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Raymond Holiday Rentals

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Raymond holiday rentals

Exterior

1. 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 HK$980
HK$1,546 total
includes taxes & fees
9 Aug - 10 Aug
The Relaxing House - Quiet 2 Bedroom Home
Coffee/tea maker, fridge, microwave, oven

2. Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (25 reviews)
"Nice stay as our stopover point between Texas and Northern Wisconsin."
United States
Robert N.
The price is HK$933
HK$1,446 total
includes taxes & fees
3 Aug - 4 Aug
Edwards House; Litchfield, IL; Pets welcome
Property grounds

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, (107 reviews)
"Thank you again for a super easy and wonderful stay!"
United States
Courtney S.
The price is HK$627
HK$1,430 total
includes taxes & fees
18 Aug - 19 Aug
Home is on the original 1926-1930 Route 66 alignment
Exterior

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.
The price is HK$910
HK$1,464 total
includes taxes & fees
3 Aug - 4 Aug
Harrison House; Litchfield, IL; Pets welcome
Interior

5. Route 66 house; Litchfield IL; Pets welcome

Route 66 house; Litchfield IL; Pets welcome
Litchfield
10.0 out of 10, Exceptional, (21 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 HK$855
HK$1,363 total
includes taxes & fees
23 Aug - 24 Aug
Route 66 house; Litchfield IL; Pets welcome
Living area

6. 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 HK$1,247
HK$1,978 total
includes taxes & fees
9 Aug - 10 Aug
State Street House; 3-br house; PETS WELCOME; Litchfield
Iron/ironing board, free WiFi, bed sheets

7. 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, (13 reviews)
"Very clean, nice location. Would stay here again. "
United States
Regina S.
The price is HK$1,765
HK$2,618 total
includes taxes & fees
6 Aug - 7 Aug
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
Terrace/patio

8. 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, (17 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 HK$565
HK$972 total
includes taxes & fees
4 Aug - 5 Aug
Cozy studio located in small town America, Bunker Hill, IL.
Coffee/tea maker, fridge, microwave, oven

9. The Carlinville Cottage

The Carlinville Cottage
Carlinville
10.0 out of 10, Exceptional, (21 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 HK$1,725
HK$3,956 total
includes taxes & fees
1 Sept - 2 Sept
The Carlinville Cottage
Exterior

10. 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 HK$2,204
HK$4,097 total
includes taxes & fees
4 Aug - 5 Aug
Grand Victorian Carlinville home on Rt. 66.
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

10/10 Excellent
"I had guests from out of town and we all stayed there. Wonderful experience very clean. They even had turn down service. Great pool area."
Angela 3-night trip
Posted 3 hours ago
Baymont by Wyndham Litchfield

Find out more about Raymond

Search for holiday rentals in Raymond on Expedia! You can easily find your home rentals, villas, holiday apartments in Raymond using one of the methods below:

  • View our selection of featured holiday rentals in Raymond
  • Use the map to find apartments and other holiday homes in the Raymond neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Raymond while they last

Look no further and take a look at our great range of rental properties in Raymond!

Frequently asked questions

Can I find a holiday rental in Raymond?

Yes, there are holiday rentals close to the most popular sights in Raymond, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 are some of the best holiday rentals that Raymond has to offer?

The Relaxing House - Quiet 2 Bedroom Home: This highly rated holiday home rental in Raymond offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a stovetop and a microwave can make your holiday 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 wider area, you’ll find Raymond Shoal Creek Golf Course and Litchfield Museum and Route 66 Welcome Center.

What are holiday rentals like in Raymond?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Raymond. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family getaway.