
Westport Vacation Rentals
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Our top choices for Westport vacation rentals

1. Nama-stay, sweet pink Saugatuck Shores beach cottage
Nama-stay, sweet pink Saugatuck Shores beach cottage
2. Guesthouse at Norwalk Inn
Guesthouse at Norwalk Inn
3. DUNE Fairfield Beach
DUNE Fairfield Beach
4. 3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
5. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
6. Stamford Suites
Stamford Suites
7. King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment
King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment
8. Gilded Age Luxury Surrounded by Nature
Gilded Age Luxury Surrounded by Nature
9. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
10. Stareway to Heaven in Fairfield
Stareway to Heaven in Fairfield
11. Luxury Designer 2 bedroom+office/3bed vacation home.
Luxury Designer 2 bedroom+office/3bed vacation home.
12. Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
13. Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
14. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
15. Renovated 3BR Apt / Easy Check-In / FamilyFriendly
Renovated 3BR Apt / Easy Check-In / FamilyFriendly
16. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
17. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
18. Spacious Retreat with Game Room and Fire Pit
Spacious Retreat with Game Room and Fire Pit
19. The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
20. Modern 2 Bed in BlackRock
Modern 2 Bed in BlackRockFind vacation rentals that suit your style
Top Westport Hotel Reviews

Danfords Hotel and Marina
Find out more about Westport
You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Westport. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.




































































