Holiday rentals in Roeland Park

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Top-rated holiday rentals in Roeland Park

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

Guest favourite

Home in Kansas City

4.96 out of 5 average rating, 400 reviews

42 Terrace Guest House

This is our 100+ year old shotgun bungalow located in the historic and vibrant Volker neighborhood. We called this home for better than 10 years. During that time, we completely renovated it, while keeping the historic charm. Two kids later..... we're now offering it to you. You get the place all to yourself. No noise annoyances above, or below. Just a nice, quiet, and peaceful home to call your own. The home has one bedroom with a Queen size bed, as well as a sleeper couch in the front room/library. Ideal for 2. Happy to accept up to 4. The home has all the amenities of a fully functioning place. Including Wifi, Netflix, Amazon Prime, Pandora, (no cable). A full size washer and dryer. A library of books and movies. A bicycle, helmet, and lock. Even a sewing machine. There's no shortage of things to do nearby, many within walking distance. 39th street - boutique shops, excellent international restaurants, bars. www.39thstreetwestkc.com Westport - more eclectic shops, restaurants, and lots of nightlife, including live music. www.westportkcmo.com Plaza - 3 minute drive. Shopping, Restaurants, and great people watching. www.countryclubplaza.com Union Station/Crown Center - less than 10 minute drive - historic train station/shops/restaurants/activities. www.unionstation.org and www.crowncenter.com Power and Light District - 10 minute drive. Restaurants and nightlife. One of KC's newest hotspots. www.powerandlightdistrict.com .....and those are just some of the biggies. The list goes on. We just love the midtown energy. Hope you will too

9–16 Oct

$137 SGD per night
Guest favourite

Home in Shawnee

4.95 out of 5 average rating, 152 reviews

~Comfort~Space~Location~PetFriendly~Patio~Grill~

🏡 3 bedroom 3 🛌 1 sectional 🛋 2 bath 🛁 2 📺 ✅close to highways, Ikea, Plaza-15 min., Westport-10, airport-25-30. Restaurants, stores and places of entertainment ✅Suitable for families with children. We provide a high chair and a playpen. ✅Both bathrooms are on the main floor ✅No stairs (Laundry in the basement) ✅Two car garage, parking on the driveway and more parking close by ✅ Fenced Backyard ✅Park, playground, picnic shelter within walking distance ❌Pets must stay off furniture and beds

29 May – 5 Jun

$149 SGD per night
Guest favourite

Guest house in Westwood

4.99 out of 5 average rating, 477 reviews

Westwood cottage in garden setting

This 400 sq. ft. guesthouse (studio) on a historic property in Westwood, Kansas has recently been fully renovated and furnished. It has a completely equipped kitchenette, comfortable living area, along with a queen-size bed. The guesthouse also includes a washer/dryer off the kitchen. The guesthouse is a separate dwelling located on a half an acre property which includes the original farmhouse built in 1889 - the guesthouse added in 1920. Westwood, Kansas is 2 miles from the Country Club Plaza.

20–27 Jul

$125 SGD per night

Popular amenities for Roeland Park holiday rentals

Stay near Roeland Park's top sights

Price Chopper44 locals recommend
Strauds6 locals recommend
Walmart11 locals recommend

Other great holiday rentals in Roeland Park

Guest favourite

Townhouse in Lenexa

4.94 out of 5 average rating, 100 reviews

Lovely 2 Bedroom Townhouse

2–9 Oct

$132 SGD per night
Guest favourite

Guest suite in Lenexa

4.91 out of 5 average rating, 118 reviews

Styled and cozy mid-century modern suite

20–27 May

$113 SGD per night
Superhost

Guest suite in Kansas City

4.85 out of 5 average rating, 475 reviews

Large Comfortable Studio- 1 block from KU Hospital

17–24 Apr

$127 SGD per night
Guest favourite

Guest house in Kansas City

4.97 out of 5 average rating, 623 reviews

Elegant Romantic Carriage House - pets welcome!

5–12 Jan

$121 SGD per night
Guest favourite

Home in Overland Park

4.95 out of 5 average rating, 335 reviews

Entire Private Basement with Walkout Entrance

27 Aug – 3 Sep

$124 SGD per night
Superhost

Home in Roeland Park

4.84 out of 5 average rating, 55 reviews

Cute home, 5mi to downtown & 2mi to plaza!

11–18 Jan

$159 SGD per night
Superhost

Home in Roeland Park

4.83 out of 5 average rating, 46 reviews

Peaceful Retreat-10 Min To KU Med

23–30 Nov

$181 SGD per night
Superhost

Townhouse in Roeland Park

4.83 out of 5 average rating, 23 reviews

The Reserve @ Roeland Park- Glorified Hotel Room 4

9–16 Apr

$145 SGD per night
Guest favourite

Home in Fairway

5.0 out of 5 average rating, 5 reviews

Fabulous in Fairway!

17–24 Jan

$210 SGD per night
Guest favourite

Home in Roeland Park

4.93 out of 5 average rating, 73 reviews

Serene Stay in KC_Highly Rated_Spacious

10–17 Feb

$380 SGD per night
Guest favourite

Guest house in Overland Park

4.9 out of 5 average rating, 10 reviews

Overland Park Poolside Guest House

12–19 Apr

$128 SGD per night
Guest favourite

Serviced apartment in Overland Park

4.94 out of 5 average rating, 96 reviews

1-bedroom 2nd floor suite— w/private entrance!

5–12 Jun

$90 SGD per night

Destinations to explore

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  5. Roeland Park