Search Vacation Homes in Westport Station

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Vacation Homes in Westport Station

Main Street Westport, walk to shops, dining, downtown
Beach

Main Street Westport, walk to shops, dining, downtown

9.0 out of 10, Wonderful, (2)
"Beautiful home, great location, communicative hosts…A"
Main Street Westport, walk to shops, dining, downtown
Westport Gem - walk to shops, dining, town center, pet-friendly
Microwave, stovetop, dishwasher, coffee/tea maker

Westport Gem - walk to shops, dining, town center, pet-friendly

9.8 out of 10, Exceptional, (8)
"Had a great time! My favorite part was sitting on the back deck w coffee in the morning. There were so many birds and the tall hedges that protected the privacy was so charming. The host was so nice and left out fruit and snacks. Loved staying there!"
Westport Gem - walk to shops, dining, town center, pet-friendly
Designer 3BR w/ Lush Yard, Gym, and Garden..
TV, fireplace, books, offices

Designer 3BR w/ Lush Yard, Gym, and Garden..

10.0 out of 10, Exceptional, (1)
"Lovely property and host"
Designer 3BR w/ Lush Yard, Gym, and Garden..
Boho Chic 2 BR Flat in the Heart of Westport CT
Exterior detail

Boho Chic 2 BR Flat in the Heart of Westport CT

Boho Chic 2 BR Flat in the Heart of Westport CT
Westport Family Friendly Oasis
Cookware/dishes/utensils, spices, lobster pot

Westport Family Friendly Oasis

Westport Family Friendly Oasis
Luxury Coastal Estate, 7min to NYC train & beach. Heated pool & amazing gardens
Sun loungers, beach towels

Luxury Coastal Estate, 7min to NYC train & beach. Heated pool & amazing gardens

10.0 out of 10, Exceptional, (1)
"The pictures posted do not do this home justice. It is AMAZING! So many special details, from a well stocked pantry to make amazing meals (I can't forget the fresh herbs in the organic herb garden!), to ingredients to make smores in the gorgeous fire pit, to comfy beds, linens and towels. We LOVED having the chickens roam and enjoyed delicious omelets with fresh veggies from the garden. The pool was so much fun, we never wanted to leave! I can go on and on! I give this home 5+ STARS, and plan to...
Luxury Coastal Estate, 7min to NYC train & beach. Heated pool & amazing gardens
Heated Pool on Quiet Lane in Charming Westport 3 miles To Beach
Outdoor pool, a heated pool

Heated Pool on Quiet Lane in Charming Westport 3 miles To Beach

Heated Pool on Quiet Lane in Charming Westport 3 miles To Beach
Dramatic family home directly on the Saugatuck River in Westport, CT
Property grounds

Dramatic family home directly on the Saugatuck River in Westport, CT

Dramatic family home directly on the Saugatuck River in Westport, CT
Charming 2-Bedroom House 1 Mile To The Beach,Deck, Wifi & Game Room
Interior

Charming 2-Bedroom House 1 Mile To The Beach,Deck, Wifi & Game Room

Charming 2-Bedroom House 1 Mile To The Beach,Deck, Wifi & Game Room
Newly Renovated Home in Westport CT, Private Pool, Walk to Town, Close to Beach
Terrace/patio

Newly Renovated Home in Westport CT, Private Pool, Walk to Town, Close to Beach

Newly Renovated Home in Westport CT, Private Pool, Walk to Town, Close to Beach
Pool & beach vacation in Westport, Connecticut
Living area

Pool & beach vacation in Westport, Connecticut

Pool & beach vacation in Westport, Connecticut
Monthly Rental-4 Bedroom Colonial in Westport, CT
Property grounds

Monthly Rental-4 Bedroom Colonial in Westport, CT

Monthly Rental-4 Bedroom Colonial in Westport, CT
Luxurious Water Front House -- With large dock!
Dining

Luxurious Water Front House -- With large dock!

Luxurious Water Front House -- With large dock!
Vacation Home away from home with private pool-mins away from beach
Beach

Vacation Home away from home with private pool-mins away from beach

Vacation Home away from home with private pool-mins away from beach
Westport Summer Estate
Pool

Westport Summer Estate

Westport Summer Estate
Walk-To-Town Cozy Colonial with Fireplace!
Terrace/patio

Walk-To-Town Cozy Colonial with Fireplace!

10.0 out of 10, Exceptional, (1)
"The house was exactly as described! It was nice, clean, and great location. Perfect for a little family getaway. Each room had fresh flowers and the house had everything we needed! We would definitely stay there again."
Walk-To-Town Cozy Colonial with Fireplace!
Beautiful Westport Historic 4 Bedroom Gem
Fridge, microwave, oven, stovetop

Beautiful Westport Historic 4 Bedroom Gem

Beautiful Westport Historic 4 Bedroom Gem
Otter Haven; an enchanting summer home in a perfect location
Smart TV, fireplace

Otter Haven; an enchanting summer home in a perfect location

Otter Haven; an enchanting summer home in a perfect location
Charming Coastal Retreat in Westport, CT
Outdoor dining

Charming Coastal Retreat in Westport, CT

2.0 star property
Charming Coastal Retreat in Westport, CT
Summer, FURNISHED: CENTRAL WESTPORT ESTATE, 60' pool: 2 mins to beach/town/train
Interior

Summer, FURNISHED: CENTRAL WESTPORT ESTATE, 60' pool: 2 mins to beach/town/train

Summer, FURNISHED: CENTRAL WESTPORT ESTATE, 60' pool: 2 mins to beach/town/train
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free