Discover Your Perfect Westport Vacation Homes

Westport Pet Friendly Vacation Rentals

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9.2 (101 Reviews)
Apartment
The Dylin by Mint House
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
See More Pet-Friendly Vacation Rentals in Westport on PetFriendly.io

Why Choose Rent By Owner for your Westport 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 Westport

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as this destination offers different attractions and atmosphere throughout the year, so planning your stay accordingly ensures you make the most of your time in the region.

Peak Season Highlights

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Summer (June to August)

During the warm summer months, you'll experience the area's most vibrant atmosphere, making it ideal for enjoying outdoor activities and scenic views.

Average Temperature Daytime: around 80°F to 85°F - Nighttime: around 60°F to 65°F
autumn
Fall (September to November)

This season showcases stunning fall foliage, attracting visitors seeking picturesque landscapes and a crisp, refreshing climate.

Average Temperature Daytime: around 65°F to 70°F - Nighttime: around 45°F to 50°F

Off-Season Highlights

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Winter (December to February)

The quiet winter months offer a peaceful retreat with fewer crowds, perfect for those who prefer a serene environment and cozy stays.

Average Temperature Daytime: around 30°F to 35°F - Nighttime: around 15°F to 20°F
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Spring (March to May)

In early spring, you can enjoy the emerging greenery and mild temperatures, making it an excellent time for a relaxed vacation without the peak-season crowds.

Average Temperature Daytime: around 50°F to 60°F - Nighttime: around 30°F to 40°F

Weekly Weather Forecast for Westport

How to Book Your Westport Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Westport

More Top-Rated Vacation Rentals in Westport Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 fully equipped barbecue area, perfect for relaxing evenings in the region.
  • Experience the tranquility of private decks or patios that offer scenic views of the surrounding landscape.
  • Make the most of spacious yards ideal for outdoor games and family activities here.
  • Take advantage of lakeside access or nearby waterfronts for boating, fishing, and swimming adventures.
  • Relax around an outdoor fire pit, great for evenings under the stars in this destination.
  • Benefit from shaded porches or verandas that provide comfortable outdoor lounging options.
  • Explore well-maintained hiking trails or biking paths conveniently accessible from your rental here.

Top Attractions Around Westport

What attractions are nearby?

Within this charming destination, you can explore a variety of outdoor activities, scenic trails, and local attractions that make the region an ideal spot for memorable adventures during your stay.

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Family Activities

  • Westport Marina and Kayaking: Explore the tranquil waters through family-friendly kayaking opportunities that showcase the area's natural beauty.
  • Beachcombing and Picnicking at Westport Beach: Spend a relaxing day on the sandy shores with picnics and beach activities suitable for children of all ages.
  • Wildlife Viewing at Local Parks: Discover diverse local wildlife in nearby parks, offering educational experiences and outdoor fun for the whole family.
  • Nature Trails and Family Hikes: Enjoy scenic trails perfect for easy hikes, allowing your family to immerse in the region's lush landscapes and fresh air.
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Adult Activities

  • Wine Tasting at Local Vineyards: Discover the region's renowned wineries and enjoy tastings that showcase the area's rich viticulture heritage.
  • Exploring Scenic Trails: Take advantage of beautiful hiking and biking trails that wind through the area's natural landscapes, perfect for outdoor enthusiasts.
  • Golfing at Premier Courses: Play a round of golf at top-rated courses nestled within the region, offering scenic views and challenging fairways.
  • Water Activities on the Lake: Engage in kayaking, paddleboarding, or simply relaxing by the water to enjoy the tranquil lakeside atmosphere here.

Other Places to Stay in Westport, WI

Indianola Beach
Indianola Beach Vacation Rentals
Governor Nelson State Park
Governor Nelson State Park Vacation Rentals
More Places to Stay Near Westport

Westport Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Markets: Take time to discover the region's fresh produce and local eateries, which enhance your authentic experience here.
  • Plan Outdoor Activities: Make the most of the area's beautiful natural surroundings by scheduling outdoor adventures like biking or hiking in nearby trails.
  • Visit Seasonal Events: Check the local calendar for seasonal festivals or markets that showcase the area's unique charm during your stay.
  • Choose a Prime Location: Select a well-located vacation rental that offers easy access to the region’s main attractions and outdoor spaces for convenience and exploration.

Transportation Options

  • Westport Transportation Services: You can find local transportation services that make exploring the area around Westport convenient and straightforward.
  • Rental Car Agencies: Rental car agencies in nearby towns offer flexible options for traveling to and within this scenic region.
  • Public Transit Options: Bus services connect you to key destinations around the destination, making it easy to navigate without a personal vehicle.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing apps provide on-demand transportation, ideal for quick trips or last-minute travel needs here.

Local Customs Options

  • Traditional Wisconsin Hospitality: Visitors often find that warm welcomes and friendly interactions are the norm when engaging with locals here, making your stay truly memorable.
  • Local Seafood Cuisine: Embracing the region’s culinary customs, you can enjoy fresh seafood dishes prepared with traditional techniques unique to this area.
  • Community Events and Festivals: Participating in seasonal festivals is common here, offering an authentic glimpse into local culture and community spirit.
  • Respect for Nature and Outdoors: The area's customs emphasize conservation and outdoor enjoyment, encouraging responsible exploration of the scenic landscapes surrounding your vacation rentals.

Frequently Asked Questions About Westport?

1. What are the top vacation rentals in Westport?

There are a lot of options in Westport. If you plan on staying in the Westport area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Westport:

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

There are 8 vacation rentals with private pools near Westport. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 135 in the Westport 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 Westport. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so it’s important to review the specific terms on each property’s page or contact the owner directly to understand the details.

6. How do I confirm my booking and what payment methods are accepted?

You can confirm your reservation through the listing platform by following the provided booking instructions. Payment options typically include major credit cards and other secure online payment methods; details will be available during the booking process.

7. Are there any specific check-in and check-out times I should be aware of?

Check-in and check-out times are set by each property owner, so it’s best to verify these details on the listing or contact the host beforehand to ensure a smooth arrival and departure.

8. What amenities are included in vacation rentals here?

Amenities differ between properties, but common features often include Wi-Fi, parking, kitchen facilities, and outdoor spaces. For exact details, review the property description or reach out to the owner directly.

9. Is there a minimum stay requirement for booking in this region?

Minimum stay requirements depend on the individual listing, and some properties may have restrictions during peak seasons or special events. Check the specific listing for this information or contact the owner for clarification.