Discover Your Perfect Westboro Vacation Homes

Best Vacation Homes in Westboro

Cabin
Map-icon
like-icon10.0
Exceptional
(37 Reviews)
2 Bedrooms 1 Bath 6 Guests 1200 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£182/Night 7 Nights - £1,272
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House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 8 Guests 1840.63 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£188/Night 7 Nights - £1,316
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Cottage
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1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£201/Night 7 Nights - £1,405
House
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
4 Bedrooms 4 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£366/Night 7 Nights - £2,565
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 6 Guests 1205.56 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£283/Night 7 Nights - £1,977
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
1 Bedroom 1 Bath 2 Guests 600 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£163/Night 7 Nights - £1,138
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 9 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
£151/Night 7 Nights - £1,053
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 1 Bath 8 Guests 1841 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£249/Night 7 Nights - £1,742

Westboro Luxury Rentals

House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
11 Bedrooms 4 Baths 28 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£902/Night 7 Nights - £6,312
Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 5 Baths 16 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£662/Night 7 Nights - £4,636
House
Map-icon
like-icon9.8
Exceptional
(43 Reviews)
7 Bedrooms 3 Baths 16 Guests 4614 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£552/Night 7 Nights - £3,862
Hotel
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
8 Baths 7200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
£543/Night 7 Nights - £3,803
Hotel
Map-icon
like-icon5.8
Average
(93 Reviews)
1 Bath
  • Kitchen
    Kitchen
  • Parking
    Parking
More amenities
£411/Night 7 Nights - £2,876
Other
Map-icon
like-icon9.6
Exceptional
(9 Reviews)
5 Bedrooms 3 Baths 14 Guests 4000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£391/Night 7 Nights - £2,740
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House
Map-icon
4 Bedrooms 2 Baths 20 Guests 2497.23 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£329/Night 7 Nights - £2,302
Hotel
Map-icon
4 Baths
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
£305/Night 7 Nights - £2,135

Westboro Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 4 Baths 10 Guests 3500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£234/Night 7 Nights - £1,641
House
Map-icon
like-icon9.1
Exceptional
(88 Reviews)
6 Bedrooms 2 Baths 13 Guests 184.78 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£42/Night 7 Nights - £293
Apartment
Map-icon
like-icon7.0
Very Good
(8 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£64/Night 7 Nights - £450
New
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£210/Night 7 Nights - £1,470
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Apartment
Map-icon
1 Bedroom 2 Baths 8 Guests 1001.04 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
£248/Night 7 Nights - £1,736
House
Map-icon
like-icon9.8
Exceptional
(8 Reviews)
4 Bedrooms 1 Bath 20 Guests 2500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£247/Night 7 Nights - £1,730
House
Map-icon
like-icon9.6
Exceptional
(24 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£261/Night 7 Nights - £1,824
Villa
Map-icon
like-icon9.6
Exceptional
(14 Reviews)
4 Bedrooms 4 Baths 12 Guests 2500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£251/Night 7 Nights - £1,757

Westboro Large Vacation Homes

House
Map-icon
like-icon8.4
Excellent
(5 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£249/Night 7 Nights - £1,746
Apartment
Map-icon
5 Bedrooms 2 Baths 8 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£241/Night 7 Nights - £1,686
House
Map-icon
like-icon9.8
Exceptional
(9 Reviews)
6 Bedrooms 3 Baths 15 Guests 2600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£459/Night 7 Nights - £3,216
Cabin
Map-icon
4 Bedrooms 4 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£290/Night 7 Nights - £2,033
Bed & Breakfast
Map-icon
4 Bedrooms 4 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
£129/Night 7 Nights - £900
Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 8 Guests
  • Spa
    Spa
  • Pet Friendly
    Pet Friendly
More amenities
£157/Night 7 Nights - £1,101

Why Choose Rent By Owner for your Westboro Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Westboro

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you can enjoy all that this destination has to offer, whether you're seeking a lively atmosphere or a peaceful retreat within the region's climate patterns.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this time, you can enjoy pleasant weather and longer daylight hours, making it ideal for exploring the region's natural beauty while staying in comfortable vacation rentals.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
summer
Late Summer to Early Fall (August to September)

This season attracts visitors seeking warm weather and vibrant scenery, perfect for outdoor activities while enjoying well-equipped vacation rentals nearby.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F

Off-Season Highlights

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Winter (December to February)

Visit during the colder months when demand drops, and you can find more affordable vacation rentals while experiencing a quieter, serene atmosphere here.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 20°F to 30°F
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Early Spring and Late Fall (March to April and October to November)

Shoulder seasons offer mild weather and fewer crowds, providing a peaceful setting for your stay in the region's vacation rentals with moderate temperatures.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Westboro

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor grilling with a private barbecue area to make the most of your evenings here.
  • Relax on spacious patios or decks that provide scenic views of the surrounding countryside.
  • Take advantage of well-maintained gardens and landscaped yards for peaceful outdoor moments.
  • Make use of shared or private pools available at some properties for cooling off during warmer months.
  • Explore nearby walking trails or nature paths directly from your rental for outdoor adventures.
  • Benefit from ample parking spaces designed to accommodate your outdoor excursions and activities.
  • Utilize outdoor recreational facilities such as fire pits or picnic tables to enhance your stay in this region.
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Family Activities

  • Westboro Park: Enjoy a family picnic or leisurely walk through the expansive green spaces of this local park, perfect for outdoor activities in the area.
  • Museum of Local History: Explore engaging exhibits that highlight the region's heritage, offering educational fun for children and adults alike.
  • Community Center Activities: Participate in family-friendly programs and events hosted at the community center, fostering connection and entertainment for all ages.
  • Family-Friendly Dining: Dine at cozy restaurants and cafes nearby that cater to families, making mealtime enjoyable during your stay in the region.
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Adult Activities

  • Exploring local art galleries: Discover the region’s vibrant art scene by visiting art galleries that showcase local talent and innovative exhibits.
  • Enjoying outdoor recreation at parks: Spend your days relaxing or engaging in activities like hiking, picnicking, and birdwatching at nearby outdoor parks.
  • Sampling regional cuisine: Indulge in the area’s culinary offerings by dining at restaurants that highlight locally sourced ingredients and regional flavors.
  • Visiting historical sites: Immerse yourself in the region’s history by exploring landmarks and museums that tell the story of this destination’s past.

Westboro Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's diverse eateries to experience authentic regional flavors and make your stay memorable.
  • Plan Outdoor Activities: Make time for outdoor pursuits such as parks or scenic spots in this destination to enjoy the natural beauty of the region.
  • Check Out Neighborhood Amenities: Use nearby amenities like shops and entertainment venues to enhance your visit and immerse yourself in local culture.
  • Communicate with Your Host: Reach out to your vacation rental host for insider tips and personalized suggestions to maximize your stay here.

Transportation Options

  • Personal Vehicles: Renting or driving your own car offers the flexibility to explore this region at your own pace, making it an ideal transportation option while staying in Westboro.
  • Local Bus Services: The area's bus network provides an affordable and convenient way to navigate here without the need for a personal vehicle, especially for short trips around the community.
  • Rideshare Services: Popular options like Uber and Lyft operate in the region, offering quick and reliable transportation when you prefer not to drive yourself during your stay.
  • Taxis and Shuttle Services: Licensed taxi companies and shuttle services are available for comfortable travel within Westboro and to nearby destinations, ensuring seamless connections during your visit.

Local Customs Options

  • Southern Hospitality: You'll experience the warm welcome and friendly interactions that are a hallmark of this region's customs in Westboro.
  • Community Events: Participating in local gatherings and festivals here offers an authentic glimpse into the area's cultural traditions.
  • Respect for Nature: The region values outdoor activities and conservation, encouraging visitors to enjoy and preserve its scenic landscapes.
  • Local Cuisine Etiquette: Embracing traditional dining manners and trying regional dishes can enrich your stay in this part of Missouri.

Frequently Asked Questions About Westboro?

1. What are the top vacation rentals in Westboro?

2. How many vacation rentals have private pools in Westboro?

There are 2 vacation rentals with private pools near Westboro. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Westboro are best for families?

If you are looking for a family-friendly vacation home in Westboro, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Westboro:

4. How many Rentbyowner vacation rentals are available in Westboro?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 121 in the Westboro area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Westboro. 

5. What is the cancellation policy for vacation rentals in Westboro, Missouri?

Cancellation policies vary by listing. You should review the specific property's cancellation terms on its page or contact the host directly for detailed information.

6. How do I ensure my booking in this area is secure and reliable?

Booking through a trusted platform provides secure payment options and verified hosts, ensuring your reservation in town is dependable. Always read reviews and verify the host's profile before confirming.

7. Are there any additional fees I should be aware of when booking in Westboro?

Additional fees such as cleaning, service charges, or taxes are typically outlined in the listing details. It's advisable to review the total cost summary before completing your reservation.

8. Can I find pet-friendly vacation rentals here?

Many properties accommodate pets; however, availability varies. Check the listing details or contact the owner directly to confirm pet policies for the specific rental you are interested in.

9. What amenities are usually included in vacation rentals in this destination?

Amenities can range from Wi-Fi and parking to kitchen facilities and outdoor spaces. Details are listed on each property page—review these carefully to ensure the rental meets your needs.

Westboro Top Rated Vacation Rentals

House
Map-icon
like-icon9.6
Exceptional
(7 Reviews)
1 Bedroom 1 Bath 2 Guests 320 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£46/Night 7 Nights - £319
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Hotel
Map-icon
like-icon9.4
Exceptional
(618 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
£133/Night 7 Nights - £933
star-icons-3
Hotel
Map-icon
like-icon9.2
Exceptional
(370 Reviews)
4 Baths 242.19 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£159/Night 7 Nights - £1,115
Hotel
Map-icon
like-icon9.0
Exceptional
(444 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
£99/Night 7 Nights - £696
star-icons-3
Hotel
Map-icon
like-icon9.0
Exceptional
(98 Reviews)
13 Baths 444.63 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£153/Night 7 Nights - £1,073
Hotel
Map-icon
like-icon8.8
Fabulous
(519 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
£100/Night 7 Nights - £699
Hotel
Map-icon
like-icon8.4
Excellent
(367 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
£110/Night 7 Nights - £769
Hotel
Map-icon
like-icon7.8
Very Good
(331 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
£57/Night 7 Nights - £397