Discover Your Perfect Westport Vacation Homes

Best Vacation Homes in Westport

10.0
Exceptional
(12 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $163/Night For 7 Nights US $1,142
8.4
Excellent
(30 Reviews)
107.64 ft² 11 Bathrooms
Group Friendly Hotel
  • Fireplace/Heating
  • Balcony/Terrace
  • Parking
US $185/Night For 7 Nights US $1,295
New
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat RV Rental
  • Pet Friendly
  • Child Friendly
  • Designated Smoking Area
US $68/Night For 7 Nights US $475
10.0
Exceptional
(4 Reviews)
3 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $320/Night For 7 Nights US $2,239
10.0
Exceptional
(1 Review)
6 Guests 2 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $477/Night For 7 Nights US $3,338
10.0
Exceptional
(1 Review)
1100 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $329/Night For 7 Nights US $2,305
9.6
Exceptional
(15 Reviews)
1400 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $237/Night For 7 Nights US $1,656
9.6
Exceptional
(5 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $311/Night For 7 Nights US $2,175

Westport Luxury Rentals

9.6
Exceptional
(38 Reviews)
17 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $783/Night For 7 Nights US $5,482
New
1156 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
US $609/Night For 7 Nights US $4,262
New
1032 ft² 5 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
US $605/Night For 7 Nights US $4,238
New
5500 ft² 14 Guests 6 Bedrooms 3 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $546/Night For 7 Nights US $3,819
10.0
Exceptional
(3 Reviews)
1500 ft² 7 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
US $492/Night For 7 Nights US $3,444
New
660 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
US $488/Night For 7 Nights US $3,416
8.0
Excellent
(14 Reviews)
3000 ft² 6 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $456/Night For 7 Nights US $3,195
10.0
Exceptional
(4 Reviews)
2200 ft² 9 Guests 4 Bedrooms 1 Bathroom
Ocean View House
  • Spa
  • Fireplace/Heating
  • Ocean View
US $413/Night For 7 Nights US $2,891

Westport Pet Friendly Vacation Rentals

10.0
Exceptional
(3 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $391/Night For 7 Nights US $2,739
New
7 Guests 4 Bedrooms 2 Bathrooms
Ocean View Cottage
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $340/Night For 7 Nights US $2,380
New
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat RV Rental
  • Pet Friendly
  • Parking
  • Child Friendly
US $79/Night For 7 Nights US $554
New
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat RV Rental
  • Pet Friendly
  • Child Friendly
  • Designated Smoking Area
US $68/Night For 7 Nights US $475
New
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat RV Rental
  • Pet Friendly
  • Child Friendly
  • Designated Smoking Area
US $68/Night For 7 Nights US $475
New
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat RV Rental
  • Pet Friendly
  • Child Friendly
  • Designated Smoking Area
US $68/Night For 7 Nights US $475
9.4
Exceptional
(40 Reviews)
8 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $427/Night For 7 Nights US $2,990
New
6 Guests 3 Bedrooms 2 Bathrooms
Ocean View Cottage
  • Ocean View
  • Balcony/Terrace
  • View
US $315/Night For 7 Nights US $2,207

Westport Large Vacation Homes

New
10 Guests 4 Bedrooms 4 Bathrooms
Family Friendly Other
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $438/Night For 7 Nights US $3,065

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 optimal time to visit here can enhance your experience, allowing you to enjoy the region’s natural beauty and local events when they are at their best.

Peak Season Highlights

summer
Summer (June to August)

During the peak summer months, this destination sees an influx of visitors seeking outdoor activities and warm weather, making it ideal for enjoying scenic views and local events.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Fall (September to November)

The vibrant fall foliage attracts many travelers here, creating a picturesque setting perfect for soaking in the natural beauty and attending seasonal festivals.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F

Off-Season Highlights

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Winter (December to February)

This quieter period offers a peaceful retreat with opportunities for cozy indoor stays and winter-themed activities in the region.

Average Temperature Daytime: 30-40°F - Nighttime: 15-25°F
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Early Spring (March to May)

Travel during early spring provides a less crowded experience while witnessing the first signs of nature awakening, ideal for those seeking tranquility.

Average Temperature Daytime: 45-55°F - Nighttime: 30-40°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 a spacious outdoor patio or deck for relaxing and entertaining amidst scenic views.
  • Take advantage of a private yard or garden area to unwind in nature during your stay.
  • Make use of on-site barbecue grills for outdoor dining with family and friends.
  • Benefit from access to community or private lakeside or riverfront areas perfect for fishing or kayaking.
  • Utilize well-maintained hiking or walking trails nearby to explore the natural beauty of the region.
  • Relax in an outdoor fire pit or fireplace, ideal for cozy evenings under the stars.
  • Participate in outdoor sports facilities such as tennis courts or volleyball areas if available in the area.
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Family Activities

  • Westport Heritage Museum: Discover local history and culture through engaging exhibits tailored for family visits in this charming area.
  • Lake Champlain Maritime Museum: Explore maritime history and enjoy hands-on activities that bring the region’s nautical heritage to life for all ages.
  • The Westport Library: Participate in family-friendly reading programs and educational events designed to inspire young minds during your stay.
  • Wilmington Nature Park: Experience outdoor adventures and wildlife observation in this scenic park, perfect for family picnics and nature walks.
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Adult Activities

  • Hiking along the Adirondack Coast: Explore scenic trails and enjoy panoramic views that highlight the natural beauty of this destination.
  • Fishing on Lake Champlain: Spend a relaxing day casting your line in the calm waters, renowned for excellent fishing opportunities in the region.
  • Boating and Kayaking Adventures: Rent a boat or kayak to discover the tranquil waterways surrounding here, ideal for outdoor enthusiasts seeking adventure.
  • Exploring Local Art Galleries: Discover vibrant art scenes and unique local craftsmanship in galleries that showcase the area's creative spirit.

Other Places to Stay in Westport, NY

Westport Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Take time to explore local outdoor adventures and cultural experiences to make the most of your stay here.
  • Choose Your Accommodation Wisely: Select a well-located vacation rental that offers easy access to the area's attractions for a more convenient trip.
  • Respect the Natural Environment: Practice eco-friendly habits to preserve the scenic beauty and tranquility that make this destination special.
  • Connect with Local Resources: Reach out to the hosts or local guides to uncover hidden gems and insider tips unique to the region.

Transportation Options

  • Westport Ferry Service: This ferry option provides a scenic and convenient way to access nearby lakes and islands within the region.
  • Local Taxi Services: Reliable taxis are available here for comfortable, door-to-door transportation around the area.
  • Public Transit - Adirondack Transit Lines: Bus services connect Westport with surrounding towns and major cities, offering an affordable travel choice.
  • Car Rentals: Renting a car is a flexible way to explore the region at your own pace, with numerous rental agencies accessible here.

Local Customs Options

  • Local Seafood Tradition: You’ll find that enjoying freshly caught seafood is a cherished part of the region’s culture, and sampling it is a must during your stay.
  • Seasonal Festivals: Participating in seasonal festivals and events offers insight into the community’s vibrant customs and local heritage.
  • Harbor Etiquette: Respectful maritime practices are important here, especially when engaging with local fishermen or visiting the waterfront.
  • Historical Preservation: Appreciating the area's history through its well-preserved architecture and museums enriches your understanding of this destination’s unique past.

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 2026 is over 30 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 Westport, New York?

Cancellation policies vary by listing. You should review the specific rental’s cancellation terms on the property details or contact the host directly to understand the options available for your booking.

5. How do I ensure my booking is secure and reliable in this region?

Bookings are made through a trusted platform that verifies listings and provides secure payment methods. Always read the property reviews and confirm the host's credibility before completing your reservation.

6. Are there any special rules or requirements I should be aware of when staying at a vacation rental here?

Each property has its own set of house rules which are detailed in the listing. Make sure to review them carefully before confirming your stay, and contact the owner if you have any specific questions.

7. Can I modify or cancel my reservation if my plans change?

Changes and cancellations depend on the individual property's policy. Refer to the booking details or contact the host directly for information about modifying your reservation.

8. What amenities are typically included in a vacation rental in this area?

Amenities vary by property, but common features include Wi-Fi, kitchen facilities, and outdoor spaces. Review each listing thoroughly to ensure it meets your needs before booking.