The Best Airbnb Deals in
Westport, Connecticut

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Westport, Connecticut. Enter your travel dates to find the best deals!

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AirDNA Score: 84
$156/night

Sunny Westport 2 BR Retreat above Historic Mill

2 beds
1 bath
6 guests
Average Price:  
$243
36% Cheaper
than normal
AirDNA Score: 58
$550/night

Family Friendly, Open Floor Plan

3 beds
2 baths
8 guests
Average Price:  
$591
7% Cheaper
than normal
AirDNA Score: 57
$485/night

Westport In-Town Retreat

3 beds
2.5 baths
6 guests
Average Price:  
$504
4% Cheaper
than normal
AirDNA Score: 50
$950/night

Westport Waterfront Cottage with Dock

3 beds
3 baths
5 guests
Average Price:  
$1047
9% Cheaper
than normal
AirDNA Score: 49
$650/night

European style home on a level acre w/ heated pool

3 beds
2 baths
6 guests
Average Price:  
$652
0% Cheaper
than normal
AirDNA Score: 45
$595/night

Westport CT In Town, Private Street, Sleeps 6

3 beds
2 baths
8 guests
Average Price:  
$598
1% Cheaper
than normal
AirDNA Score: 38
$1000/night

Stunning organic farm by the beach

4 beds
4 baths
8 guests
Average Price:  
$1046
4% Cheaper
than normal
AirDNA Score: 35
$511/night

Charming & open Beach house w/*OWN PRIVATE BEACH*

3 beds
2.5 baths
6 guests
Average Price:  
$617
17% Cheaper
than normal
AirDNA Score: 15
$5000/night

Historic Colonial Farmhouse

4 beds
2 baths
6 guests
Average Price:  
$5270
5% Cheaper
than normal