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Raymond Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

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, (3 reviews)
"Lovely house, clean, good location, and very comfortable for our stay"
United States
Trudy K M.
The price is AED 477
AED 712 total
includes taxes & fees
22 Nov - 23 Nov
The Relaxing House - Quiet 2 Bedroom Home
A modern kitchen with white cabinets, a gas stove, and a microwave. There is a dining area with a wooden table and two chairs.

2. Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (30 reviews)
"Very cozy, cute house!"
United States
Star
The price is AED 569
AED 845 total
includes taxes & fees
15 Nov - 16 Nov
Edwards House; Litchfield, IL; Pets welcome
A garden with a bench, various plants, and a house in the background.

3. 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, (114 reviews)
"The house is very well maintained and cared for, the story and its relation to preserving R66 history is wonderful. The hosts were flexible with check-in timing, there is plenty of space for parking and the front porch swing adds a great vibe. Overall, a reasonably priced and comfortable stay! Would definitely recommend."
United States
Cory
The price is AED 294
AED 635 total
includes taxes & fees
19 Nov - 20 Nov
Home is on the original 1926-1930 Route 66 alignment
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
9.8 out of 10, Exceptional, (22 reviews)
"Loved this property. Will def be staying again. "
United States
Amanda G.
The price is AED 610
AED 864 total
includes taxes & fees
20 Nov - 21 Nov
Harrison House; Litchfield, IL; Pets welcome
A modern kitchen with a dark wood floor, a white cabinet, a black bar stool, and a wooden table.

5. 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.
The price is AED 533
AED 802 total
includes taxes & fees
15 Nov - 16 Nov
Route 66 house; Litchfield IL; Pets welcome
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.

6. 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, (21 reviews)
"Great place in a quiet charming town."
United States
William
The price is AED 790
AED 1,148 total
includes taxes & fees
19 Nov - 20 Nov
State Street House; 3-br house; PETS WELCOME; Litchfield
A spacious room with a large bed, a dining table, and a television.

7. Light Filled Loft on Town Square.

Light Filled Loft on Town Square.
Carlinville
10.0 out of 10, Exceptional, (20 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is AED 845
AED 1,183 total
includes taxes & fees
16 Nov - 17 Nov
Light Filled Loft on Town Square.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden island with bar stools.

8. The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful house, our home away from home. We have stayed here many times and we will be back!"
United States
Janell M.
The price is AED 808
AED 1,732 total
includes taxes & fees
16 Nov - 17 Nov
The Carlinville Cottage
A two-story house with a wrap-around porch, a central entrance with a door, and a chimney.

9. 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.
The price is AED 1,414
AED 2,305 total
includes taxes & fees
15 Nov - 16 Nov
Grand Victorian Carlinville home on Rt. 66.
A room with a wooden wall, a sofa, a round table, a chair, a window with curtains, and a door.

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

Beaver Inn - Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.
Plainview
10.0 out of 10, Exceptional, (2 reviews)
"We were able to return to stay a few more days, and the cabin work perfectly for us. The kitchen has everything you need and all of the cookware was cleaned in great condition. The fridge, oven and dishwasher looked like they were brand new and everything worked exactly as expected. The bathroom has a tub which has a large "rain" type of shower head and there is plenty of hot water. The proximity to Beaver Dam is probably one of my favorite things about the house because my family loves to...
United States
Toni G.
The price is AED 579
AED 668 total
includes taxes & fees
15 Nov - 16 Nov
Beaver Inn - Cozy 2-bedroom cabin at the entrance of Beaver Dam State Park.
A patio area with wicker furniture, a striped umbrella, and potted plants.

11. 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, (22 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 AED 298
AED 428 total
includes taxes & fees
16 Nov - 17 Nov
Cozy studio located in small town America, Bunker Hill, IL.
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

Baymont by Wyndham Litchfield

Baymont by Wyndham Litchfield

8/10 Good
"The room was very clean and bed was very comfortable. The staff was very friendly and welcoming. Parking is very convenient. Breakfast is a bit slim. We came down to breakfast about in the middle of serving. There were only two sausage patties and they were not very warm. I missed not having scrambled eggs which is usually served at continental breakfast. I didn’t care for the big gallon of milk instead of individual cartons. Didn’t seem sanitary to me. The other items served were fine. We did enjoy our stay though."
Loretta 1-night trip
Posted 4 hours ago
Baymont by Wyndham Litchfield

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.