Raymond Holiday Rentals

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Holiday Rentals in Raymond

The Relaxing House - Quiet 2 Bedroom Home

The price is NZ$839
includes taxes & fees
30 Sept - 1 Oct
The Relaxing House - Quiet 2 Bedroom Home

Jackson House; Pets Welcome

10.0 out of 10, Exceptional, (15)
"Overflow holiday guests stayed at this cute, clean, comfortable home. A wonderful experience with exceptionally kind, engaged, owners! "
The price is NZ$312
includes taxes & fees
30 Sept - 1 Oct
Jackson House; Pets Welcome

Route 66 house; Litchfield IL; Pets welcome

9.8 out of 10, Exceptional, (17)
"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 NZ$292
includes taxes & fees
30 Sept - 1 Oct
Route 66 house; Litchfield IL; Pets welcome

Home is on the original 1926-1930 Route 66 alignment

10.0 out of 10, Exceptional, (90)
"Great Stay with family a couple of blocks away"
The price is NZ$297
includes taxes & fees
30 Sept - 1 Oct
Home is on the original 1926-1930 Route 66 alignment

Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks

9.6 out of 10, Exceptional, (13)
"Very relaxing fun place to stay!"
The price is NZ$683
includes taxes & fees
30 Sept - 1 Oct
Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks

Edwards House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (21)
"Mike and Amy have a beautiful cozy place to stay. My partner and I had a wonderful time and were super comfy during our stay!"
The price is NZ$292
includes taxes & fees
1 Oct - 2 Oct
Edwards House; Litchfield, IL; Pets welcome

Plainview Vineyard Retreat by StayLage

2.0 star property
10.0 out of 10, Exceptional, (1)
"Quiet place to relax after a long day. Clean and will rent again if given the choice. "
The price is NZ$763
includes taxes & fees
30 Sept - 1 Oct
Plainview Vineyard Retreat by StayLage

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

9.8 out of 10, Exceptional, (10)
"Great house with a really great layout. Great location for accessing the parts of Litchfield we wanted to find. Super responsive host. "
The price is NZ$384
includes taxes & fees
30 Sept - 1 Oct
State Street House; 3-br house; PETS WELCOME; Litchfield

Private country setting with large indoor pool

9.4 out of 10, Exceptional, (16)
"It’s nothing fancy but a great place for families to get a way with things to do right in the building"
Private country setting with large indoor pool

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

10.0 out of 10, Exceptional, (13)
"Great location, felt like it was home "
The price is NZ$215
includes taxes & fees
30 Sept - 1 Oct
Cozy studio located in small town America, Bunker Hill, IL.

The Carlinville Cottage

10.0 out of 10, Exceptional, (13)
"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"
The price is NZ$874
includes taxes & fees
30 Sept - 1 Oct
The Carlinville Cottage

Lake House off Route 66

9.0 out of 10, Wonderful, (2)
"The home itself was fantastic—clean, well-maintained, and exactly as pictured. The host was responsive and friendly, and the location right on the lake made for a relaxing stay. The only downside, and the reason I’m giving 4 stars instead of 5, is that there’s a camper in the front yard with people staying in it. This wasn’t disclosed in the listing, and it made the experience feel a bit less private and more awkward than expected. If that had been communicated up front, it would’ve helped set...
The price is NZ$367
includes taxes & fees
30 Sept - 1 Oct
Lake House off Route 66

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

10.0 out of 10, Exceptional, (3)
"This was our second time staying here and it didn't dissapoint. "
The price is NZ$683
includes taxes & fees
3 Oct - 4 Oct
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving

Luxurious Otter Pointe

10.0 out of 10, Exceptional, (25)
"We loved the open indoor kitchen and living room space for gathering. The kids and adults enjoyed the various games in the gameroom and loft. It was also lovely to sit on the back porch in the morning and evening. Jason’s place is well-stocked and beautiful!"
Luxurious Otter Pointe

Victorian Carlinville home on Rt. 66

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

Harrison House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (13)
"Everything was in excellent shape and the fenced yard was great for the pups."
The price is NZ$321
includes taxes & fees
19 Oct - 20 Oct
Harrison House; Litchfield, IL; Pets welcome

Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield

Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield

Chestnut House; Litchfield, IL; Pets Welcome

9.0 out of 10, Wonderful, (7)
"The house was very nice and we had a relaxing stay. We will definitely consider staying here again if we stay in the area."
Chestnut House; Litchfield, IL; Pets Welcome

Charming Hillsboro Home < 1 Mi to Downtown!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very charming an clean. Locate close to downtown. The host was very responsive to all my questions "
Charming Hillsboro Home < 1 Mi to Downtown!

Charming Hillsboro Home < 1 Mi to Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Much nicer then a motel room."
Charming Hillsboro Home < 1 Mi to Downtown!
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

Find out more about Raymond

Find out more about Raymond

Everything you need to know about Raymond holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Raymond holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Raymond holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Raymond holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Raymond holiday rentals we have selected for you start as low as NZ$215 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Raymond rentals

At Expedia, we put the best Raymond holiday 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 holiday.

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. 

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 is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. 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.