Raymond Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Raymond vacation rentals

The Relaxing House - Quiet 2 Bedroom Home

The Relaxing House - Quiet 2 Bedroom Home
Raymond
10.0 out of 10, Exceptional, (1 review)
"This brand new home was perfect for our holiday vacation. Kristin and Terry were wonderful hosts, and there were many lovely personal touches throughout the home. The space was comfortable and we had everything we needed during our stay. Check-in was easy and the entire experience was stress free. We highly recommend this property! "
United States
Janelle P.
The price is CA $173
CA $274 total
includes taxes & fees
Apr 13 - Apr 14
The Relaxing House - Quiet 2 Bedroom Home

Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment
Girard
10.0 out of 10, Exceptional, (101 reviews)
"Very clean, host stayed in contact Really nice place just to get together and visit. The only thing beds were little to firm for our liking and the trains coming through at night!"
United States
Marilyn
The price is CA $111
CA $249 total
includes taxes & fees
Apr 13 - Apr 14
Home is on the original 1926-1930 Route 66 alignment

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

Cozy studio located in small town America, Bunker Hill, IL.
Bunker Hill
10.0 out of 10, Exceptional, (16 reviews)
"The apartment was very comfortable and cozy. We slept great and it was very nice to have a place to stay in Bunker Hill. "
United States
Erica L.
The price is CA $99
CA $171 total
includes taxes & fees
Apr 24 - Apr 25
Cozy studio located in small town America, Bunker Hill, IL.

Harrison House; Litchfield, IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (19 reviews)
"Loved this property. Will def be staying again. "
United States
Amanda G.
The price is CA $160
CA $259 total
includes taxes & fees
Apr 22 - Apr 23
Harrison House; Litchfield, IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome
Litchfield
9.8 out of 10, Exceptional, (20 reviews)
"Nice little place, check in and communication excellent. Perfect for us when visiting my Dad who lives near by."
United States
Mike O.
The price is CA $151
CA $240 total
includes taxes & fees
Apr 21 - Apr 22
Route 66 house; Litchfield IL; Pets welcome

Grand Victorian Carlinville home on Rt. 66.

Grand Victorian Carlinville home on Rt. 66.
Carlinville
10.0 out of 10, Exceptional, (12 reviews)
"Great place to stay"
United States
Adam M.
The price is CA $430
CA $756 total
includes taxes & fees
May 9 - May 10
Grand Victorian Carlinville home on Rt. 66.

New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving

New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
Irving
10.0 out of 10, Exceptional, (6 reviews)
"This was our second time staying here and it didn't dissapoint. "
United States
Kimberly D.
The price is CA $311
CA $542 total
includes taxes & fees
Apr 11 - Apr 12
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving

State Street House; 3-br house; PETS WELCOME; Litchfield

State Street House; 3-br house; PETS WELCOME; Litchfield
Litchfield
10.0 out of 10, Exceptional, (14 reviews)
"Perfect location! Everything was great!"
United States
Kelly C.
The price is CA $220
CA $349 total
includes taxes & fees
Apr 18 - Apr 19
State Street House; 3-br house; PETS WELCOME; Litchfield

Lake House off Route 66

Lake House off Route 66
Mount Olive
9.0 out of 10, Wonderful, (2 reviews)
"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!"
United States
Michelle F.
The price is CA $168
CA $335 total
includes taxes & fees
Apr 13 - Apr 14
Lake House off Route 66

Light Filled Loft on Town Square

Light Filled Loft on Town Square
Carlinville
10.0 out of 10, Exceptional, (9 reviews)
"The loft was amazing as well as the views looking out to the town square!"
United States
Gerry G.
The price is CA $311
CA $455 total
includes taxes & fees
Apr 21 - Apr 22
Light Filled Loft on Town Square

The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful home, well appointed. Very accommodating host, we have rented this home many times and keep coming back!"
United States
Janell M.
The price is CA $304
CA $694 total
includes taxes & fees
Apr 23 - Apr 24
The Carlinville Cottage
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Raymond Hotel Reviews

Find out more about Raymond

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Raymond. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Raymond?

Yes, we have vacation rentals near well known attractions in Raymond, or you can go with a more secluded option if you want a relaxing place to stay. Our travelers say Raymond has a good selection of bars. Make sure you have time to check out the golf courses and lake views during your trip.

What's the top vacation rental that Raymond has to offer?

The Relaxing House - Quiet 2 Bedroom Home: This highly rated vacation home rental in Raymond offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a stovetop and a microwave can make your vacation run smoothly.

What’s there to see and do in Raymond?

While you're exploring the area, Lake Lou Yeager and Madison Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Raymond Shoal Creek Golf Course and Litchfield Museum and Route 66 Welcome Center.

What are vacation rentals like in Raymond?

Vacation rentals are private properties you can reserve for a short or long stay in Raymond. Vacation rentals offer amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for families.