Holiday rentals in Raymore

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Top-rated holiday rentals in Raymore

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A log cabin is reflected in the calm waters of a private lake, framed by lush greenery. Large windows illuminate the interior, while the structure's pitched roof and outdoor seating area create a welcoming environment for relaxation.
Home in Pleasant Hill
4.98 out of 5 average rating, 52 reviews

The Cabin at Big Creek

Ultimate Seclusion Nestled away on 120 acres this fully updated log cabin sets on a 5 acre private lake with a rolling creek. Approximately 20 miles from Arrowhead (GEHA Field) where the World Cup will be held. We get several inquires about small weddings, events, parties, etc. Owner has strict no more than 10 guests spending the night. However for micro weddings and events- as long as it stays under 50 people- the flat rate is 1950 plus fees. Can send special quote if wanting to book event

Guest favourite
The guest house exterior is framed by lush trees, featuring a light brown siding with a shingled roof. Large windows allow for natural light, while a welcoming front porch enhances accessibility. A two-car garage is situated to the right of the entrance.
Home in Peculiar
4.91 out of 5 average rating, 226 reviews

Charming Getaway just south of Kansas City

*This is a smoke-FREE property* Do you have fond memories of staying at grandma's house as a kid? Then you'll love our spacious 1200 sq foot guest house on our beautifully treed, secluded 3 acre property, complete with hobby farm animals. Whether you are coming to visit the KC Metro area or looking to get away from the city, we have you covered. Located just off of I-49 highway, we are less than 30 minutes from the Country Club Plaza, Kauffman and Arrowhead Stadiums, and Downtown Kansas City.

Guest favourite
A bright living area features a dark sofa paired with a mid-century modern coffee table. Shelves are filled with decor and plants, while a plant stands nearby. Natural light enters through two windows with white blinds, illuminating the hardwood floor.
Guest house in Lee's Summit
4.91 out of 5 average rating, 653 reviews

The Cottage

The Cottage, with a studio style layout, is a bright and clean space just one mile from historic downtown lees summit with local shops, bars and restaurants. The cottage is ~20 min from downtown Kansas City and 15 min from Kaufman and Arrowhead Stadium. This newly renovated 1900s milk barn is unique and special with a lot of charm, with a few of the modern conveniences. Guests are welcome to take advantage of the two acre landscaped yard and enjoy a delicious s’more at the outdoor fire pit!

Top guest favourite
Barn in Greenwood
4.92 out of 5 average rating, 252 reviews

Cozy Private Barndominium/studio

Private studio on the second level of our detached garage behind our main house. Located in a resort-like property. Quiet and safe neighborhood. Minutes from downtown Lee's Summit. Coffee shop/bakery within walking distance. Several restaurants close by, 1 mile to iconic antique malls. Perfect place for traveling professionals. Close to Hwy 291. We use the garage for storage and to work on our vehicles occasionally, you might hear us working. *There is no smoking/vaping in the apartment*

Guest favourite
A modern kitchen area features sleek white cabinetry and stainless steel appliances. An island with seating and three pendant lights hangs above creates a central gathering point. Natural light filters in through a nearby window, illuminating the warm wooden flooring and inviting space.
Home in Raymore
4.96 out of 5 average rating, 53 reviews

The Jefferson Loft

Feel the warmth & space of our open living room, kitchen & dining area designed for seamless entertaining & relaxation. 3 BRs offer ample space for all your guests - sleeps up to 10. 2 full Bathrooms ensure everyone's comfort & convenience during their stay. The third bedroom offers 2 fold-out futons for lounging but also 1 queen bed, providing plenty of sleeping options for the little ones. Whether it's a cozy evening in or a lively gathering, our Airbnb is designed to accommodate all!

Top guest favourite
A charming Western wagon is set amidst trees and greenery, featuring a light-colored canvas cover. A gravel path leads to the entrance, flanked by seasonal flowers and a small shrub. Nearby, outdoor amenities include a barbecue grill and a firepit, enhancing the natural surroundings.
Camper van/Motorhome in Peculiar
5 out of 5 average rating, 65 reviews

New Conestoga 1843 Wagon

Beautiful Romantic Western Wagon that is well appointed for a once in a lifetime memorable night or two. The wagon is secluded and nestled at the fork of two streams with accent lighted wilderness and cliffside scenery. Deck, Patio Table, BBQ, and open firepit provide an ambience with the outdoors to gaze at the stars. For bedding down, step inside the Conestoga to a King Bed, full bath and shower, TV, StarLink, Refrigerator, Microwave, Coffee maker, and a beautifully designed decor

Guest favourite
Home in Grandview
4.78 out of 5 average rating, 9 reviews

Central KC Stay | 3BR • Sleeps 6

Whether you’re visiting for a special event, exploring the Kansas City area, or just taking a well-deserved break, we’ve designed this space to be comfortable, stylish, and easy to enjoy. Our home has a modern, open-concept layout so you can relax, unwind, and feel right at home from the moment you walk in. We’ve stocked the duplex with everything we think you’ll need—from a fully equipped kitchen and coffee bar to fresh linens and essentials—so you can focus on enjoying your stay.

Top guest favourite
A welcoming two-story home is surrounded by a manicured lawn, featuring vibrant flower beds. Rocking chairs are positioned on a large front porch with hanging planters. The sun casts gentle shadows across the neatly trimmed grass, enhancing the peaceful outdoor setting.
Home in Cleveland
4.97 out of 5 average rating, 124 reviews

Meadow Brooke Lane

Nested on 3 beautiful acres of fenced land. 4 bedrooms (3 with ensuite), fully equipped kitchen, projector, fire, bbq, plus more! This property is located near multiple event spaces making it ideal for small gatherings or enjoying the countryside. Kids and pets alike with love the vast outdoor space to roam and play. There is a charming train that runs the backside of the property making for a unique and fun backdrop. A fantastic dog friendly brewery is within walking distance.

Top guest favourite
A modern A-frame home is showcased, featuring a striking green exterior and a sloped roof. A spacious deck with black railings is accessible by a set of stairs. The property is surrounded by landscaped grass and trees, contributing to a serene environment.
Home in Raymore
5 out of 5 average rating, 48 reviews

Nick's Place

*This is a smoke-FREE property* Need a home away from home? Come stay in our beautiful, fully renovated A-frame home on 3 secluded acres. Whether you are coming to visit the KC area or looking to get away from the city, we have you covered. Located just off 150 Hwy with quick easy access to I-49 Hwy, and 291 Hwy we are 30 minutes from the Country Club Plaza, Kauffman and Arrowhead Stadiums, and Downtown Kansas City. 50 minutes from Kansas City International Airport.

Guest favourite
Home in Grandview
4.94 out of 5 average rating, 49 reviews

Spacious 4BR/2BA Retreat – Fast Wi-Fi, Model Home!

*Master Suite | Private Desk | 3/4 Bath | King Bed *3 Add'l Bedrooms - 1 King, 1 Queen, 1 Double *Full Guest Bath with Bathtub *Spacious Lot with Outdoor Patio | Shade Trees *Fully Equipped Chef's Kitchen *Coffee Bar *Recliner Sofa Welcome to your home away from home! This bright, airy 4-bedroom, 2-bath house in Grandview is perfect for families, groups, or professionals looking for a comfortable extended stay. Sunlight floods the spacious living areas through lar

Top guest favourite
Home in Grandview
5 out of 5 average rating, 34 reviews

FIFA World Cup Host Home -20 min Arrowhead Stadium

Modern comfortable home right outside Kansas City. Guests have enjoyed staying in this new build with king bed with private en-suite bathroom. Additional queen bed and full bed in downstairs rooms with full bathroom. Fully equipped kitchen and living space with tall ceilings and private deck overlooking yard. 1- car garage, keypad self check-in — entire home is yours! Located in a quiet and safe neighborhood, while centrally located to KC metro spots.

Guest favourite
Tiny home in Grandview
5 out of 5 average rating, 14 reviews

Leaned Cottage cozy relax

This memorable place is anything but ordinary Enjoy this cottage one-bedroom, one-bath house featuring a full kitchen and a warm, inviting space designed for comfort and convenience in the heart of Grandview, Missouri! We are pet-friendly, so feel free to bring your furry companions along! Conveniently located near shops, restaurants, and local attractions, this home offers easy access to the best of Grandview and the surrounding Kansas City area.

Popular amenities for Raymore holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Cass County
  5. Raymore