Vacation rentals in Winfield

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Top-rated vacation rentals in Winfield

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Guest favorite

Home in St. Peters

4.88 out of 5 average rating, 313 reviews

Private Walkout w King Bed & Bath + large livingrm

Our house sits in a very quiet and safe neighborhood. When you stay with us you will enter through the walkout basement. You have full access to our very private downstairs apartment. This will enter you right into the very large living area. The master bedroom is complete with a King bed, black out curtains and walk-in closet. Attached is a full size bathroom with walk-in shower. Amenities include television, DVD, WiFi, Kuerig, mini-fridge and access to patio/porch with backyard fire pit.

Nov 14 – 21

G$15,587 GYD per night

Guest favorite

Home in Saint Charles

4.98 out of 5 average rating, 492 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!

Feb 16 – 23

G$23,732 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.

Jul 12 – 19

G$21,718 GYD per night

Guest favorite

Farm stay in Lake Saint Louis

4.92 out of 5 average rating, 194 reviews

Updated Farmhouse 2 bd 2 acres

Updated Farm House on 2 acres,3 beds, 1 bth, this house has 2 bedroom with 3 beds, a fully equipped kitchen, living room, a full bathroom,double sinks,and laundry facilities, this house is a duplex, with 2 separate units, the upstairs is for Airbnb guest, the lower unit has a tenant, each unit has its own space and entrance. 25 minutes from the St. Louis Airport, close to the Missouri Wineries, Bush wild life area, and only 10 minutes to the Katie Trail along the Missouri River.

Feb 24 – Mar 3

G$25,596 GYD per night

Guest favorite

Home in Saint Charles

4.97 out of 5 average rating, 178 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.

Nov 29 – Dec 6

G$27,557 GYD per night

Guest favorite

Farm stay in Grafton

4.97 out of 5 average rating, 204 reviews

Pere Ridge Tree Escape

Welcome to Pere Ridge ! Enjoy the lovely setting of this romantic spot in nature. Pere Ridge is a custom Scandinavian inspired nature escape for two . Our elevated cabin is perched on a ridge with a deck and hot tub that is surrounded by trees. Our hope is that you disconnect from life's stresses while at Pere Ridge. Our cabin is located in "the ridge " area of Grafton and is a short drive to Grafton. It is a light filled studio cabin with modern touches .

Dec 3 – 10

G$31,953 GYD per night

Guest favorite

Home in Dittmer

4.95 out of 5 average rating, 357 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 4 – 11

G$32,493 GYD per night

Guest favorite

Loft in Washington

4.99 out of 5 average rating, 297 reviews

2nd Street Loft - Riverview

Complete Rehab, this historic 1883 storefront building hosts a well known artist and his gallery on the 1st floor. Above is your "loft space" close to wineries, Amtrak, featuring great views of the Missouri River. You’ll love this Downtown Washington location because of the walkable shops, bars, and restaurants many in historic buildings. The loft is great for couples, solo adventurers, and business travelers who can walk a flight of stairs.

Jan 3 – 10

G$20,888 GYD per night

Guest favorite

Guest suite in Dardenne Prairie

4.89 out of 5 average rating, 196 reviews

Treehouse Spa Suite

Treehouse Day Spa is nestled on 3 wooded acres in St.Charles County. Get away from it all while being close to it all at the same time. Augusta wineries, Main Street St. Charles and the Streets of Cottleville are all within minutes of the location! There are two rental units in the treehouse: The spa suite and the penthouse. They each have a separate entrance and are private spaces. Recharge your battery! Regroup Relax Refresh

Oct 10 – 17

G$16,144 GYD per night

Guest favorite

Home in Belleville

4.99 out of 5 average rating, 146 reviews

The Pool House 1-Bedroom Home with Hot Tub & Pool

Soak in the hot tub or relax poolside at The Pool House! Its rural setting is perfect for a relaxing stay, romantic getaway, business trip or spending time with your family. Enjoy a full kitchen, electric fireplace and spacious bedroom. No pets allowed. No smoking allowed. No photo shoots are allowed. We do not have a TV, but do have wifi. **Military discount is available. Please message us first by clicking "Contact host".

Jun 17 – 24

G$26,511 GYD per night

Guest favorite

Home in St. Peters

4.94 out of 5 average rating, 120 reviews

Comfy 3BR home in heart of Saint Peters

Enjoy your stay in the Saint Louis metro area at our safe, clean, and comfy home in Saint Peters, MO - which was recently ranked by Money Magazine as the #1 city in Missouri to live in. Our home is close to dining, shopping, parks, walking trails, and freeways. Many restaurants, as well as groceries, pharmacies, and other services are within walking distance. See our extensive guidebook for additional details.

Oct 6 – 13

G$29,966 GYD per night

Guest favorite

Home in Godfrey

4.89 out of 5 average rating, 209 reviews

Private, Bluff-Top Cottage Above Mississippi River

This charming, remodeled cottage is conveniently located between Grafton and Alton, IL on top of the bluff, high above the Mississippi River and the Great River Road. This 2 bedroom cottage is in a private, woodland setting perfect for your bird and wildlife viewing. We have seen many eagles, turkey and deer. Although there is not WiFi in the house, there is a WiFI and River viewing area close by.

Jan 25 – Feb 1

G$21,703 GYD per night