Caribbean Daily - Vacation Rentals in Westport
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Luxury Places to Stay in Westport
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Top-Rated Vacation Rentals with a Pool in Westport
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Pet-Friendly Vacation Rentals in Westport
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Large Vacation Homes & Villas in Westport
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Wheelchair Accessible Vacation Homes in Westport
Westport Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Westport
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About Westport Vacation Rentals
With more than 122 Westport vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Caribbeandaily and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Westport.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Caribbeandaily Westport, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Westport. Places to stay near Westport are 1514.48 ft² on average, with prices averaging US $1,109 a night.
Caribbeandaily makes it easy and safe to find and compare vacation rentals in Westport with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Westport
| Type | Count |
|---|---|
| Vacation Homes | 94 |
| Holiday Apartments | 11 |
| Cottages | 7 |
| Hotels | 3 |
| Others | 2 |
| Villas | 2 |
| Cabin Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Westport
★ Pro Tip: Caribbeandaily makes it easy to compare the best listings on Caribbeandaily homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Caribbeandaily homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Westport.
Weather in Westport
View the weather forecast for Westport before booking your Westport Vacation Rentals to confirm your best time to go.
Westport Vacation Rental Frequently Asked Questions
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:
- Historic Loft, Co-Work, River View
- 2BR Flat above Historic Cider Mill
- Farmhouse 1899: Westport, CT - Minutes to Downtown, family and pet-friendly.
- Spacious 5-bedroom house with waterfall view and walk to town
- Your Summer Retreat, Modern and Spacious 5-bed house in marvelous Westport, CT!
- Designer Modern Westport Estate
- Chic, Impeccably Decorated 5000 sq ft Estate, Coveted Greens Farms, 5 bed, 6 bth
- STUNNING POOL & SCREENED PORCH! Private home, close to EVERYTHING!
- Cozy Apartment in Downtown Westport
- Modern Farmhouse
How many vacation rentals have private pools in Westport?
There are 13 vacation rentals with private pools near Westport. Top-rated homes that have access to a swimming pool include:
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:
How many vacation rentals are available in Westport?
Currently, the total number of properties listed in 2026 is over 122 in the Westport area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Westport.
