Photo by Bill Dillard

Staunton Holiday Rentals

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Holiday Rentals in Staunton

Guest House 632 Summit Street

10.0 out of 10, Exceptional, (170)
"Everything was wonderful and the location is beautiful too!"
Guest House 632 Summit Street

Charming Edwardsville Home: Walk to Downtown!

9.8 out of 10, Exceptional, (9)
"We really enjoyed our stay at the Seedling. It is impeccably clean and in a great location. It is within walking distance of downtown and very close to the major shopping and entertainment of Edwardsville. The communications from the property manager are awesome. We loved the decorations and the peacefulness of the area."
Charming Edwardsville Home: Walk to Downtown!

Edwards House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (15)
"It was exactly as the pictures showed and the host was so quick to respond to any questions. Large backyard for our fur baby and fenced in. The neighborhood was quiet. Local restaurants were really good. Looking forward to our next stay."
Edwards House; Litchfield, IL; Pets welcome

Downtown Midcentury Home- Walk to Everything!

10.0 out of 10, Exceptional, (21)
"Nice set up and spacious "
Downtown Midcentury Home- Walk to Everything!

The Swiss Post Apartment A

2.0 star property
The Swiss Post Apartment A

Craftsman styled home in the heart of downtown Highland

10.0 out of 10, Exceptional, (44)
"This is gem! Lots of room for multiple families and people. We were there for a wedding and it was the perfect spot for everyone to get ready. Bathrooms are great size and the extra amenities thru out the home are great. (Coffee, soap, shampoo, lotion, etc). Back porch and parking was perfect for all the guests. Highly recommend and will be back! "
Craftsman styled home in the heart of downtown Highland

Cozy Historic Downtown Edwardsville Charmer

10.0 out of 10, Exceptional, (3)
"Nice, comfortable, very clean home. Kurt was very responsive to our questions. Easy to get checked in. Nice to have quite a few basic supplies in the kitchen. Home is within a short walk to downtown Edwardsville. and restaurants close by."
Cozy Historic Downtown Edwardsville Charmer

Lake House off Route 66

10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay! The Lake House was very clean and met our needs perfectly for our weekend getaway. The property manager was always very responsive! Our dog LOVED the doggy door and the fenced area!"
Lake House off Route 66

The Carlinville Cottage

10.0 out of 10, Exceptional, (6)
"Loved the accommodations. It was great. Would definitely try to stay there again."
The price is AU$734
includes taxes & fees
5 Dec - 6 Dec
The Carlinville Cottage

Jackson House; Pets Welcome

10.0 out of 10, Exceptional, (8)
"We rent homes in one of two categories: Indulgence or Value. Indulgence we expect to pay north of $300 a night with the expectation of added amenities such as a pool, game room, luxury rooms, gorgeous view or exceptional location. The Jackson House is a value rental where our goal is to keep costs under $150 a night and the focus is on clean beds, bathrooms and decent kitchen. This house is all the above, plus it is in a quiet neighborhood, excellent TV amenities, well stocked kitchen and...
The price is AU$280
includes taxes & fees
30 Nov - 1 Dec
Jackson House; Pets Welcome

Route 66 house; Litchfield IL; Pets welcome

10.0 out of 10, Exceptional, (12)
"Cute little place we were visiting our grandchildren who live in the area and we all had a great time the house is well decorated so cute and everything you need is there. We will check to see if this place is available every time we visit the grandchildren."
The price is AU$253
includes taxes & fees
15 Dec - 16 Dec
Route 66 house; Litchfield IL; Pets welcome

Chestnut House; Litchfield, IL; Pets Welcome

9.0 out of 10, Wonderful, (2)
"The house was very nice and we had a relaxing stay. We will definitely consider staying here again if we stay in the area."
The price is AU$271
includes taxes & fees
30 Nov - 1 Dec
Chestnut House; Litchfield, IL; Pets Welcome

Elm Street Escape- Easy Access to Alton & STL

9.4 out of 10, Exceptional, (9)
"Great property for our family. Kids were able to spread out and play. Close to everything we needed. Beds were very comfy!"
Elm Street Escape- Easy Access to Alton & STL

Big enough for the entire family, multiple families or a group of friends!

9.4 out of 10, Exceptional, (11)
"This home was spotless, smelled amazing, was close to everything. Had many extra comforts, backyard is so quaint and perfect for visiting! One of yhe best VRBO rentals ive seen"
Big enough for the entire family, multiple families or a group of friends!

Harrison House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (10)
"Ultra clean, very cutely decorated, and furnished with waters, clean utensils, wonderful beds, and a comfy living room arrangement. We were in town for Mother's Day and we were the envy of the family in this home! It was a lot of fun, normally a place to stay out of town is kind of a wash, you always compromise on something, but not here! If you're staying in Litchfield for whatever reason, give this house a look! Especially for the Picker's Market, every second Sunday, it's right up the road!...
The price is AU$280
includes taxes & fees
4 Dec - 5 Dec
Harrison House; Litchfield, IL; Pets welcome

Victorian Carlinville home on Rt. 66

10.0 out of 10, Exceptional, (8)
"We will stay there again if we're in the area."
Victorian Carlinville home on Rt. 66

Kirkham Train House; PETS WELCOME

Kirkham Train House; PETS WELCOME

Cozy studio located in small town America, Bunker Hill, IL.

10.0 out of 10, Exceptional, (6)
"Great location, felt like it was home "
The price is AU$172
includes taxes & fees
3 Dec - 4 Dec
Cozy studio located in small town America, Bunker Hill, IL.

Plainview Vineyard Retreat Sleeps 8

2.0 star property
The price is AU$637
includes taxes & fees
1 Dec - 2 Dec
Plainview Vineyard Retreat Sleeps 8

Clean 3 bedroom home in Wood River

2.0 star property
Clean 3 bedroom home in Wood River
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Staunton you may be interested in

Super 8 by Wyndham Staunton

2.0 star property
8.6 out of 10, Excellent, (689)
"This hotel was quite nice. The receptionist was super friendly. It’s an older hotel and you could tell in some areas but it was exceptionally clean and comfy. Very quiet, ample parking, easy to find. Overall very good. "
The price is AU$104
includes taxes & fees
1 Dec - 2 Dec
Super 8 by Wyndham Staunton

Red Lion Inn & Suites Pontoon Beach

2.5 star property
8.0 out of 10, Very good, (195)
"Enjoyed our stay"
The price is AU$112
includes taxes & fees
29 Nov - 30 Nov
Red Lion Inn & Suites Pontoon Beach

Super 8 by Wyndham Troy IL/St. Louis Area

2.0 star property
8.0 out of 10, Very good, (1036)
"Great place clean they care"
The price is AU$104
includes taxes & fees
29 Nov - 30 Nov
Super 8 by Wyndham Troy IL/St. Louis Area
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Staunton?

Yes, there are holiday rentals close to the most popular sights in Staunton, or you can select a more secluded option if you're looking for a relaxing stay. Staunton is known for its festivals and temples. Make sure you have time to check out the entertainment choices and architecture during your trip.

What are some of the best holiday rentals that Staunton has to offer?

Guest House 632 Summit Street: This holiday home rental outside of Staunton offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of garden in this rental home to help you unwind.

What’s there to see and do in Staunton?

Explore the area and cultural attractions such as Litchfield Museum and Route 66 Welcome Center, or visit one of the family-friendly sights such as CP Pinball. Other places in town to visit include The Winery at Shale Lake and Timber Lakes Golf Course.

What’s a holiday rental in Staunton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Staunton. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family gatherings.