Best Westport Vacation Rentals
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Beach access
Custom Westport Home Perfect For Families
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Custom Westport Home Perfect For Families
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Fitness centre
- Outdoor swimming pool
Custom Westport Home Perfect For Families
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Great deal
Studio Flat Above Historic Cider Mill
- Cookware/ Kitchen utensils
- 24-hour reception
- Air conditioning
- Luggage storage
- Ironing facilities
- Tea and coffee facilities
Studio Flat Above Historic Cider Mill
- Cookware/ Kitchen utensils
- 24-hour reception
- Air conditioning
- Luggage storage
- Ironing facilities
- Tea and coffee facilities
Studio Flat Above Historic Cider Mill
Modern Westport Studio With Pool Table & Lounge
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Heating
Modern Westport Studio With Pool Table & Lounge
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Heating
Modern Westport Studio With Pool Table & Lounge
Cheap Westport Vacation Rentals
Enjoy All Westport Has To Offer!
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Patio
Enjoy All Westport Has To Offer!
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Patio
Enjoy All Westport Has To Offer!
2Br Flat Above Historic Cider Mill
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
2Br Flat Above Historic Cider Mill
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
2Br Flat Above Historic Cider Mill
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Private beach
Villa Apres Sea
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Sun terrace
Villa Apres Sea
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Sun terrace
Villa Apres Sea
Pet Friendly Vacation Rentals Westport Connecticut
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Top location
Luke'S Landing
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Heating
Luke'S Landing
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Heating
Luke'S Landing
2265 Bruckner Blvd Apartments
- BBQ facilities
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Luggage storage
- Ironing facilities
2265 Bruckner Blvd Apartments
- BBQ facilities
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Luggage storage
- Ironing facilities
2265 Bruckner Blvd Apartments
Whitman Motor Lodge
- Free parking
- Air conditioning
- Heating
Whitman Motor Lodge
- Free parking
- Air conditioning
- Heating
Whitman Motor Lodge
Westport Vacation Rentals Oceanfront
Fancy Studio Private Entrance
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
- Patio
Fancy Studio Private Entrance
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
- Patio
Fancy Studio Private Entrance
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Guest favorite
One Dutch Hotel
- Cookware/ Kitchen utensils
- Security
- Air conditioning
- Flat-screen TV
- Heating
- Terrace
One Dutch Hotel
- Cookware/ Kitchen utensils
- Security
- Air conditioning
- Flat-screen TV
- Heating
- Terrace
One Dutch Hotel
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Beach access
The Pines Men-Only Stay
- VIP check-in/ -out
- Air conditioning
- Fitness centre
- Saltwater pool
- Heated swimming pool
- Outdoor swimming pool
The Pines Men-Only Stay
- VIP check-in/ -out
- Air conditioning
- Fitness centre
- Saltwater pool
- Heated swimming pool
- Outdoor swimming pool
The Pines Men-Only Stay
Westport Vacation Rentals with Private Pool
Room In Cozy Classy Duplex
- Shared kitchen
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Room In Cozy Classy Duplex
- Shared kitchen
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Room In Cozy Classy Duplex
Downtown New Haven, Spacious Stay By Yale - Ao Destinations
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Car park
Charges may apply
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
Downtown New Haven, Spacious Stay By Yale - Ao Destinations
-
Car park
Charges may apply
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
Downtown New Haven, Spacious Stay By Yale - Ao Destinations
A Dedicated Space To Unwind
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Garden area
A Dedicated Space To Unwind
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Garden area
A Dedicated Space To Unwind
Econo Lodge Hicksville - Long Island
- Free parking
- 24-hour reception
- Air conditioning
- Tea and coffee facilities
- Heating
- Golf centre
Econo Lodge Hicksville - Long Island
- Free parking
- 24-hour reception
- Air conditioning
- Tea and coffee facilities
- Heating
- Golf centre
Econo Lodge Hicksville - Long Island
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Best-rated
Spacious Bedroom In A Brooklyn House Shared With Host
- Cookware/ Kitchen utensils
- Air conditioning
- Tea and coffee facilities
- Heating
- Garden area
Spacious Bedroom In A Brooklyn House Shared With Host
- Cookware/ Kitchen utensils
- Air conditioning
- Tea and coffee facilities
- Heating
- Garden area
Spacious Bedroom In A Brooklyn House Shared With Host
Brooklyn Luxury Suite
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Jacuzzi
Brooklyn Luxury Suite
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Jacuzzi
Brooklyn Luxury Suite
Luxury Hotel-Style Room In Queens, New York
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Bar/ Lounge area
- Terrace
Luxury Hotel-Style Room In Queens, New York
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Bar/ Lounge area
- Terrace
Luxury Hotel-Style Room In Queens, New York
Cozy 2 Bedroom In A Lovely Forest Hills Neighborhood
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Heating
Cozy 2 Bedroom In A Lovely Forest Hills Neighborhood
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Heating
Cozy 2 Bedroom In A Lovely Forest Hills Neighborhood
Are you in a hurry?
Here is a quick list of Vacation Rentals in Westport, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Custom Westport Home Perfect For Families |
10.0 / 10 (1 Reviews) |
From 287$ | |
| 2265 Bruckner Blvd Apartments |
9.0 / 10 (182 Reviews) |
From 86$ | |
| Whitman Motor Lodge |
8.9 / 10 (184 Reviews) |
From 99$ | |
| Fancy Studio Private Entrance |
9.3 / 10 (72 Reviews) |
From 105$ | |
| One Dutch Hotel |
8.7 / 10 (1098 Reviews) |
From 243$ |
Frequently Asked Questions
Which Westport vacation rentals have a pool?
Luke's Landing and the Modern Westport Studio with Pool Table & Lounge both feature pools for guests. This is great for a refreshing swim during warm days.
To enjoy quieter poolside moments, visit during weekdays when fewer guests are around.
Are there family-friendly vacation rentals in Westport?
The Custom Westport Home Perfect for Families provides spacious accommodations ideal for parents and children. It offers a kitchen and a family lounge.
Book early during summer to secure family-sized accommodations near parks for your kids' play.
What vacation rentals in Westport offer dog-friendly options?
Econo Lodge Hicksville and Whitman Motor Lodge offer dog-friendly stays. They welcome pets with specific policies to enhance your travel experience.
Check each rental's pet policy in advance to ensure a comfortable stay for you and your dog.
Which Westport vacation rentals have historic charm?
The Studio Flat Above Historic Cider Mill and the 2BR Flat Above Historic Cider Mill both boast historical features and unique decor.
Visit in the fall to enjoy the beautiful surroundings and seasonal events at the cider mill.
What are the best vacation rentals for a romantic getaway in Westport?
The Fancy Studio Private Entrance and Villa Apres Sea provide romantic settings with privacy and beautiful views. These spots are designed for couples looking to unwind.
Plan your stay during off-peak seasons for a quieter experience and potentially lower rates.
Which vacation rentals in Westport are near the beach?
The Pines Men-Only Stay is located just a short walk from the beach, making it easy for guests to enjoy the seaside. Beach access is a big draw here.
Visit the beach early in the morning for a serene vibe and less crowded spaces.
Are there vacation rentals in Westport with breakfast included?
Room In Cozy Classy Duplex often offers breakfast options, making it convenient for guests to start their day. Enjoy a homemade breakfast with local flavors.
Inquire about breakfast offerings during your booking to avoid early morning grocery runs.
What local events should I plan for during my Westport trip?
The Westport Arts Festival in September showcases local artists and crafts, providing a great cultural experience. The event features music and food vendors too.
Book your accommodations close to the festival area early to save on commuting and enjoy the festivities.
How can I get around Westport easily?
Westport is walkable, but car rentals are recommended for reaching beaches and local attractions quickly. Public buses also serve main routes.
Consider renting a bike for a fun and active way to explore seaside paths and parks.
Where can I find local dining options in Westport?
Main Street has various dining spots featuring local seafood and international cuisines. Dine at restaurants like The Whelk for fresh dishes.
Try visiting restaurants during lunch, as they often have special deals that's cheaper than dinner menus.