Discover Your Perfect Westport Vacation Homes

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

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
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 ideal time to visit here can enhance your experience, as seasonal weather and local events in Westport influence the overall enjoyment of your stay in this scenic region.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the area experiences its warmest weather, making it ideal for outdoor activities and enjoying the coastal scenery.

Average Temperature Daytime: Approximately 70-75°F - Nighttime: Around 55-60°F
autumn
Early Fall (September to October)

This period offers pleasant weather with fewer crowds, perfect for exploring and relaxing on the beaches before the cooler months set in.

Average Temperature Daytime: About 65-70°F - Nighttime: Roughly 50-55°F

Off-Season Highlights

image
Winter (December to February)

Experience quieter beaches and serene landscapes during the winter, when cooler temperatures and occasional rain keep visitors to a minimum.

Average Temperature Daytime: Around 45-50°F - Nighttime: Approximately 40-45°F
image
Late Spring (April to May)

As the region transitions into warmer weather, this time provides a peaceful setting with fewer tourists and blooming coastal flora.

Average Temperature Daytime: Between 55-60°F - Nighttime: About 45-50°F

Weekly Weather Forecast for Westport

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 dining areas where you can savor meals with scenic views of the region's natural beauty.
  • Experience the convenience of BBQ grills for hosting outdoor cookouts during your stay.
  • Take advantage of private decks or patios to relax and unwind in the fresh sea breeze.
  • Find properties with expansive yards or garden spaces perfect for outdoor recreation or family activities.
  • Stay connected with outdoor furniture such as loungers or hammocks, ideal for soaking up the sun.
  • Explore nearby hiking trails or nature walks accessible directly from the property’s outdoor amenities.
  • Make the most of waterfront access or views if your rental is situated near the coast or lakes in this destination.
image
image

Family Activities

  • Westport Maritime Museum: Discover the area's rich maritime history through engaging exhibits, perfect for family learning experiences in this vibrant coastal town.
  • Westport Light State Park: Enjoy a family stroll along scenic trails with stunning ocean views, where you can watch ships passing and learn about local lighthouses.
  • Fishing Charters and Beach Activities: Spend quality time together by booking a fishing trip or relaxing on the beach, making the most of the region's prime coastal location.
  • The Westport Marina: Explore the bustling marina area, ideal for family outings that might include boat rentals or simply watching the lively harbor scene unfold.
image

Adult Activities

  • Fishing Charters: Experience the thrill of deep-sea fishing along the coast, where local guides will assist you in catching a variety of saltwater species popular here.
  • Beachcombing and Shell Collecting: Spend your days exploring sandy shores for unique shells and coastal treasures that make for memorable souvenirs from this destination.
  • Marine Wildlife Tours: Embark on boat excursions to observe whales, sea lions, and other marine life that thrive in these waters, offering unforgettable wildlife encounters.
  • Surfing and Water Sports: Hit the waves at prime surf spots or try paddleboarding and kayaking in calm bays, making the most of the region’s inviting coastal environment.

Westport Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Outdoor Adventures: Take advantage of the region’s scenic coastline and outdoor recreation opportunities to enhance your stay here.
  • Explore Local Dining Options: Sample fresh seafood and regional specialties at local eateries to fully experience the area's culinary scene.
  • Choose a Prime Location: Book a vacation rental close to key beaches and attractions to maximize your leisure time in this destination.
  • Discover Hidden Gems: Ask for recommendations from your host or neighbors to uncover lesser-known spots that showcase the area's natural beauty and charm.

Transportation Options

  • Westport Ferry Terminal: You can conveniently access ferry services here, connecting to nearby destinations and offering scenic views of the region's coastline.
  • Local Bus Services: The area's public bus system provides affordable and reliable transportation around Westport and to surrounding communities.
  • Rental Car Agencies: Several rental car companies operate in the region, giving you the flexibility to explore the area at your own pace.
  • Taxi and Rideshare Services: Taxis and rideshare options are readily available, providing easy transit within Westport and to key points of interest near your vacation rental.

Local Customs Options

  • Westport Seafood Tradition: You’ll find that locally caught seafood, especially salmon and crab, plays a central role in the region’s culinary customs, often celebrated through community events and fresh markets.
  • Maritime Heritage Celebrations: Engaging in maritime festivals and local parades honors the area's deep-rooted connection to the fishing industry and seafaring history that define this destination.
  • Nautical Etiquette: When visiting here, it’s customary to observe respectful behavior at the harbor and when interacting with local fishermen, reflecting the area’s respect for its maritime traditions.
  • Respect for Coastal Environment: Preserving the natural beauty of the coastline is important, so you'll notice a strong community focus on conservation efforts and sustainable practices during your stay.

Westport Vacation Rental Frequently Asked Questions

2. 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:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 307 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. 

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

Cancellation policies vary depending on the property owner, so it’s important to read the specific listing details carefully or contact the owner directly to understand the terms and any applicable fees.

5. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning charges, service fees, or taxes are outlined in each listing. It’s recommended to review these details before completing your reservation for a clear understanding of the total cost.

6. How do I confirm my reservation at a rental property in this region?

Once you select your preferred property, you will typically receive a confirmation email after completing the booking process. For any special arrangements or questions, reaching out to the property owner directly is advised.

7. Is there a minimum stay requirement for vacation rentals in this destination?

Minimum stay requirements depend on the individual property and can vary seasonally or during special occasions. Check the listing details or contact the owner to confirm any specific stay restrictions.

8. What amenities are generally included in vacation rentals in this area?

Amenities vary by property but often include essentials like Wi-Fi, kitchens, parking, and outdoor spaces. Review each listing to see what’s included and reach out to the owner if you have specific needs.