Overland Holiday Rentals

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Holiday Rentals in Overland

White House at Grand Central
3.0 star property
9.0 out of 10, Wonderful, (74)
"I love the exact room that will book the same exact Room again looks real clean nice .we enjoyed our time there "
The price is NZ$327
includes taxes & fees
11 Jun - 12 Jun
White House at Grand Central
Kasa Central West End St. Louis
3.5 star property
8.6 out of 10, Excellent, (36)
"Great location, very walkable. The Whole Foods on the first floor was very convenient. "
The price is NZ$361
includes taxes & fees
11 Jun - 12 Jun
Kasa Central West End St. Louis
Kasa Forest Park St. Louis
3.5 star property
9.0 out of 10, Wonderful, (99)
"Great property and a really cool vibe in this part of the city."
Kasa Forest Park St. Louis
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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
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
10.0 out of 10, Exceptional, (185)
"We could walk to the riverfront, walking paths, shops and restaurants!"
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Funky mini loft in fox park! Pet friendly!!
7.2 out of 10, Good, (15)
"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 NZ$215
includes taxes & fees
18 Jun - 19 Jun
Funky mini loft in fox park! Pet friendly!!
Cozy Soulard 2BR w/ Free Parking
9.8 out of 10, Exceptional, (16)
"It was cozy, clean and comfortable. Loved it."
The price is NZ$279
includes taxes & fees
17 Jun - 18 Jun
Cozy Soulard 2BR w/ Free Parking
Stunning Townhome in The Grove - 918
9.4 out of 10, Exceptional, (24)
"The property was in a good location. Just one block away from nightlife and fun. "
The price is NZ$419
includes taxes & fees
11 Jun - 12 Jun
Stunning Townhome in The Grove - 918
Chic Loft wlk to CityMu, CnvnCtr & Aquarium pets welcome
8.0 out of 10, Very good, (8)
"This place was great and I would stay here any time I'm in the area. The host was beyond helpful and friendly. I would choose this over any hotel. Great location for families with children."
Chic Loft wlk to CityMu, CnvnCtr & Aquarium pets welcome
StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.
10.0 out of 10, Exceptional, (221)
"We had a lovely evening/morning at this lovely apartment on The Hill. Close to restaurants, a park, and more. Clean and with everything we needed, including coffee. We would stay here again."
The price is NZ$248
includes taxes & fees
18 Jun - 19 Jun
StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.
The Lofts of North Main Street
9.6 out of 10, Exceptional, (90)
"Photos don't do it justice. This was the perfect place to stay for me and my family during my college graduation weekend. The accommodations are a perfect balance between chic, cozy, and modern. There was plenty of space for all 5 of us to spread out and relax. We never felt like we were crowded or had too little privacy. The upstairs loft is a neat spot to chill or to sleep, and in the living room/dining room/kitchen area we could visit while watching TV, eating, and cooking/cleaning in the...
The price is NZ$411
includes taxes & fees
18 Jun - 19 Jun
The Lofts of North Main Street
Entire Dogtown House near Zoo, Forest Park and Wash U
10.0 out of 10, Exceptional, (171)
"Great location and amenities. Perfect for family getaway"
The price is NZ$326
includes taxes & fees
24 Jun - 25 Jun
Entire Dogtown House near Zoo, Forest Park and Wash U
☆BackYard BBQ Hidden Gem☆Perfect Location~Groups /Pets Welcome
9.0 out of 10, Wonderful, (41)
"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
Craigshire Suites
3.0 star property
7.0 out of 10, Good, (1110)
"Great customer service "
The price is NZ$230
includes taxes & fees
6 Jul - 7 Jul
Craigshire Suites
Tower Grove South 1BR Gingerbread House
9.0 out of 10, Wonderful, (15)
"Shelby was a very responsive host and accomodating to our requests. Her home was very charming and peaceful."
Tower Grove South 1BR Gingerbread House
Beautiful, Brand New Tower Grove Unit! 1s
9.8 out of 10, Exceptional, (7)
"Clean, comfortable, roomy 3 bedroom. Quiet and safe neighborhood ."
The price is NZ$393
includes taxes & fees
2 Jul - 3 Jul
Beautiful, Brand New Tower Grove Unit! 1s
Plush Living next to BJC/ZOO/FOREST PARK/WASHU
9.0 out of 10, Wonderful, (31)
"We had a solid experience at Arthur's place. His instructions for check-in and all other processes were very accurate and user-friendly. One suggestion we have is to fix the bathtub faucet."
The price is NZ$267
includes taxes & fees
17 Jun - 18 Jun
Plush Living next to BJC/ZOO/FOREST PARK/WASHU
St Louis Townhome-Perfect for Groups!
8.6 out of 10, Excellent, (19)
"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 NZ$367
includes taxes & fees
16 Jun - 17 Jun
St Louis Townhome-Perfect for Groups!
South City Historic Home w/ private carport
9.6 out of 10, Exceptional, (28)
"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 NZ$669
includes taxes & fees
11 Jun - 12 Jun
South City Historic Home w/ private carport
Stylish FoxPark 3BR, King Master
10.0 out of 10, Exceptional, (19)
"My 3yr old son and I met my family for a last-minute weekday getaway as we all live within a couple of hours of STL. This was a great location close to the ballpark, zoo, Ikea, restaurants, etc. We were able to travel around, avoiding the highways which was a nice bonus! The place was very clean, comfortable, and large enough for us all to relax in our own spaces while still being able to hang out in the kitchen/living area. The neighborhood seemed very safe as we walked around a in the area in...
The price is NZ$317
includes taxes & fees
11 Jun - 12 Jun
Stylish FoxPark 3BR, King Master
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See all available properties in Overland
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 Overland you may be interested in

Hyatt Regency St. Louis at The Arch
4.0 star property
8.4 out of 10, Very good, (3071)
"Overall stay was nice, no accommodations though."
The price is NZ$284
includes taxes & fees
30 Jun - 1 Jul
Hyatt Regency St. Louis at The Arch
Drury Plaza Hotel St. Louis at the Arch
3.0 star property
9.6 out of 10, Exceptional, (2226)
"Second time staying, felt safe, clean, food available was good, easy walk to Busch stadium. "
The price is NZ$289
includes taxes & fees
16 Jun - 17 Jun
Drury Plaza Hotel St. Louis at the Arch
Clayton Plaza Hotel & Extended Stay
3.5 star property
9.0 out of 10, Wonderful, (2899)
"This property was absolutely FANTASTIC! I was a bit leery since it was not a chain but it was by far the nicest place I’ve stayed at in quite some time, especially for the price. It was very clean, the staff was very nice, room was big and clean, bed was comfy, they had reading lights along with lamps, the mirror was touch screen with heat so it didn’t steam up, digital shower. Can’t say enough nice things. In addition to all that it includes a full hot breakfast buffet equipped with a made to...
The price is NZ$198
includes taxes & fees
9 Jun - 10 Jun
Clayton Plaza Hotel & Extended Stay
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Overland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Overland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Overland. Seeing all the best attractions is bound to make you fall in love with Overland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Overland short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Overland?

Yes, we offer holiday rentals where you'll be just 6.2 mi (9.9 km) from St. Louis Zoo, offering you a more secluded option if you want peace and quiet. Overland is known for its live music and bars. Make sure you have time to check out the churches and coffee shops during your trip.

What are some of the best holiday rentals that Overland has to offer?

Funky mini loft in fox park! Pet friendly!!: This holiday home rental outside of Overland has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Overland?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Overland stay.

What can I see and do in Overland?

Explore the area and family-friendly sights such as St. Louis Zoo, or get out into nature at a spot like Forest Park. St. Louis Union Station and Enterprise Center are other popular places to visit in the area.

What are holiday rentals like in Overland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Overland. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family gatherings.

Recent reviews of Overland properties
Expedia verified reviews