Vacation rentals in Westport, United States

Carefully selected & verified rentals in Westport, United States
Check-in
30Apr2026Select date
Check-out
01May2026Select date
Rooms and Guests2 Guests, 1 Room
Westport features the scenic Westport Harbor and the vibrant Westport Town Center, along with the stunning beaches at Old Head and the famous Westport House. Here, you will find a wide range of vacation rentals, from cozy cottages near the harbor to luxurious properties overlooking the Atlantic. Our carefully selected hotels and rental options cater to various budgets and preferences, boasting great amenities and stunning views. When booking, consider visiting during the quieter months of May or September, and rent a bike to explore the picturesque Greenway cycle path.
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1-13 out of 13
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  • Price: high to low
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Once Upon A Tide Apartment Westport
Map1.0 mi from City Centre1.0 mi from Westport
FromUS$ 254 /nightSelect
The Seaside Condo In Westport
The largest option:
6 adults
2 bedrooms
3 beds
Map1800 yd from City Centre1800 yd from Westport
FromUS$ 64 /nightSelect
Family Beach Condo
4 adults
2 bedrooms
2 beds
Map1700 yd from City Centre1700 yd from Westport
FromUS$ 107 /nightSelect
Walk To Beach Panoramic Splendor Westport Condo
Map1700 yd from City Centre1700 yd from Westport
Select
Westport Vacation Rental Walk To Beach!
Map1.0 mi from City Centre1.0 mi from Westport
Select
Top Floor - All The Views - 2 Bed 2 Bath Apartment In Westport
6 adults
2 bedrooms
3 beds
Map1800 yd from City Centre1800 yd from Westport
FromUS$ 415 /nightSelect
Calm At The Coast
Map700 yd from City Centre700 yd from Westport
FromUS$ 374 /nightSelect
Beach Access And Community Perks! Westport Hideaway
Map1.0 mi from City Centre1.0 mi from Westport
Select
Surfsong
Map1800 yd from City Centre1800 yd from Westport
Select
Jewel By The Sea
Map1700 yd from City Centre1700 yd from Westport
Select
Ocean Breeze
Map1.0 mi from City Centre1.0 mi from Westport
Select
Walk To Beach And Harbor Spacious Westport Apt!
Map1.3 mi from City Centre1.3 mi from Westport
Select
Westport Condo With Saltwater Pool Steps To Beach!
4 adults
2 bedrooms
2 beds
Map1700 yd from City Centre1700 yd from Westport
FromUS$ 182 /nightSelect

Flexible Price Range for Vacation Homes in Westport

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 415
⬇️ The lowest price
US$ 64
đź’¸ Average price for
Apartments
US$ 228

Top vacation homes in Westport

Based on guest reviews from the past 12 months

Seaside Serenity:
Calm At The Coast
Family Fun Getaway:
Family Beach Condo
Adventurous Surf Retreat:
Charming Coastal Escapes:
Once Upon A Tide
Sun-Kissed Comfort:
Cultural Beacon:

FAQs about Westport rentals

Get answers to common questions and plan your adventure smoothly

What are some of the cheapest vacation rental options in Westport?
'Westport Vacation Rental Walk To Beach!' offers affordable stays, with prices starting around $150 per night during off-peak seasons.
What are the best vacation rentals for couples looking for a getaway in Westport?
'Once Upon A Tide' is a romantic choice, praised for its cozy ambiance and location near scenic spots, perfect for couple activities.

Vacation Rentals in Westport Overview

This guide evaluates 12 vacation rentals in Westport, highlighting key facts that help travelers make informed accommodation choices regarding pricing, seasons, and local attractions.

Typical nightly prices range from $150 to $400.

Westport offers 12 vacation rental properties.

Peak travel seasons are summer and major holidays.

Local occupancy tax is 10%, plus a cleaning fee around $75.

Most rentals are within 5 miles of Westport's beaches and downtown.

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Check-in
30Apr2026Select date
Check-out
01May2026Select date
Rooms and Guests2 Guests, 1 Room