Vacation rentals in Portland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Portland

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Home in Huntington
⭐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!
Nov 28 – Dec 5
$104 per night
4.97 out of 5 average rating, 371 reviews
Guest favorite
Guest suite in Muncie
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!
Oct 16 – 23
$66 per night
4.97 out of 5 average rating, 211 reviews
Guest favorite
Tiny home in Fort Wayne
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!
Aug 16 – 23
$86 per night
4.97 out of 5 average rating, 551 reviews

Popular amenities for Portland vacation rentals

Other great vacation rentals in Portland

Guest favorite
Guest suite in Muncie
Cozy One bedroom duplex
Jun 20 – 27
$86 per night
4.96 out of 5 average rating, 138 reviews
Guest favorite
Home in Marion
Selby Street Suite
Jul 1 – 8
$95 per night
4.96 out of 5 average rating, 128 reviews
Guest favorite
Home in New Castle
Entire Home with Modern Conveniences - New Castle
Jul 27 – Aug 3
$101 per night
4.99 out of 5 average rating, 127 reviews
Guest favorite
Home in Upland
Brick House Upland
Sep 15 – 22
$94 per night
5.0 out of 5 average rating, 187 reviews
Guest favorite
Loft in Fort Wayne
Paris themed Luxury Apartment in Country Woods
Aug 16 – 23
$104 per night
4.93 out of 5 average rating, 426 reviews
Guest favorite
Home in Portland
Private Country Home - Large Backyard
Oct 16 – 23
$98 per night
4.91 out of 5 average rating, 11 reviews
Guest favorite
Farm stay in Redkey
The Redkey Roost. Historic home built in 1863.
Sep 13 – 20
$122 per night
4.86 out of 5 average rating, 21 reviews
Guest favorite
Home in Berne
The Franklin Green House in the heart of Berne, IN
Sep 9 – 16
$120 per night
4.96 out of 5 average rating, 76 reviews
Guest favorite
Home in Dunkirk
Max and Barb's Place, A Quiet Country Farmhouse
Apr 13 – 20
$153 per night
5.0 out of 5 average rating, 75 reviews
Guest favorite
Home in Fort Recovery
Remodeled 3 Bedroom house in town of Ft. Recovery
Feb 16 – 23
$167 per night
5.0 out of 5 average rating, 37 reviews
Guest favorite
Home in Upland
Honeybee House
Feb 4 – 11
$114 per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Hartford City
Rustic Lake house with HOT TUB and Pool Table
Dec 28 – Jan 4
$164 per night
4.9 out of 5 average rating, 78 reviews

Destinations to explore

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