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Vacation rentals in Montgomery County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Montgomery County

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

Chestnut House; Litchfield; PETS WELCOME
SUPERHOST
Entire house · 5 guests · 2 beds · 1 bath

Chestnut House; Litchfield; PETS WELCOMEThe Chestnut House is filled with fine furniture and a large tv. Netflix is logged into the tv when you arrive. There is no cable TV. Beds are new, 12" memory foam mattresses for added comfort. One bedroom is small but we went ahead and put a queen bed in it for best sleeping. Large oversized lot offers lots of room to walk your pets. Neighborhood is quiet. An elementary school is a couple houses away.

Lincoln House; Litchfield;Pets Welcome;FENCED YARD
SUPERHOST
Entire house · 4 guests · 2 beds · 1 bath

Lincoln House; Litchfield;Pets Welcome;FENCED YARD2-bedroom home right off I-55; 50 miles north of St Louis. FENCED IN BACKYARD. PET FRIENDLY. There is plenty of room to park a U-Hail trailer. It is recently remodeled and has a nice back deck. Our home is updated and inviting. The kitchen cabinets are original when the house was built. Coffee is provided. One of the bedrooms doesn't have a door on it due to the shape of the door. A heavy curtain has been put up.

Lakehouse Two Bedroom Unit - The Historic Red Rooster Inn
SUPERHOST
Entire house · 5 guests · 0 beds · 1 bath

Lakehouse Two Bedroom Unit - The Historic Red Rooster InnThe building has been renovated and two very special overnight accommodations have been created. The location is close to 4th of July Point, Sherwood Forest Campground, Glenn Shoals Lake South Marina, Hillsboro Country Club Golf Course, and is just a few miles from downtown Hillsboro. The tranquil lake setting will prove to be a peaceful retreat from hectic life and a wonderful place to unwind while visiting local family and friends

Holiday rentals for every style

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Popular amenities for Montgomery County holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Montgomery County

SUPERHOST
  1. Entire house
  2. Fillmore
Pheasant Valley Farms
$163 AUD per night
$163.00 AUD total
SUPERHOST
  1. Entire house
  2. Virden
Private indoor pool with custom lighting
$685 AUD per night
SUPERHOST
  1. Entire house
  2. Litchfield
Harrison House; Litchfield, IL; Pets welcome
$129 AUD per night
$129.00 AUD total
  1. Farm stay
  2. Donnellson
Sunnyside Farms
$98 AUD per night
SUPERHOST
  1. Entire house
  2. Litchfield
Route66 House:Litchfield IL;Pets welcome; FENCED
$100 AUD per night
$100.00 AUD total
SUPERHOST
  1. Entire house
  2. Litchfield
Edwards House; Litchfield, IL; Fenced;Pets welcome
$97 AUD per night
$97.00 AUD total
SUPERHOST
  1. Entire apartment
  2. Litchfield
Top Of The Town In Litchfield!
$89 AUD per night
$89.00 AUD total
  1. Entire house
  2. Fillmore
Private Getaway House w/ Pond & Trails on 10 Acres
$130 AUD per night
$130.00 AUD total
SUPERHOST
  1. Entire cottage
  2. Vandalia
The Lake House
$195 AUD per night
$195.00 AUD total
  1. Private room
  2. Hillsboro
Down Town Space
$65 AUD per night
SUPERHOST
  1. Entire apartment
  2. Hillsboro
Lakehouse Studio Unit - The Historic Red Rooster Inn
$129 AUD per night