Historic Route 66 Vacation Rentals

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Browse Select Historic Route 66 Vacation Homes

Stunning Townhome in The Grove - 918
Fridge, microwave, oven, stovetop
Stunning Townhome in The Grove - 918
9.4 out of 10, Exceptional, 24 reviews
"The property was in a good location. Just one block away from nightlife and fun. "
The price is CA $104
CA $354 total
includes taxes & fees
Jun 11 - Jun 12
Stunning Townhome in The Grove - 918
Relax and Unwind! Pet-Friendly Property, Fully Equipped Kitchen, Parking!
Fridge, microwave, oven, stovetop
Relax and Unwind! Pet-Friendly Property, Fully Equipped Kitchen, Parking!
10.0 out of 10, Exceptional, 1 review
"This hotel was pet friendly which makes traveling so much easier. The lady at the desk was super helpful!!"
The price is CA $94
CA $135 total
includes taxes & fees
Jun 6 - Jun 7
Relax and Unwind! Pet-Friendly Property, Fully Equipped Kitchen, Parking!
Luxury Home Away From Your Home
Private kitchen
Luxury Home Away From Your Home
9.0 out of 10, Wonderful, 106 reviews
"The host communicated well. The area was busy but felt safe. I felt it was expensive for the location. Very clean."
Luxury Home Away From Your Home
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Funky mini loft in fox park! Pet friendly!!
Living area
Funky mini loft in fox park! Pet friendly!!
7.2 out of 10, Good, 15 reviews
"Nicholas Cage was definitely an unexpected surprise. But was a unique experience that I’m sure me and my friends will joke about for time to come. I did think the front yard look messy with the excessive amount of trees. And stair to the loft are steep and should be included in the listing. Those are just minor inconveniences out experience was over all a great one and I would choose this place again."
The price is CA $75
CA $182 total
includes taxes & fees
Jun 13 - Jun 14
Funky mini loft in fox park! Pet friendly!!
Beautiful, Remodeled Penthouse Unit in Old Town!
Fridge, microwave, oven, stovetop
Beautiful, Remodeled Penthouse Unit in Old Town!
9.6 out of 10, Exceptional, 7 reviews
"This property is huge for a city apartment. Our family of 5 (two parents, three kids) had plenty of space. The newly updated kitchen is very pretty. It is a short walk to many restaurants and Lincoln Park Zoo. The property manager was very responsive to my questions. We would definitely stay here again."
Beautiful, Remodeled Penthouse Unit in Old Town!
national historic home near downtown airports no parties no events
Outdoor dining
national historic home near downtown airports no parties no events
9.4 out of 10, Exceptional, 20 reviews
"It was an amazing property so quiet and calm area lovely host super great with communication and answering any questions I had"
The price is CA $409
CA $471 total
includes taxes & fees
Jun 13 - Jun 14
national historic home near downtown airports no parties no events
Entire Dogtown House near Zoo, Forest Park and Wash U
Exterior
Entire Dogtown House near Zoo, Forest Park and Wash U
10.0 out of 10, Exceptional, 171 reviews
"Great location and amenities. Perfect for family getaway"
The price is CA $164
CA $278 total
includes taxes & fees
Jun 13 - Jun 14
Entire Dogtown House near Zoo, Forest Park and Wash U
Explore Chicago! Free Breakfast, Fully-equipped Kitchen, Pet-friendly Property!
Lobby
Explore Chicago! Free Breakfast, Fully-equipped Kitchen, Pet-friendly Property!
10.0 out of 10, Exceptional, 2 reviews
"very close to Michigan Avenue convenience store like a block away. It was a great stay."
The price is CA $224
CA $295 total
includes taxes & fees
Jun 30 - Jul 1
Explore Chicago! Free Breakfast, Fully-equipped Kitchen, Pet-friendly Property!
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome
Pool
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome
9.0 out of 10, Wonderful, 41 reviews
"My friends had a good time on our weekend stay. The neighborhood and neighbors were really nice. The outdoor area was a bonus, we liked the patio and yard space for outdoor activities. The house had everything we needed and were even provided extra toiletries. My only complaint would be the sleeping arrangements, the pull out bed wasn’t comfortable but we doubled up on mattresses and it worked out fine."
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome
Sun Mountain View Estate
Fridge, microwave, oven, stovetop
Sun Mountain View Estate
10.0 out of 10, Exceptional, 14 reviews
"This was our first trip out to Santa Fe and we could not have picked a more perfect place to stay! The property is quite private and very lovely. And close to all the things we wanted to see and do. It's an older home with tons of charm."
Sun Mountain View Estate
Casita A - 2 Bed, 2 Bath, Casita A - 2 Bed, 2 Bath
Fridge, microwave, oven, stovetop
Casita A - 2 Bed, 2 Bath, Casita A - 2 Bed, 2 Bath
9.8 out of 10, Exceptional, 33 reviews
"Loved the location and proximity to downtown. Casita was as advertised. Bathrooms were a bit tight but manageable. Lots of traffic on the street due to construction in the area."
Casita A - 2 Bed, 2 Bath, Casita A - 2 Bed, 2 Bath
St Louis Townhome-Perfect for Groups!
Fridge, microwave, oven, stovetop
St Louis Townhome-Perfect for Groups!
8.6 out of 10, Excellent, 19 reviews
"Checking in was a bit confusing as the address given was not the side I stayed in. It was smaller in person than on the pictures but overall the stay was nice, would book again."
The price is CA $67
CA $303 total
includes taxes & fees
Jun 10 - Jun 11
St Louis Townhome-Perfect for Groups!
South City Historic Home w/ private carport
Interior
South City Historic Home w/ private carport
9.6 out of 10, Exceptional, 28 reviews
"The space was sufficient but there was lots of activity throughout the night surrounding the place during our stay, we didn’t feel the safest."
The price is CA $267
CA $565 total
includes taxes & fees
Jun 11 - Jun 12
South City Historic Home w/ private carport
289 Scenic Lane Lakefront cabin w/boat dock, large deck, and Keystone Lake views
Beach towels
289 Scenic Lane Lakefront cabin w/boat dock, large deck, and Keystone Lake views
9.6 out of 10, Exceptional, 99 reviews
"Brad was a great host top notch"
The price is CA $164
CA $213 total
includes taxes & fees
Jun 16 - Jun 17
289 Scenic Lane Lakefront cabin w/boat dock, large deck, and Keystone Lake views
Beautiful home w/easy access to anywhere in Tulsa!
Fridge, microwave, oven, stovetop
Beautiful home w/easy access to anywhere in Tulsa!
9.2 out of 10, Wonderful, 37 reviews
"This rental was clean and located in an area that made access to all parts of Tulsa easy. Lily was very quick and responsive to any questions or concerns we had. Would stay here again. Only downside is the traffic noise but it certainly didn’t keep us awake at night."
Beautiful home w/easy access to anywhere in Tulsa!
Stay in the Heart of the City! Complimentary Bicycles for exploring!
Interior
Stay in the Heart of the City! Complimentary Bicycles for exploring!
10.0 out of 10, Exceptional, 2 reviews
"Enjoyed the walkability of this location to all downtown Chicago has to offer. The onsite amenities were also wonderful"
The price is CA $284
CA $374 total
includes taxes & fees
Jun 30 - Jul 1
Stay in the Heart of the City! Complimentary Bicycles for exploring!
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
Fridge, microwave, oven, stovetop
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
9.8 out of 10, Exceptional, 102 reviews
"We loved that parking was easy and the neighborhood was very walkable. It may be too far away for some folks, but we were able to walk to the Botanic Garden and have a nice outing. Everything about the stay was easy and we appreciated that the hosts had things set up to meet our needs when we arrived."
The price is CA $129
CA $209 total
includes taxes & fees
Jul 1 - Jul 2
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
Modern & Stylish West Town Loft with Pool Table (Pets Allowed)
Game room
Modern & Stylish West Town Loft with Pool Table (Pets Allowed)
9.8 out of 10, Exceptional, 8 reviews
"We enjoyed our stay. We were out exploring the city for the whole weekend so we didn’t spend a lot of time actually on-site. But it was a convenient location to all the things we wanted to do. It was also great for a place to crash at the end of the days. This is a great place to operate out of especially for groups! I would recommend it."
Modern & Stylish West Town Loft with Pool Table (Pets Allowed)
BRAND NEW! Newly Furnished, Swanky Home with Great Location!
Fridge, microwave, oven, stovetop
BRAND NEW! Newly Furnished, Swanky Home with Great Location!
9.8 out of 10, Exceptional, 29 reviews
"This place was perfect. Within 15min of every major attraction St Louis has to offer. Several pubs and restaurants within a 1 minute walk. The neighborhood felt very safe. The price was cheaper than a hotel for an entire house. When I return to St Louis I will book this place again in a heartbeat for my family."
BRAND NEW! Newly Furnished, Swanky Home with Great Location!
1790's Renovated Barn, Main Street St. Charles, Hot Tub in private backyard!
Exterior
1790's Renovated Barn, Main Street St. Charles, Hot Tub in private backyard!
10.0 out of 10, Exceptional, 186 reviews
"Forty family members gathered in the St. Louis area for my mom's 93rd birthday. Many of us were minutes away from each other along Main Street in St. Charles. It was a perfect location for us since we are all walkers and foodies. The Red Barn Guesthouse was a perfect fit for the 6 of us!"
1790's Renovated Barn, Main Street St. Charles, Hot Tub in private backyard!
Don't see what you're looking for?
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 property types in Historic Route 66

Sentral Michigan Avenue
Interior
Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, 425 reviews
"Property was beautiful and well kept. Room was comfortable and felt like home. The pool was disappointing and much smaller than it appears. Communication during check in and valets could be better. "
The price is CA $244
CA $327 total
includes taxes & fees
Jul 3 - Jul 4
Sentral Michigan Avenue
Sonder Market Hall
Interior
Sonder Market Hall
3.5 star property
8.4 out of 10, Very good, 94 reviews
"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 CA $125
CA $147 total
includes taxes & fees
Jun 30 - Jul 1
Sonder Market Hall
Sonder South Wabash
City view from property
Sonder South Wabash
3.5 star property
8.8 out of 10, Excellent, 309 reviews
"Sonder rocks!"
The price is CA $249
CA $293 total
includes taxes & fees
Jun 9 - Jun 10
Sonder South Wabash
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.

Historic Route 66 Vacation Homes information

Number of reviews
940
Accommodation
94 Vacation Homes
Lowest Price
CA $67
Highest Price
CA $409

Recent Reviews in Historic Route 66
Expedia verified reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

5/5 Excellent
Perfect location for a Chicago stay with family
"We have stayed here several times and have had a great experience each time. The staff is always friendly, especially the Bellman, and everyone else we encountered. The room was clean and comfortable. The breakfast was delicious as always. We choose this hotel for its location specifically. We can walk to everything that teens are interested in seeing. We walked to Navy Pier, The Chicago Theater, The River Walk, Michigan Ave and Water Tower Mall. River North has many restaurants nearby and we felt comfortable walking in the area at night. We will definitely stay there again. "
A verified traveller stayed at Embassy Suites by Hilton Chicago Downtown River North
Posted 14 hours ago
Embassy Suites by Hilton Chicago Downtown River North