minutes from Prairie Creek Reservoir, the Red Tail Nature Preserve, biking trails, and downtown Muncie.

Mar 28 – Apr 4

G$17,470 GYD per night

Guest favorite

Home in Muncie

4.99 out of 5 average rating, 137 reviews

The BALL House

Completely remodeled 2 bedroom home near Ball State University. Walk to events, classes & activities. Comfortable furnishings, plenty of natural light. Living room, kitchen is fully equipped with all the necessary appliances and cookware for preparing meals at home. Comfortable bedrooms, backyard with patio. Easy access to public transportation & local shops/restaurants. Perfect for families or friends visiting the University. Have a Ball in the BALL house.

Jul 14 – 21

G$21,019 GYD per night

Guest favorite

Cottage in Upland

4.84 out of 5 average rating, 569 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!

Dec 4 – 11

G$24,196 GYD per night

Guest favorite

Apartment in Greenville

4.98 out of 5 average rating, 126 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.

Nov 28 – Dec 5

G$16,136 GYD per night

Guest favorite

Guesthouse in Ossian

4.96 out of 5 average rating, 247 reviews

Quiet Country Corner

Come enjoy the wide open country space 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.

Oct 7 – 14

G$15,698 GYD per night