Holiday Homes in Historic Route 66

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Featured Holiday Homes in Historic Route 66

Downtown Flagstaff Bungalow - 5 minute walk to downtown

10.0 out of 10, Exceptional, (337)
"None"
Downtown Flagstaff Bungalow - 5 minute walk to downtown

The Rass Mandal Residence: A Unique Oasis for Families, Reunions & Retreats

10.0 out of 10, Exceptional, (301)
"My husband & I met up in Santa Fe with his daughter and our four grandchildren (17-24) from San Diego, Santa Cruz, Portland, & Portales (NM). Rass Mandal was ideal for our group of seven, there was plenty of space to congregate and for privacy. Lots of rooms filled with collectibles from the owner's world travels, it's ecclectic & fun. The views are spectacular during the day and we enjoyed nighttime star-gazing from the "balcony" aka rooftop terrace. A couple of us saw shooting stars! The hot...
The Rass Mandal Residence: A Unique Oasis for Families, Reunions & Retreats

The St. Charles Guest House, lovely historic home, fun for families and groups

10.0 out of 10, Exceptional, (120)
"Sisters and sisterinlaws who take trips together had a fabulous time! House is great, clean and decorated nicely. Loved walking to shopping. Loved Lewis & Clark restaurant, Magpies, and Bradden 1818."
The St. Charles Guest House, lovely historic home, fun for families and groups

Rustic Charm 4BDRM Home| STL Developers

9.4 out of 10, Exceptional, (33)
"Great location close to everything Plenty of room for family "
Rustic Charm 4BDRM Home| STL Developers

Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

10.0 out of 10, Exceptional, (121)
"We had an amazing time, and this home was a large part of why we enjoyed Chicago so much! The hosts were great, and very responsive to all of our questions! The home was spacious and warm. The perfect location, so close to the train so we could travel back and forth to downtown. The kitchen has a great space for cooking, what a great stove. The ping pong/billiards table was a hit! We would definitely stay here again! "
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

Entire Dogtown House near Zoo, Forest Park and Wash U

10.0 out of 10, Exceptional, (196)
"Property was very nice and very clean. We enjoyed our stay."
The price is NZ$355
includes taxes & fees
10 Jan - 11 Jan
Entire Dogtown House near Zoo, Forest Park and Wash U

Stunning / Spacious 6BD Home + garage - Bucktown!

9.2 out of 10, Wonderful, (30)
"I invited 5 guest to join me in Chicago for a birthday trip. This home is perfectly located between MDW and ORD. We had no trouble getting to our activities, great restaurants, downtown, or quick stores (Target, CVS, etc). The layout of the home is perfect with rooms and bathrooms on each level. The homeowner is also a wonderful communicator, great at responding. We had no trouble getting a hold of them prior to the trip or during the trip. Highly recommend! "
Stunning / Spacious 6BD Home + garage - Bucktown!

Funky mini loft in fox park! Pet friendly!!

7.6 out of 10, Good, (43)
"My initial thoughts on renting this property were a little sketchy after reading the reviews. I'm so glad I didn't let the Karen's run me off. When deciding to traveling to St Louis for a surprise getaway for a family of six I was nervous about finding the perfect and most affordable housing. This mini loft was the best price for my family's budget and I couldn't of asked for a better stay. Arriving in St. Louis around midnight I was concerned about the area but when we arrived there was an...
The price is NZ$216
includes taxes & fees
15 Jan - 16 Jan
Funky mini loft in fox park! Pet friendly!!

*Stylish*A/C* Swings*Fully Fenced Yard*

10.0 out of 10, Exceptional, (41)
"This house was immaculate, and whoever decorated it has great taste. It's super cute and in a nice neighborhood. The owner was easy to communicate with, and we had no problems. My only note to future renters is that the kitchen has not yet accumulated the "stuff" that is left by others. So, it doesn't have spices, oils, food storage (foil, plastic, etc), at this point. We rent so many houses that we've gotten used to those types of staples being present. But, it wasn't a problem. We just...
The price is NZ$652
includes taxes & fees
12 Jan - 13 Jan
*Stylish*A/C* Swings*Fully Fenced Yard*

Charming Hideaway in Downtown Flagstaff

9.6 out of 10, Exceptional, (372)
"We loved our stay at this property! The location was absolutely perfect, such an easy walk to downtown Flagstaff. The property was clean and was a very cute rustic cabin like vibe. It was definitely older, but great for the price. Especially since it had the fenced in yard for my dogs! Would definitely stay again. "
Charming Hideaway in Downtown Flagstaff

Urban Legends Living *Sanitized*

9.8 out of 10, Exceptional, (148)
"The owners were amazing! The house was clean, cozy and conveniently located near restaurants and shops. Our daughter is a student at OCU and we will plan to stay here every time we are in town for visits! "
Urban Legends Living *Sanitized*

Escape to Wonderland

10.0 out of 10, Exceptional, (84)
"This was the most amazing place i have stayed! The owner does a scavenger hunt that will have you scratching your head running around the house till the end. The decor was amazing and very detailes. We were 8 minutes from everything so it was amazing!"
The price is NZ$370
includes taxes & fees
13 Jan - 14 Jan
Escape to Wonderland

St Louis Townhome-Perfect for Groups!

8.2 out of 10, Very good, (35)
"Everything was great for a group of 4 guys in the area for dirt racing at the Dome Only receiving check in info 1 hr prior was a bit stressful. We have had last min cancelations by property managers, so I like to have details in advance. We understand check in is not until 4. But having that info morning of would I’m give peace of mind"
The price is NZ$398
includes taxes & fees
20 Jan - 21 Jan
St Louis Townhome-Perfect for Groups!

South City Historic Home w/ private carport

9.4 out of 10, Exceptional, (35)
"very clean, really big, "
The price is NZ$604
includes taxes & fees
14 Jan - 15 Jan
South City Historic Home w/ private carport

Adorable STL Home on the Hill!

9.8 out of 10, Exceptional, (61)
"Great area to stay if you want dinner on the hill. 4 mins (driving) away from our favorite restaurant and one of the best in the city Cunetto House of Pasta. "
Adorable STL Home on the Hill!

*NEW!!!**Putting Green* *A/C* Blue Sky Getaway!!!

9.8 out of 10, Exceptional, (38)
"Great communication!! first time VRBO User Very easy.. moving cross country looked for places with garages so we didn’t have to pack everything into a hotel. Worked out excellent."
The price is NZ$667
includes taxes & fees
15 Jan - 16 Jan
*NEW!!!**Putting Green* *A/C* Blue Sky Getaway!!!

Ultimate Group Gathering - 6bdrm 5bth in Flagstaff on National Forest

9.8 out of 10, Exceptional, (185)
"This house is perfect for large gatherings. It has many amenities like a game room a large patio with three grills and a fully stocked kitchen. The house is located at the base of the mountain and when you look outside the windows you feel like you’re in a beautiful forest. however, within a mile or two there are fast food, restaurants, stores, and a movie theaters with easy access. The managers are very easier work with and will respond to your questions in a reasonable amount of time. Our...
Ultimate Group Gathering - 6bdrm 5bth in Flagstaff on National Forest

Luxury Home Away From Your Home

9.0 out of 10, Wonderful, (116)
"Had a great time at Ms. Linnie’s place! She was incredibly responsive and helpful. The house was clean and comfortable, and I loved that there were 2 full bathrooms! I was a little nervous about the neighborhood as we were definitely looked at as outsiders, but no one bothered us and we walked to Maxwell Street Polish and back just fine (which is fantastic, btw). I did love the gated yard in back with two parking spots, so we had our own space. Would definitely stay again!"
Luxury Home Away From Your Home

*Historic Adobe w Hot Tub & Bikes, Centrally located on Canyon Road*

10.0 out of 10, Exceptional, (272)
"Charming property, just as described. Owner and Manager were very responsive and everything was perfect! "
*Historic Adobe w Hot Tub & Bikes, Centrally located on Canyon Road*

PARADISE! Family Reunions, Business Retreats, Vacations

9.8 out of 10, Exceptional, (60)
"If you are a large loud partying kind of family this is not a good choice for you. I hosted 30 people for my husband’s 70th birthday. We rented the main house and all the cottages and the studio. We ranged in age from 78 to 5. Be aware that there are lots and lots of stairs. The mansion is 4 stories and each cottage has the bedroom in a loft area up a flight of stairs as well. Two of my guests fell and were slightly injured on the stairs. Another issue for us was the quiet time. It is 9 am. It...
PARADISE! Family Reunions, Business Retreats, Vacations
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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Other property types in Historic Route 66

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (649)
"Amazing view and the apartment space was perfect. There was some cabinets that were banged up pretty good and the garbage disposal/dishwasher were not working but it was such a beautiful place that it didn't even matter. The valet was super helpful as you have to walk around the block and with alot of luggage it wasn't easy. "
The price is NZ$281
includes taxes & fees
12 Jan - 13 Jan
Sentral Michigan Avenue

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (1950)
"Awesome location, helpful staff, nice layout and wverything we needed. It was the best of a VRBO and the services of a hotel. Plus you can walk directly to loads of good trails. We loved pur stay."
The price is NZ$378
includes taxes & fees
13 Jan - 14 Jan
Junipine Resort

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (348)
"Kasa was a pleasant surprise. Based on previous reviews, we understood that this was not a traditional hotel with amenities and had a virtual front desk but we did have an onsite person that did help us check in and store luggage. The apartment style room was very spacious and clean. We enjoyed having the extra space to spread out and the full kitchen was so handy when storing food or leftovers. Also, when we didn’t get utensils with our to go orders- Kasa had us covered. It was a nice home...
Kasa Magnificent Mile Chicago
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.