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Raymond Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Raymond vacation rentals

A single-story house with a front door, two windows, a small porch, and a paved driveway.

1. The Relaxing House - Quiet 2 Bedroom Home

The Relaxing House - Quiet 2 Bedroom Home
Raymond
10.0 out of 10, Exceptional, (2 reviews)
"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.
$186 nightly
The price is $197
Oct 21 - Oct 22
Total with taxes and fees
The Relaxing House - Quiet 2 Bedroom Home
A living room with a black leather couch, a wooden coffee table, and a bookshelf. There is a dining area visible through an archway with a wooden table and chairs.

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

State Street House; 3-br house; PETS WELCOME; Litchfield
Litchfield
9.6 out of 10, Exceptional, (20 reviews)
"Great place in a quiet charming town."
United States
William
$310 nightly
The price is $329
Oct 15 - Oct 16
Total with taxes and fees
State Street House; 3-br house; PETS WELCOME; Litchfield
A modern kitchen with white cabinets, a gas stove, and a microwave. There is a dining area with a wooden table and two chairs.

3. Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (29 reviews)
"Very cozy, cute house!"
United States
Star
$185 nightly
The price is $196
Oct 18 - Oct 19
Total with taxes and fees
Edwards House; Litchfield, IL; Pets welcome
A two-story house with a front porch, a green door, and the number 408 on the right side.

4. Harrison House; Litchfield, IL; Pets welcome

Harrison House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (21 reviews)
"Loved this property. Will def be staying again. "
United States
Amanda G.
$234 nightly
The price is $248
Oct 15 - Oct 16
Total with taxes and fees
Harrison House; Litchfield, IL; Pets welcome
A garden with a bench, various plants, and a house in the background.

5. Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment
Girard
9.8 out of 10, Exceptional, (112 reviews)
"absolutely delightful, love it every time, will be back"
United States
connie b.
$172 nightly
The price is $182
Oct 15 - Oct 16
Total with taxes and fees
Home is on the original 1926-1930 Route 66 alignment
A modern kitchen with a dark wood floor, a white cabinet, a black bar stool, and a wooden table.

6. Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (23 reviews)
"Nice little place, check in and communication excellent. Perfect for us when visiting my Dad who lives near by."
United States
Mike O.
$216 nightly
The price is $229
Oct 15 - Oct 16
Total with taxes and fees
Route 66 house; Litchfield IL; Pets welcome
A two-story house with a wrap-around porch, a central entrance with a door, and a chimney.

7. Grand Victorian Carlinville home on Rt. 66.

Grand Victorian Carlinville home on Rt. 66.
Carlinville
10.0 out of 10, Exceptional, (13 reviews)
"Great place to stay"
United States
Adam M.
$611 nightly
The price is $674
Oct 18 - Oct 19
Total with taxes and fees
Grand Victorian Carlinville home on Rt. 66.
A spacious room with a large island kitchen, a cozy seating area with a sofa and armchairs, and a bed with a view of the city through arched windows.

8. Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
Carlinville
10.0 out of 10, Exceptional, (18 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
$315 nightly
The price is $334
Oct 15 - Oct 16
Total with taxes and fees
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden island with bar stools.

9. The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful house, our home away from home. We have stayed here many times and we will be back!"
United States
Janell M.
$490 nightly
The price is $504
Oct 30 - Oct 31
Total with taxes and fees
The Carlinville Cottage
A patio area with wicker furniture, a striped umbrella, and potted plants.

10. 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, (21 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.
$117 nightly
The price is $124
Oct 16 - Oct 17
Total with taxes and fees
Cozy studio located in small town America, Bunker Hill, IL.
A room with a wooden wall, a sofa, a round table, a chair, a window with curtains, and a door.

11. Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.

Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.
Plainview
$178 nightly
The price is $188
Oct 18 - Oct 19
Total with taxes and fees
Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.
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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Top Raymond Hotel Reviews

Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment

10/10 Excellent
"We enjoyed our stay very much. Nice neighborhood clean house."
Mary H. 3-night trip
Posted 2 days ago
Home is on the original 1926-1930 Route 66 alignment

Find out more about Raymond

Everything you need to know about Raymond vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Raymond vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Raymond vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Raymond vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Raymond. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Raymond in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $124 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Raymond rentals

At Expedia, we put the best Raymond vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Raymond rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Raymond vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Raymond. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 Lake Ka-Ho 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.