Vacation rentals in Overland

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Top-rated vacation rentals in Overland

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Guest favorite

Home in Saint Charles

4.98 out of 5 average rating, 489 reviews

301 Guesthouse SuperHost/Shop Discounts/Katy Trail

Our 301 Guest House is new and completely remodeled in 2018! It’s ideal for one or two people with beautiful furnishings, great queen bed, lots of amenities, full kitchen, with big back yard and patio to enjoy outdoors too! Cable and FAST WiFi! Enjoy light Breakfast! BEST location, Great events year round within walking distance, with being only about 2 blocks from S. Main St, where there are about 100 gift shops n restaurants! Katy Trail is so close, with Spring, Summer, Fall and Xmas events!

Mar 26 – Apr 2

G$23,779 GYD per night

Guest favorite

Home in Granite City

4.98 out of 5 average rating, 123 reviews

Cozy 2-bedroom home minutes from ST. Louis, MO

Welcome to the Sheridan House. This cozy 2-bedroom home is located in a quiet neighborhood. It sets on a corner lot with a large back yard and a parkway across the street. Spend relaxing evenings on the patio, grilling your dinner. Or challenge your partner to a game of ping pong in the basement rec room. Centrally located, you can spend your days exploring attractions in Saint Louis, Mo, Alton and Edwardsville, IL. Just minutes from World Wide Technology Raceway, Busch Stadium, & the Arch.

Jan 13 – 20

G$24,170 GYD per night

Guest favorite

Guest suite in Saint Charles

4.95 out of 5 average rating, 296 reviews

Creekside Suite - Peaceful, Spacious, and Comfy

Enjoy your stay in a spacious walkout basement-level suite that includes bedroom, bathroom, living/dining room & patio. Bedroom has queen bed, dresser, desk & TV. Living room has futon, books, games & TV. TVs have Netflix. Suite has minifridge, microwave, toaster & coffee-maker. Eat at the dining table or sit up to the window counter to look out on the creek & woodlands behind the house. Situated in a quiet, safe neighborhood with parks & ponds. Just 8 miles from historic downtown St Charles.

Jun 11 – 18

G$21,591 GYD per night

Guest favorite

Home in St. Louis

4.84 out of 5 average rating, 101 reviews

Cheerful 1-bedroom, red brick, historic home

Keep it simple at this peaceful, historic, and centrally-located place. This red brick home is a piece of long-standing history (built in 1928), on a quiet one way street. It is just 5 minutes away from the airport & University of Missouri Saint Louis, and just 15 minutes from down town and central west end. It is literally central to just about any place you wish to visit in the Saint Louis area! There’s convenient and free on-street parking too! Come enjoy your time at The Ruby Brick Stay!

Dec 27 – Jan 3

G$13,433 GYD per night

Guest favorite

Tiny home in Saint Ann

4.92 out of 5 average rating, 139 reviews

Forest Edge Tiny House | 8 Min to Airport

Welcome to a private hidden gem 8 minutes from the airport with an oasis of an acre of woods surrounding the property! It’s a quiet getaway from the hustle and bustle of the city but only 8 min to the Airport, 15 miles to down town. 15 min to St. Charles area and 10 min to Hollywood Casino Amphitheatre. Perfect for couples, small family or single visitor to St. Louis! Dogs are welcome to stay for an additional fee. Early checkin/checkout available for $15/hour as availability allows.

May 15 – 22

G$34,040 GYD per night

Guest favorite

Apartment in St. Louis

4.91 out of 5 average rating, 354 reviews

Private Upstairs Apartment minutes from Airport

Discover our historic home in a charming neighborhood with a small-town feel, minutes from the airport and close to St. Louis attractions and Creve Coeur Park Soccer Complex. Enjoy a private second-floor apartment with separate entrance, no shared spaces, and contact-free check-in via coded lock. Sleeps five comfortably with two queen bedrooms and two single beds in a common area/kitchenette. Perfect for those seeking a blend of convenience and serenity during their St. Louis visit

Jun 21 – 28

G$29,493 GYD per night

Guest favorite

Home in Saint Charles

4.97 out of 5 average rating, 175 reviews

Bright & Cozy Shotgun DPX 1 Block from Historic DT

Admire this unique historic home's design with brand new amenities and antique details that give a fresh and charming feel. Built in the 1930's, this half of the duplex has a typical shotgun layout with ten-foot ceilings giving a spacious feel. The front door leads directly to the living room, then into the bedroom, both of which have the original hard wood floors. The back of the house has the kitchen, with exposed brick, a dining area, and a bathroom with a washer and dryer.

Sep 24 – Oct 1

G$27,611 GYD per night

Guest favorite

Home in Dittmer

4.95 out of 5 average rating, 356 reviews

Honeymoon Suite Camp Skullbone In The Woods

Romantic quiet cozy chalet for two! Vintage décor with all the modern amenities of home. Relax inside to unwind, kick back and watch a movie, surf the web via free wi-fi, curl up with a good book, open up a board game for a friendly challenge or share a drink with that special someone. Want some fresh country air? Lace-up those hiking boots and take like Camp Skullbones. . Enjoy the stars on the intimate deck with the glow from the gas fire pit.

Oct 6 – 13

G$32,113 GYD per night

Guest favorite

Home in University City

4.81 out of 5 average rating, 218 reviews

University City/STL Home, Centrally Location

A 3 bedroom/1 bath jewel in the center of everything STL. This safe, quaint home lays on a quiet tree lined cul de sec in University City, MO. This home is a 10 minute drive from Lambert Airport and central (10-15mins) to most popular attractions (zoo, forest park, aquarium, science center, arch), hospitals( barnes, SSM, SLU ) , and colleges ( Wash U, SLU, Fontbonne, Harris Stowe, Webster) in STL . Thanks for looking and safe travels

Oct 13 – 20

G$20,206 GYD per night

Guest favorite

Cottage in Maplewood

4.98 out of 5 average rating, 366 reviews

Weaver Guest House

This charming, light-filled cottage feels like its own private hideaway, yet it's close to everything St. Louis has to offer. Tucked between trees in a quiet Maplewood neighborhood, it's a 15-minute walk to the MetroLink and a 10-minute drive to Washington University, Webster University, Fontbonne University, Forest Park, and Clayton. Business travelers and families alike will appreciate the washer/dryer, fast WIFI and cable TV.

Sep 27 – Oct 4

G$23,231 GYD per night

Superhost

Apartment in Maryland Heights

4.85 out of 5 average rating, 100 reviews

Charming Sparkle Clean Apt- 5min CreveCoeur Park

This recently renovated two-bedroom-apartment secluded on the second floor in quite and quaint Maryland Heights that is only a few minutes from the Lambert Airport, Creve Coeur Lake, West Port Plaza, Hollywood casino & amplify theater and historic Saint Charles. You will enjoy the numerous dinning and entertainment options in the neighborhood.

Jul 10 – 17

G$31,679 GYD per night

Guest favorite

Apartment in St. Louis

4.93 out of 5 average rating, 213 reviews

Comfort & Style In Prime Walkable Location & Park

Enjoy a modern and stylish experience at this centrally-located one bedroom apartment located in The Grove neighborhood of St. Louis! This unit is an upstairs unit in a building of 4 units. Walking distance to many great restaurants and bars and shops in The Grove. 10 minute drive to downtown STL and a minute from Barnes Hospital campus!

Jul 22 – 29

G$21,330 GYD per night