1+ Vacation Rentals Near Roeland Park |
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Castle In Hawaii - Vacation Rentals in Roeland Park

Westport VIDA House From US $427
         

New
Villa
Westport VIDA House
  • Air Conditioner
  • Parking
  • Child Friendly

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Luxury Places to Stay in Roeland Park

Over 861+ Luxury Places to Stay in or Near Roeland Park
Spacious 4-bedroom house w/massage chair, outdoor patio, near Brookside shops. From US $13,760
         

New
House
Spacious 4-bedroom house w/massage chair, outdoor patio, near Brookside shops.
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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World Cup option.Luxury 4 bedroom house in Kansas City, Country Club Plaza Area
New
From US $4,744
         

New
House
World Cup option.Luxury 4 bedroom house in Kansas City, Country Club Plaza Area
  • Air Conditioner
  • Parking
  • TV

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Stay in Brookside for the World Cup! 3 bed with Swimming pool and outdoor TV
New
From US $3,464
         

New
Hotel
Stay in Brookside for the World Cup! 3 bed with Swimming pool and outdoor TV
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Southmoreland Mansion and Guest House on the Plaza | Sleeps 28! From US $3,291
         

10.0 (1 Review)
House
Southmoreland Mansion and Guest House on the Plaza | Sleeps 28!
  • Air Conditioner
  • Parking
  • TV

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quiet home on dead end street 10 minutes from k.c., on 7 acres sleeps up to 10
New
From US $2,345
         

New
House
quiet home on dead end street 10 minutes from k.c., on 7 acres sleeps up to 10
  • Air Conditioner
  • Fireplace/Heating
  • Child Friendly

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3-bedroom house, screen porch, deck with fire pit, panoramic window kitchen
New
From US $2,305
         

New
House
3-bedroom house, screen porch, deck with fire pit, panoramic window kitchen
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

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World Cup Basecamp - Spacious 4BR, 3.5BA - Walk to Country Club Plaza
New
From US $2,279
         

New
House
World Cup Basecamp - Spacious 4BR, 3.5BA - Walk to Country Club Plaza
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

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Recently remodeled Kansas City home 2 miles to Country Club Plaza-World Cup 2026 From US $2,221
         

New
House
Recently remodeled Kansas City home 2 miles to Country Club Plaza-World Cup 2026
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  • Security/Safety
  • Bedding/Linens

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Top-Rated Vacation Rentals with a Pool in Roeland Park

Over 102+ Top-Rated Vacation Rentals with a Pool in or Near Roeland Park
Charming Home in ❤︎ of KC 2 BDR/2 BA (sleeps 4-6) From US $292
         

10.0 (30 Reviews)
House
Charming Home in ❤︎ of KC 2 BDR/2 BA (sleeps 4-6)
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pool & Hot Tub in the heart of KC! Tons of stylish space inside and out! From US $720
         

10.0 (12 Reviews)
House
Pool & Hot Tub in the heart of KC! Tons of stylish space inside and out!
  • Air Conditioner
  • Parking
  • Pool

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Discover Union Station! 2 Family-friendly Units, Live Music Performance From US $483
         

10.0 (2 Reviews)
Hotel
Discover Union Station! 2 Family-friendly Units, Live Music Performance
  • Air Conditioner
  • Parking
  • Pool

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Premier Kansas City Luxury! Onsite Pool, Pets Allowed, Near Fountain of Neptune From US $253
         

10.0 (1 Review)
Hotel
Premier Kansas City Luxury! Onsite Pool, Pets Allowed, Near Fountain of Neptune
  • Air Conditioner
  • Parking
  • Pool

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Charming 2 Bdrm Near KU! 17 From US $172
         

9.8 (6 Reviews)
Apartment
Charming 2 Bdrm Near KU! 17
  • Air Conditioner
  • Parking
  • Pet Friendly

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Relaxing 2BR Getaway Near KU Med with Pool | 18 From US $162
         

9.6 (57 Reviews)
Apartment
Relaxing 2BR Getaway Near KU Med with Pool | 18
  • Air Conditioner
  • Parking
  • Pet Friendly

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Hampton Inn & Suites Kansas City-Country Club Plaza From US $133
         

9.4 (1002 Reviews)
Hotel
Hampton Inn & Suites Kansas City-Country Club Plaza
  • Air Conditioner
  • Parking
  • Pool

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4-Bed Home with Pool by KU & 39th St. Shops | 4 From US $256
         

9.2 (14 Reviews)
House
4-Bed Home with Pool by KU & 39th St. Shops | 4
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pet-Friendly Vacation Rentals in Roeland Park

Over 390+ Pet-Friendly Vacation Rentals in or Near Roeland Park
Boho Chic 2 Bedroom West Plaza From US $192
         

|
7.6 (15 Reviews)
Apartment
Boho Chic 2 Bedroom West Plaza
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming Duplex Near Food and Fun | 15/16 From US $341
         

10.0 (12 Reviews)
House
Charming Duplex Near Food and Fun | 15/16
  • Air Conditioner
  • Parking
  • Pet Friendly

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Walking distance to Country Club Plaza Entertainment District From US $290
         

10.0 (265 Reviews)
House
Walking distance to Country Club Plaza Entertainment District
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming Hideaway in Westport 15 From US $160
         

9.2 (44 Reviews)
House
Charming Hideaway in Westport 15
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming Hideaway in Westport | 16 From US $142
         

9.0 (24 Reviews)
House
Charming Hideaway in Westport | 16
  • Air Conditioner
  • Parking
  • Pet Friendly

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2 bed, 2 bath West Plaza House, yard, parking! From US $295
         

10.0 (109 Reviews)
House
2 bed, 2 bath West Plaza House, yard, parking!
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Little House: Cozy Home in Overland Park From US $216
         

10.0 (68 Reviews)
House
The Little House: Cozy Home in Overland Park
  • Air Conditioner
  • Parking
  • Pet Friendly

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Plaza Corner - Walkable to the Plaza & UMKC + Parking From US $523
         

10.0 (42 Reviews)
House
Plaza Corner - Walkable to the Plaza & UMKC + Parking
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Roeland Park

Over 92+ Large Vacation Homes & Villas in or Near Roeland Park
Newly remodeled KC Bungalow, near Plaza & Westport From US $235
         

10.0 (20 Reviews)
House
Newly remodeled KC Bungalow, near Plaza & Westport
  • Air Conditioner
  • Security/Safety
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Large Beautiful Kansas City Craftsman 4 King Beds! Mins to Plaza Westport UMKC From US $458
         

10.0 (8 Reviews)
House
Large Beautiful Kansas City Craftsman 4 King Beds! Mins to Plaza Westport UMKC
  • Air Conditioner
  • Parking
  • TV

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Belvedere Flats - 2 units! Gorgeous Remodel + Walkable to Westport+Streetcar! From US $566
         

10.0 (5 Reviews)
Apartment
Belvedere Flats - 2 units! Gorgeous Remodel + Walkable to Westport+Streetcar!
  • Air Conditioner
  • Parking
  • TV

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Quiet, comfy and spacious 3 bedroom home in KC From US $277
         

10.0 (2 Reviews)
House
Quiet, comfy and spacious 3 bedroom home in KC
  • Air Conditioner
  • Parking
  • TV

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Charming 4-bedroom house. 16 guest, hot tub, sauna, fire pit, arcade, game room
New
From US $546
         

10.0 (1 Review)
House
Charming 4-bedroom house. 16 guest, hot tub, sauna, fire pit, arcade, game room
  • Air Conditioner
  • Parking
  • TV

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🌻BBQ🌻Luxury King Beds🌻Nearby Parks🌻 Reserved Parking🌻Smart TVs🌻Google Fiber🌻W/D🌻 From US $297
         

9.8 (176 Reviews)
House
🌻BBQ🌻Luxury King Beds🌻Nearby Parks🌻 Reserved Parking🌻Smart TVs🌻Google Fiber🌻W/D🌻
  • Air Conditioner
  • Parking
  • TV

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❖Driveway❖15min → DT❖Family-Friendly❖Yard+Patios❖Corner Lot❖Reserved Parking❖ From US $656
         

9.8 (30 Reviews)
House
❖Driveway❖15min → DT❖Family-Friendly❖Yard+Patios❖Corner Lot❖Reserved Parking❖
  • Air Conditioner
  • Parking
  • TV

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3 bedroom home in Westwood From US $282
         

9.8 (29 Reviews)
House
3 bedroom home in Westwood
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Wheelchair Accessible Vacation Homes in Roeland Park

Over 153+ Wheelchair Accessible Vacation Homes in or Near Roeland Park
Country Club Plaza Studio -> Walk to The Plaza + Close to Art Museums & Parks From US $65
         

10.0 (7 Reviews)
Apartment
Country Club Plaza Studio -> Walk to The Plaza + Close to Art Museums & Parks
  • Air Conditioner
  • Parking
  • TV

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1bed 1 bath Condo with Movie Projector! From US $212
         

|
9.5 (11 Reviews)
Apartment
1bed 1 bath Condo with Movie Projector!
  • Air Conditioner
  • Parking
  • Wheelchair Accessible

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Cozy Bedroom Retreat in the Heart of Kansas City From US $226
         

4.0 (1 Review)
Apartment
Cozy Bedroom Retreat in the Heart of Kansas City
  • Parking
  • Pool
  • Wheelchair Accessible

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The Paris Suite*Westport District From US $227
         

10.0 (4 Reviews)
Apartment
The Paris Suite*Westport District
  • Air Conditioner
  • Parking
  • Pet Friendly

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2 Connected Studios in Historic Building Walkable to Plaza - 2BR, 2BA, 2 Kitchens + Rooftop Views From US $373
         

10.0 (2 Reviews)
Apartment
2 Connected Studios in Historic Building Walkable to Plaza - 2BR, 2BA, 2 Kitchens + Rooftop Views
  • Air Conditioner
  • Parking
  • TV

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Plaza Edition - Bright and modern studio w/king bed walkable to Plaza and Nelson From US $282
         

10.0 (1 Review)
Apartment
Plaza Edition - Bright and modern studio w/king bed walkable to Plaza and Nelson
  • Air Conditioner
  • Parking
  • TV

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Gorgeous Penthouse Overlooking Nelson Atkins Museum! From US $378
         

9.6 (36 Reviews)
Apartment
Gorgeous Penthouse Overlooking Nelson Atkins Museum!
  • Air Conditioner
  • Parking
  • TV

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Plaza Scenic - Walk to Nelson + Plaza +Streetcar From US $345
         

9.4 (39 Reviews)
Condo
Plaza Scenic - Walk to Nelson + Plaza +Streetcar
  • Air Conditioner
  • Parking
  • TV

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Roeland Park Varoom and Airbnb Places to Stay Under $200

Over 417+ Roeland Park Varoom and Airbnb Places to Stay Under $200
Open Floor Plan 2 Bdrm-Private Home in Mission, KS-video tour-3rd picture From US $159
         

10.0 (168 Reviews)
House
Open Floor Plan 2 Bdrm-Private Home in Mission, KS-video tour-3rd picture
  • Air Conditioner
  • Parking
  • TV

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Beautifully Decorated Plaza Condo 1 From US $131
         

10.0 (4 Reviews)
Apartment
Beautifully Decorated Plaza Condo 1
  • Air Conditioner
  • Parking
  • Pet Friendly

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Southmoreland on the Plaza an Urban Inn From US $106
         

|
9.2 (449 Reviews)
House
Southmoreland on the Plaza an Urban Inn
  • Air Conditioner
  • Parking
  • TV

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✪ Best Apartment in Westport Kansas City ✪ From US $155
         

10.0 (13 Reviews)
Apartment
✪ Best Apartment in Westport Kansas City ✪
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cozy 2-bedroom house in Kansas City- Walk to Westport and Plaza From US $175
         

10.0 (5 Reviews)
House
Cozy 2-bedroom house in Kansas City- Walk to Westport and Plaza
  • Air Conditioner
  • Pet Friendly
  • TV

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Affordable Long-Term Work or Study Rental From US $65
         

10.0 (4 Reviews)
Apartment
Affordable Long-Term Work or Study Rental
  • Air Conditioner
  • Parking
  • Pet Friendly

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2 Bedroom Duplex Near Food, Shops, & KU Hospital 6
New
From US $168
         

10.0 (1 Review)
Apartment
2 Bedroom Duplex Near Food, Shops, & KU Hospital 6
  • Air Conditioner
  • Parking
  • Pet Friendly

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Wolferman King Bed 6min to KU Med Center w Parking and WiFi Book a stay now! From US $152
         

10.0 (1 Review)
Apartment
Wolferman King Bed 6min to KU Med Center w Parking and WiFi Book a stay now!
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

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Instantly Bookable Vacation Homes in Roeland Park

Over 484+ Instantly Bookable Vacation Homes in or Near Roeland Park
♦Stylish Home ♦Corner Lot♦Full Kitchen♦Backyard♦BBQ♦10min→DT♦Google Fiber♦ From US $278
         

10.0 (45 Reviews)
House
♦Stylish Home ♦Corner Lot♦Full Kitchen♦Backyard♦BBQ♦10min→DT♦Google Fiber♦
  • Air Conditioner
  • Parking
  • TV

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Cheerful 4 Bedroom Home by KU & 39th St. Shops | 4 From US $272
         

10.0 (11 Reviews)
House
Cheerful 4 Bedroom Home by KU & 39th St. Shops | 4
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming, updated 3 bed, 2 bath, huge yard/patio From US $225
         

10.0 (35 Reviews)
House
Charming, updated 3 bed, 2 bath, huge yard/patio
  • Air Conditioner
  • Parking
  • Pet Friendly

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*NEW* Mid-Century Modern Bungalow! Ideal Location -3Bed/2BR From US $241
         

10.0 (28 Reviews)
House
*NEW* Mid-Century Modern Bungalow! Ideal Location -3Bed/2BR
  • Air Conditioner
  • Parking
  • Pet Friendly

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Skyline | Hot tub | Rooftop Patio | Amazing Views From US $298
         

10.0 (22 Reviews)
House
Skyline | Hot tub | Rooftop Patio | Amazing Views
  • Air Conditioner
  • Parking
  • TV

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KC Explorer - Walkable 39th St. Bungalow + Parking! From US $325
         

10.0 (21 Reviews)
House
KC Explorer - Walkable 39th St. Bungalow + Parking!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Midtown Manor Central Location - 1 Mile to Plaza From US $522
         

10.0 (19 Reviews)
House
Midtown Manor Central Location - 1 Mile to Plaza
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Westwood Escape – Sleeps 6, Walk to Park & Plaza! From US $427
         

10.0 (19 Reviews)
Apartment
The Westwood Escape – Sleeps 6, Walk to Park & Plaza!
  • Air Conditioner
  • Parking
  • TV

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About Roeland Park Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Castleinhawaii Roeland Park, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Roeland Park. Places to stay near Roeland Park are 2002.09 ft² on average, with prices averaging $427 a night.

Castleinhawaii makes it easy and safe to find and compare vacation rentals in Roeland Park with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Roeland Park

Type Count
Villas 1

Use these Quick Filters to Find a Vacation Rental in Roeland Park

★ Pro Tip: Castleinhawaii makes it easy to compare the best listings on Castleinhawaii homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Castleinhawaii homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Roeland Park.

Weather in Roeland Park

View the weather forecast for Roeland Park before booking your Roeland Park Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

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