Historic Route 66 Vacation Rentals

Vacation Rentals in Historic Route 66

Sentral Michigan Avenue
Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (418)
"Everything was prefect the front desk staff was excellent and went above and beyond every time i saw them only thing i will say was their first aid kits had nothing useful in them but the front desk was fast to act! "
The price is $188
$250 total
includes taxes & fees
16 Jun - 17 Jun
Sentral Michigan Avenue
Junipine Resort
Terrace/patio
Junipine Resort
3.5 star property
9.2 out of 10, Wonderful, (1801)
"Was so beautiful "
The price is $225
$256 total
includes taxes & fees
4 Jun - 5 Jun
Junipine Resort
Sonder Market Hall
Interior
Sonder Market Hall
3.5 star property
8.4 out of 10, Very Good, (92)
"It was perfect for my needs for the week! Great area, right across the street from a park! Within walking distance/delivery distance to several dining options! Walking distance to Rush (about 20 minutes) & had 2 bike stations within a 10 minute walk in 2 different directions! Downside was it was near a train station so it was loud when you were outside but I could barely hear it when in the apartment. Plus there was construction going on so that added to the noise. Everything in the apartment...
The price is $101
$118 total
includes taxes & fees
30 Jun - 1 Jul
Sonder Market Hall
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Sonder South Wabash
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, (307)
"I loved staying at Sonder South while in Chicago. It was like home away from home. "
The price is $182
$214 total
includes taxes & fees
6 Jun - 7 Jun
Sonder South Wabash
Kasa Magnificent Mile Chicago
49-inch Smart TV with digital channels, TV, streaming services
Kasa Magnificent Mile Chicago
4.0 star property
9.2 out of 10, Wonderful, (245)
"Great place! I will definitely stay there again. "
The price is $177
$309 total
includes taxes & fees
10 Jun - 11 Jun
Kasa Magnificent Mile Chicago
Level Chicago – Old Town
Front of property - evening/night
Level Chicago – Old Town
4.0 star property
8.8 out of 10, Excellent, (210)
"Loved all the neighborhood dogs & farmers market"
The price is $280
$345 total
includes taxes & fees
16 Jun - 17 Jun
Level Chicago – Old Town
Grand Canyon RV Glamping
Superior Loft | Private kitchen | Full-size fridge, microwave, oven, stovetop
Grand Canyon RV Glamping
1.5 star property
9.0 out of 10, Wonderful, (433)
"We’ve stayed here several times and I’d have to say the staff is not the most friendliest as prior . 1 coffee packet for my entire week stay ? Workers driver around and around watching you and not even to greet you as before . The price is different when arriving and not by a few dollars . The RV had enough space for 7 people to stay and because I put two adults and I arrived with 5 people they charged me an additional $120 bucks . "
The price is $80
$171 total
includes taxes & fees
2 Jun - 3 Jun
Grand Canyon RV Glamping
Found Chicago powered by Sonder
Interior
Found Chicago powered by Sonder
3.5 star property
7.6 out of 10, Good, (130)
"I enjoyed the fact that everything was close. The hotel was cleaned but I never saw a personal member. The code to enter didn't work and people inside had to help fellow clients to enter."
The price is $189
$222 total
includes taxes & fees
30 Jun - 1 Jul
Found Chicago powered by Sonder
Sonder The Burnham
Exterior
Sonder The Burnham
3.5 star property
9.0 out of 10, Wonderful, (70)
" Cozy "
The price is $211
$248 total
includes taxes & fees
30 Jun - 1 Jul
Sonder The Burnham
The Neighborhood Hotel-Little Italy
50-inch Smart TV with satellite channels
The Neighborhood Hotel-Little Italy
2.0 star property
10.0 out of 10, Exceptional, (33)
"Great property, very clean, staff was only a message away and very friendly. Definitely recommend and would stay again. "
The Neighborhood Hotel-Little Italy
The St. Charles Guest House, lovely historic home, fun for families and groups
Bar (on property)
The St. Charles Guest House, lovely historic home, fun for families and groups
10.0 out of 10, Exceptional, (107)
"This house was perfect for our family to hang out and hit Main Street in St. Charles. The house itself has an updated kitchen and bathrooms and has enough space for a big family chill and watch movies or play video games. It is within walking distance of all the attractions on Main Street and if you are up to it, the Ameristar casino."
The St. Charles Guest House, lovely historic home, fun for families and groups
Village Camp Flagstaff
Lobby sitting area
Village Camp Flagstaff
2.0 star property
9.4 out of 10, Exceptional, (58)
"Andrew, Sabrina were very attentive staff. Made us feel right at home, pleasant attitudes and great service! We arrived later evening Friday and our water was not working. We called and got after hours who was polite and sent maintenance straight over. Josh arrived and instantly fixed the problem and even circled back around to make sure we had hot water. Would definitely come back just to visit the atmosphere and staff. "
Village Camp Flagstaff
Kasa River North Chicago
Exterior
Kasa River North Chicago
4.0 star property
9.6 out of 10, Exceptional, (67)
"The building was clean and attractive. Security on site. Breakfast options close by. All the best sites walking distance. Units was amazing. Kasa very engaged and accessible. River Walk, boat excursions etc. Tours etc. Right there. Rooftop pool and all amenities on site wow!"
The price is $188
$221 total
includes taxes & fees
5 Jun - 6 Jun
Kasa River North Chicago
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Bar (on property)
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
10.0 out of 10, Exceptional, (184)
"The cottage is immaculately furnished inside, and the bed is very comfortable. Just a very short walk to Main Street. Would recommend to anyone who is visiting St. Charles."
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Sonder Jewelers Row
Exterior
Sonder Jewelers Row
3.5 star property
8.2 out of 10, Very Good, (104)
"Loved it "
The price is $224
$262 total
includes taxes & fees
18 Jun - 19 Jun
Sonder Jewelers Row
WoodSpring Suites Chicago Addison
1 bedroom, premium bedding, pillowtop beds, desk
WoodSpring Suites Chicago Addison
2.5 star property
6.0 out of 10, (188)
"Very nice property "
The price is $90
$95 total
includes taxes & fees
2 Jun - 3 Jun
WoodSpring Suites Chicago Addison
Fort Marcy Hotel Suites by All Seasons Resort Lodging
2-Bedroom Condominium | Private kitchen | Fridge, microwave, oven, stovetop
Fort Marcy Hotel Suites by All Seasons Resort Lodging
3.0 star property
8.8 out of 10, Excellent, (2122)
"The unit was right across the street from the White Cross of the Martyrs monument and the trail from there down to town below. The view from the unit was spectacular! The unit itself was okay - fine for our needs and what we wanted in a unit, but nevertheless is a bit run down - water stains on a wall, average facilities, construction next door. "
The price is $177
$259 total
includes taxes & fees
2 Jun - 3 Jun
Fort Marcy Hotel Suites by All Seasons Resort Lodging
White House at Grand Central
Comfort Apartment | Individually decorated, individually furnished, desk, laptop workspace
White House at Grand Central
3.0 star property
9.0 out of 10, Wonderful, (71)
"Second time I’ve stayed and it was even better than the first! Had some bottles of wine and glasses out set out when I arrived! It’s the little things that matter! "
The price is $75
$207 total
includes taxes & fees
4 Jun - 5 Jun
White House at Grand Central
Arbor Suites at the Mall
Premium bedding, blackout drapes, iron/ironing board, free WiFi
Arbor Suites at the Mall
2.0 star property
7.4 out of 10, Good, (2122)
"This property is conveniently located in walking distance from the mall and dozens of restaurants and easy to get to right in the center of Springfield. The place was exceptionally clean and inviting, even though you can tell the place is older. It has all the amenities I needed on the inside for frequent stays in Springfield for business, including a kitchenette, refrigerator, microwave, range, and comfortable beds. "
Arbor Suites at the Mall
Kasa South Loop Chicago
Family Apartment, 3 Bedrooms, Non Smoking, Balcony | Living area | Smart TV, streaming services
Kasa South Loop Chicago
4.0 star property
9.4 out of 10, Exceptional, (161)
"Highly recommend! Amazing view of the city and the lake, clean and quiet yet close to everything. Thoughtfully furnished with nice surprises like power strips, white noise machine in bedroom, electric kettle etc. It was ideal and we’d stay there again. "
Kasa South Loop Chicago
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See all available properties in Historic Route 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.

Other types of properties in Historic Route 66 you may be interested in

Club Quarters Hotel, Central Loop, Chicago
Exterior
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, (3073)
" Great!"
The price is $141
$166 total
includes taxes & fees
1 Jul - 2 Jul
Club Quarters Hotel, Central Loop, Chicago
Central Loop Hotel
Exterior
Central Loop Hotel
4.0 star property
8.6 out of 10, Excellent, (1621)
"check in and check out my was so easy staff very friendly area super easy to navigate"
The price is $141
$166 total
includes taxes & fees
2 Jul - 3 Jul
Central Loop Hotel
Congress Plaza Hotel
Lobby
Congress Plaza Hotel
3.5 star property
7.6 out of 10, Good, (6824)
"Be aware there is only Analog TV in the room"
The price is $165
$194 total
includes taxes & fees
16 Jun - 17 Jun
Congress Plaza Hotel
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.

Everything you need to know about Historic Route 66 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 Historic Route 66 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 Historic Route 66 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Historic Route 66 vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Historic Route 66. 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 Historic Route 66 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 CNY540 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 Historic Route 66 rentals

At Expedia, we put the best Historic Route 66 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 Historic Route 66 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 Historic Route 66 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 Historic Route 66. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Historic Route 66 properties
Expedia 亿客行 verified reviews

Avi Resort & Casino

Avi Resort & Casino

5/5 Excellent
"A lot of dining options"
A verified traveler stayed at Avi Resort & Casino
Posted 11 hours ago
Avi Resort & Casino