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Westport vacation rentals

We found 78 vacation rentals — enter your dates for availability

Discover a selection of 13 homes and other vacation rentals in Westport that are perfect for your trip. Vacation rentals provide the best amenities for your family, friends, or furry companion, such as WiFi and a pool. What you'll find is a rental for everyone's needs, including options that are accessible or non-smoking.
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Find out more about Westport

Find out more about Westport

Why visit Westport

  1. Outdoor Adventures: Westport is a haven for outdoor enthusiasts, offering hiking, biking, and water activities on beautiful lakes.
  2. Scenic Waterfront Views: Enjoy stunning vistas along the coastline, perfect for relaxation and romantic outings.
  3. Charming Small Town Atmosphere: Experience the friendly locals and quaint shops that give Westport its unique character.
  4. Cultural Experiences: Explore local history and visit nearby colleges and universities for enriching cultural activities.
  5. Diverse Accommodations: Choose from cozy apartments to spacious vacation homes, ensuring a comfortable stay.

Popular types of accommodation in Westport

If you're exploring vacation rentals in Westport, you're in for a treat! Our most popular accommodations include cozy apartments, inviting houses, and charming chalets. Whether you're looking for a comfortable studio apartment, a spacious whole home, or a delightful guest suite near the country club, we have the perfect options to ensure your stay is enjoyable and memorable. Discover the ideal retreat tailored to your needs in beautiful Westport!

  • Apartments: A favored choice among visitors, apartments in Westport offer a convenient and versatile stay for individuals and families alike.
  • Houses: These spacious homes provide a home-away-from-home feel, making them ideal for groups or families seeking comfort and privacy.
  • Chalets: Perfect for those who enjoy a cozy mountain vibe, chalets blend charm with scenic views.
  • Cabins: For a true escape into nature, cabins offer a rustic and tranquil setting.
  • Condos: Condominiums combine modern amenities with a communal atmosphere, perfect for social travelers.**

Top attractions in Westport

Westport, New York, is perfect for outdoor enthusiasts and those seeking scenic romance. Visitors can explore beautiful lakes, historic colleges and universities, and urban parks. The area's attractions cater to those looking for cultural experiences, outdoor fun, and beach relaxation. Whether you want to hike, soak in the views, or learn about local history, Westport offers a delightful escape with something for everyone.

  1. Button Bay State Park: Located 4 miles from Westport, this park offers stunning natural scenery and a variety of outdoor activities. It's perfect for hiking, picnicking, and enjoying the beautiful views of Lake Champlain.
  2. Lake Champlain Maritime Museum: Just 4 miles away, this museum provides a deep dive into the region's maritime history and culture, featuring exhibits on shipwrecks, local artifacts, and boat-building.
  3. Middlebury College: Situated 18 miles from Westport, this historic institution boasts beautiful architecture and a vibrant campus culture, making it a charming stop for a leisurely stroll.

Things to do recommended for couples

For a romantic getaway in Westport, explore local wineries like Charlotte Village Winery, only 12 miles away, or venture to Shelburne and Lincoln Peak Vineyards, both 16 miles away. Enjoy their charming atmospheres and entertainment, perfect for couples seeking a delightful experience together.

Things to do recommended for families

Families visiting Westport can explore the serene Vergennes Falls Park, indulge in sweet treats at Green River Chocolates, and unwind at the beautiful Shelburne Bay Park. Each location offers a unique blend of relaxation and fun for all ages, making for a memorable family adventure.

Things to do recommended for groups

Experience the charm of Westport by enjoying a performance at the Depot Theatre, exploring the whimsical Vermont Teddy Bears store, and indulging in craft brews at Fiddlehead Brewing Company, all within a scenic 16-mile radius. Perfect for bonding with your group!

What do I need to keep in mind when booking a vacation in Westport

If you're planning a trip with friends, family, or pets, or if you're considering an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Westport with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Westport with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Westport: For many families, a vacation wouldn’t feel complete without their furry companions. If that resonates with you, take a look at Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and cozy beds to ensure everyone feels at home.
  • Planning for a long term stay visiting Westport: If you’re searching for vacation rentals that offer discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Westport

Westport, New York, offers a perfect blend of outdoor adventures and stunning waterfront views, making it an ideal destination for a romantic getaway or family vacation. Explore the charming small town atmosphere and friendly locals while taking in the scenic beauty of nearby Fairfield County and East Hampton. Whether you're seeking relaxation or adventure, Westport’s inviting vibe promises an unforgettable experience filled with picturesque landscapes and historical charm.

  • Burlington: Located 23 miles from Westport, Burlington is a vibrant city known for its outdoor adventures and ski experiences. Nestled along the shores of Lake Champlain, visitors can enjoy activities such as skiing in the nearby mountains, hiking scenic trails, and exploring local parks. The city's picturesque landscape offers stunning views of the valley and lake, making it a perfect getaway for outdoor enthusiasts. With its charming downtown area filled with shops, restaurants, and art galleries, Burlington provides a lively atmosphere for travelers seeking both adventure and culture.
  • Panton: Just 5 miles from Westport, Panton is a small town that captivates visitors with its breathtaking scenery and romantic ambiance. Known for its outdoor recreational areas, Panton is ideal for a leisurely day of hiking, picnicking, or simply enjoying the natural beauty of the surrounding landscape. The town is close to local parks and the serene archipelago, offering opportunities for exploration and relaxation. Whether you're taking a scenic drive or walking along the lake, Panton is the perfect spot for those looking to connect with nature and find a peaceful retreat.
  • Wadhams: Situated in the heart of Westport, Wadhams is a charming town that attracts families and couples alike. With its focus on outdoor activities, visitors can explore local parks and enjoy recreational areas perfect for picnics and play. The town features a local theater that often hosts community events and performances, adding to its family-friendly atmosphere. Surrounded by a beautiful lake and modern civic buildings, Wadhams offers a welcoming environment where travelers can unwind and experience the warmth of small-town life.

Best time to go to Westport

If you're planning a trip to Westport, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January18.7°F (-7.4°C)Light RainMostly CloudyModerately LowAverage
February20.7°F (-6.3°C)Light RainMostly CloudyAverageAverage
March28.9°F (-1.7°C)Light RainMostly CloudyAverageSlightly Low
April41.4°F (5.2°C)Light RainMostly CloudyModerately HighSlightly High
May55.0°F (12.8°C)Light RainMostly SunnyAverageSlightly High
June62.4°F (16.9°C)Light RainMostly SunnyModerately HighSlightly Low
July68.5°F (20.3°C)Light RainMostly SunnyModerately HighAverage
August66.9°F (19.4°C)Light RainMostly SunnyAverageAverage
September59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
October48.0°F (8.9°C)Light RainMostly SunnyAverageSlightly High
November35.4°F (1.9°C)Light RainMostly SunnyModerately LowSlightly Low
December26.6°F (-3.0°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save money on your upcoming travel plans? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, if you're considering a longer stay, you can enjoy some impressive savings. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort options by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the organizer really pays off! When you join our travel rewards program, One Key, you’ll gain immediate access to exclusive member discounts and accumulate OneKeyCash™ on eligible reservations. Sign up today and begin reaping the rewards!

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your travels, allowing you to start new trips, pick up where you left off, and easily manage your itinerary. You can find all the properties you've saved and booked organized under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Take in the lakeside beauty of Westport

The area's entertainment and theater scene are just a few of the reasons to vacation in Westport. This welcoming city allures visitors with its lake and coffeehouses. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Westport

Are you hoping to discover attractions to visit while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Westport a fun place to get away. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Charlotte Village Winery (11.7 mi / 18.9 km)
  • Vermont Teddy Bears (15.9 mi / 25.6 km)
  • Shelburne Vineyard (16.1 mi / 25.9 km)
  • Lincoln Peak Vineyard (16.1 mi / 25.9 km)
  • The Birch Store (17.4 mi / 28 km)
  • Magic Hat Brewery (20.2 mi / 32.4 km)

Exploring the natural features in Westport

Whether you're looking for adventure or just want to take in the scenery, Westport is a great place to get outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Thompsons Point (9.4 mi / 15.2 km)
  • Chimney Point State Historic Site (10.3 mi / 16.6 km)
  • Cedar Lake (15.7 mi / 25.2 km)
  • Roaring Brook Falls (16.6 mi / 26.7 km)
  • Mount Marcy (17.5 mi / 28.2 km)
  • Augur Lake (19.3 mi / 31 km)

How to get to and around Westport

The nearest airport is in Burlington Intl. Airport (BTV), located 24.1 mi (38.8 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Lake Placid, NY (LKP), which is 26.9 mi (43.3 km) away.

If you're traveling by train, the main station serving the city is Westport Station.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Westport?
The most in-demand types of vacation rentals in Westport are cottages. Ready for more choices? Vrbo has many options to match our guests’ unique needs, so you’ll see vacation properties in lots of sizes and shapes. The ideal fit is ready and waiting for you — find yours today.
How much does it cost to rent a vacation rental in Westport?
The average price for a vacation home in Westport is based on several factors, including time of year, length of stay and property type. Whether you’re looking for a villa with space for extended family or a comfy cabin ideal for just you and the kids, just enter your travel dates to discover stays with great value.
How much does it cost to rent a beach house in Westport?
The average price for a vacation rental close to the beach in Westport will depend on when you’re going and the style and size of property you’re looking for. You can easily and quickly find prices on Vrbo by entering your dates of travel. Then use our handy filter tool to select the number of bedrooms and amenities that you prefer, such as air conditioning, a pool and WiFi.
Are there pet-friendly vacation rentals in Westport?
With 14 vacation rentals that welcome pets, your furry companion can join you on your Westport getaway. Use the filter tool to search our pet-friendly vacation rentals and find a stay that’s pawfect on Vrbo.
What are popular rental amenities in Westport?
The most popular rental amenities people prefer in Westport are a barbecue grill, tennis and a fireplace. Whether you’re on a trip with your besties, family or even pets, Vrbo vacation rentals come with the best amenities for chilling out with your loved ones.
Are there large group vacation rentals in Westport?
Westport has three vacation properties that can fit 10 or more guests. These properties come with enough space to share good times with family and friends.
Are there vacation rentals in Westport that welcome kids?
Bring the whole family together for fun-filled adventures in Westport at one of our 14 family-friendly vacation homes. These stays come with conveniences that are perfect for trips with youngsters, including laundries, bunk beds and pools. Just click on the “Properties good for families” filter and book your favorite.
What are the top attractions for families in Westport?
Spend a fun day out with the family at Depot Theatre. This leading attraction is situated near the heart of Westport.
Are there one-bedroom vacation rentals in Westport?
Yes, Westport has four one-bedroom rentals on offer. Often positioned in popular spots due to their compact size, a one-bedroom vacation rental is ideal if you’re getting away with your partner or a buddy. And with comforts such as kitchens and more privacy than a standard hotel, you’ll be able to kick back and relax while exploring this fantastic destination.
Can I find two-bedroom vacation rentals in Westport?
Gather your loved ones and enjoy peace, privacy and comfort in one of the two two-bedroom vacation properties Westport has to offer.
Are there vacation rentals with WiFi in Westport?
Westport has three vacation rentals with WiFi, so you can stay connected while you’re away. Simply check the “WiFi” box in our handy search filter for a list of properties with this feature. From streaming Hollywood blockbusters to catching up on social media, these Vrbo homes make it a breeze to get online.
How can I find vacation rentals with air conditioning in Westport?
Pick your travel dates and then use our filters to see vacation rentals with ac in Westport on Vrbo. With three air-conditioned properties to choose from here, you can look forward to a cool and comfy stay.
How old do you have to be to rent a vacation rental in Westport?
The minimum age is typically 16, 18 or 21. It can change from one property to another on Vrbo, so look at the rules of your chosen Westport vacation rental before booking your trip.
How long can I rent a vacation rental in Westport for?
The amount of time you can rent a Westport vacation rental for depends on the property. Just enter your travel dates to view available options that offer long-term stays. They have all you require to make your extended vacation more comfortable and convenient, like kitchens and air conditioning. Some vacation rentals may also offer weekly or monthly discounted prices, so you can stay longer for less money.
Does Vrbo offer discounts for vacation homes in Westport?
In Westport, you’ll find some fantastic discounts and deals for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re planning a mini vacay or a much longer stay, we offer a host of options that’ll suit your style.

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