Weston or “West Town” is the oldest and one of the outermost western settlements in Missouri. It is named after Tom Weston, First Sergeant of the First Dragoons, who laid out a street plan for the town. It was formerly the starting point of California Gold Rush and Oregon and Santa Fe Trail. It also held Missouri River’s second-largest port until 1881. Today, this historic town is a tourists’ favorite destination, especially on weekends. This area is also famous for its Second Saturday events, a festivity wherein locals open up exciting shops, restaurants, art galleries, and wineries for you to see. Watch Irish bands play on weekends at O’Malley’s while drinking their famous beer. Visit Pirtle Winery for the wine and excellent garden views. Enjoy the farm and country scenery by booking one of these Airbnb vacation rentals in Weston, Missouri, for a one-of-a-kind weekend getaway.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.
1. Lovely cottage for couples and long term stays (from USD 50)
This country-style cottage is great for couples planning on a month-long vacation. The quaint two-floor cottage is beside the owner’s main house. The ground level features a huge living room with two sofas for lounging while watching TV. The dining area is beside an L-type open kitchen. The second floor features a spacious single bedroom with vaulted ceilings containing thick cushioned beds, a smart TV, and a small seating area. It is a great home base if you want to explore the nearby Main Street and Pirtle Winery or go bar hopping at O’Malley’s. Luxuries like air-conditioning, heating, cable TV, free parking, and hot water are provided.
Top guest reviews
Read more reviewsLocation:
this place was great very conveniently located and affordable
2. Cozy newly renovated farm house (from USD 250)
This newly renovated farmhouse is in front of Red Barn Farm and just five minutes away from Weston Downtown. It is in a lovely area surrounded by trees and a 10-minute drive to Snow Creek for skiing. The freshly painted bungalow features a new kitchen with a tiny dining area. A divider separates the kitchen from the living room which offers hand-cut walnut flooring and a stone fireplace. Six guests can sleep comfortably in two guest rooms with three big brass beds and one bathroom for sharing. It is also provided with modern amenities such as air-conditioning, heating, a flat-screen TV, laundry facilities, and free parking.
Top guest reviews
Amenities & Room:
two rooms and a sleeper sofa made it perfect for our little family as wellwhen we were done with the festivities we nestled into our private cozy cottageCleanliness:
clean comfortable and well-apportionedvery clean space and very easy check inwonderful quaint clean cozy little cottageabsolutely perfect the house was clean updated and the perfect size for our girls weekend in westonHost:
donovan was amazing as a host and very responsivedonovan was extremely responsive and hospitablethe host was very responsive and friendly - we would definitely stay here againfirst time booking with airb&b and the host was very helpfulwe could not have asked for a better host last weekendRead more reviewsLocation:
the location is also excellentclose to attractions in westongreat location and cute place to stay for a weekend getaway to westongreat place to stay in weston and close to red barn farmstayed for new years eve to be close to o'malleys always a fun time
3. Cute cottage on Main Street (from USD 274)
This typical country cottage has elegant modern interiors. Although it is on Main Street and walking distance to the town’s main attractions, you may just want to stay in and watch Roku TV in the living room or play board games all day. This rental comes with three bedrooms and two bathrooms and can accommodate six guests. The elegant interiors feature hardwood flooring and impressive lighting fixtures. French doors open to a second living room with a piano for musical entertainment. The open kitchen is fully stocked to help you cook family-sized meals. Enjoy eating your free breakfast on the bar counter. Relax in the swing on the front porch and enjoy the lush green surroundings and street view.
Top guest reviews
Amenities & Room:
this is a charming country style cottage with plenty of room for 5 adultswhy? real comfortable beds in all bedroomsCleanliness:
older home with some cosmetic and maintenance issues but very clean inside with comfortable bedsHost:
she’s very friendly and nicethe owner did a good job communicating with us and finding a solution for these concernsgreat digs great location great hostshad a wonderful time very cute house beth was very quick with responses and helpfulRead more reviewsLocation:
great location walk to everythinggreat location and very cute houselocation was ideal for dining and shopping in the townperfect location within walking distance of everything in downtown westongreat location & charming space
4. Private rooms in a gorgeous farmhouse (from USD 125)
Up for rent are two spacious bedrooms in a huge cottage on a working farmstead. Guests have their own private entrance as well as their own living room where they can watch movies on cable TV, enjoy meals at the dining area, and have full access to the furnished patio. Basic appliances such as a microwave, a coffee machine, and a mini-refrigerator are provided. On the same floor are the bedrooms where four guests can sleep comfortably on a queen-sized bed. Guests can explore the land and play with the animals in the barn. It is also minutes away from Main Street, Green Dirt Farm Creamery, parks, orchards, ski venues, wineries, and other historical sites.
Top guest reviews
Cleanliness:
the space was very pretty clean and privatea beautiful country setting with very comfortable clean accommodations and a great host what could be better?Host:
great hosts very friendly and quick to respond :)the friendly dogs & barn animals were fun toothe animals are so fun and friendlyRead more reviewsLocation:
beautiful out of the way locationjennifer’s place is cute and cozyclose to tons of fun stuff to do around weston and platte cityso close to weston too i’m sure we’ll be backbeautiful sunset and so quiet and calm
5. Pet-friendly cozy cottage near the main road (from USD 100)
This huge cottage has a one-of-a-kind figure-eight layout that features two spacious bedrooms and one-and-a-half bathrooms. There are two queen-sized beds in both rooms and a single bed and couch in the living room that can sleep six guests comfortably. The country-style dining room that seats six is separate from the open kitchen. French doors open to a screened-in porch where guests can enjoy garden views while sipping their coffee. The back of the house is overlooking a creek surrounded by trees and shrubbery perfect for taking naps in a hammock. Do note that the front house is beside the busy main road, so you will hear some noise from the vehicles passing by. Pets are allowed but with extra fees.
Top guest reviews
Amenities & Room:
beds were very comfortableCleanliness:
the house was as described clean and cozymost of all the place was very clean and nicely decoratedmost of all the place was very clean and nicely decoratedthe place was extremely clean and a great layout for our groupwendy was very accommodating and her house is very clean and comfyHost:
wendy was a great host very accommodating to our schedulewendy was a great host very accommodating to our schedulewendy was an excellent host for our girls weekend in westoneven our two pups were welcome wendy was very helpful with instructions and plenty of recommendationsRead more reviewsLocation:
walking distance to downtown weston which had nice places to eat and stores to visitthe location could not have been more perfect it was just a couple blocks from downtownin good weather the house is close enough to main street to easily walk to shops and winerieswe would definitely recommend this place if you are planning a trip to weston areawe would definitely recommend this place if you are planning a trip to weston area
6. Lovely contemporary Victorian home (from USD 159)
After a day of shopping in nearby Main Street or partying at the pub and winery next door, you would love to come home to this lovely modern-day Victorian home. Its original structure and interiors are intact as well as updated with modern comforts such as wifi, air-conditioning, heating, hot water, laundry facilities, and a gourmet kitchen. Two spacious bedrooms with enough beds and cushions can host five guests. There are a lot of seating areas in the living room to laze away while you listen to your companion play the piano. Be aware that the caretaker lives in the basement. The required stay here is 30 days.
Top guest reviews
Amenities & Room:
it's a warm and inviting space with plenty of roomCleanliness:
very cute and clean homeRead more reviewsLocation:
the location is within perfect walking distance to the shops hiking trails wineries and the brewerythis place is great it's right up the hill from o'malley's and basically next door from pirtleawesome location great house with lots of charmgreat location and easy check in nice homethe home is very close to several attractions
7. Modern farmhouse with awesome sunset views
Just minutes away from Downtown Weston and the wedding venue of Red Barn Farm is this modern classic 2018 farmhouse. It is ideal for a family getaway or to house your wedding guests and entourage only for the weekends of June to October. It features an open layout with a cozy living room, a work desk, a dining area, and a fully stocked kitchen with a breakfast counter surrounded by relaxing earth-toned walls. On the same floor are two bedrooms with three big beds to sleep four guests each with a luxurious bathroom. Enjoy sunset views over the rolling hills from the front porch and back deck.
Weston, Missouri, United States
1.41 km (0.9 mi) from Weston Bend State ParkSuperhost
Accommodates: 4
Top guest reviews
Amenities & Room:
super comfy furniture and bedsCleanliness:
this place was beautiful and very cleanthis house was so adorable and so clean great hosts and perfect locationHost:
teresa & brad were great hosts and had the house stalked with everything we could possibly needRead more reviewsLocation:
super close to weston
Fun farmhouse stays
The gorgeous homes in Weston make it a fun experience to live in a farmhouse. These rentals allow you to experience farm life first hand yet do not deprive you of the modern comforts. Even though most of these rentals require a month’s minimum stay, a fantastic country escapade is guaranteed. If you are into playing with animals in a barn or being surrounded by lush greenery, include one of these Airbnb vacation rentals in Weston, Missouri in your travel plans.
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