Westport Vacation Rentals from ￥24,033: Search Short-Term Rentals

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Our top choices for Westport vacation rentals

A modern living room with a flat-screen TV, a grey sofa, a coffee table, and a large plant.

1. Spacious Studio with Pool Table

Westport

Eadweard

￥43,077 total

includes taxes & fees

Oct 6 - Oct 7

A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

2. DUNE Fairfield Beach

Fairfield Beach

slava

￥41,837 total

includes taxes & fees

Oct 7 - Oct 8

A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

3. Guesthouse at Norwalk Inn

Historic District

Ronbert

￥57,348 total

includes taxes & fees

Oct 13 - Oct 14

A glass-top table with ornate metal legs, a decorative bird figurine, and a candle holder on a textured rug.

4. Gilded Age Luxury Surrounded by Nature

Cranbury

￥67,734 total

includes taxes & fees

Oct 6 - Oct 7

A hotel room with a bed, a television, a small table, and a window with curtains.

5. Modern Apartment with Private Entrance

Historic District

￥46,845 total

includes taxes & fees

Oct 6 - Oct 7

A modern living room with a sofa, a coffee table with decorative items, and a large window with curtains.

6. Luxury Designer 2 bedroom+office/3bed vacation home.

Brooklawn - St. Vincent

Anonymous traveler

￥62,141 total

includes taxes & fees

Oct 6 - Oct 7

A modern living room with a fireplace, a television, and a dining area with chairs and a table.

7. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Historic District

Melissa H.

￥112,919 total

includes taxes & fees

Oct 6 - Oct 7

A bedroom with a large arched window, a bed, a bedside table with a lamp, and a small seating area with cushions and a plant.

8. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Downtown Bridgeport

Bailey

￥36,621 total

includes taxes & fees

Oct 6 - Oct 7

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Top Westport Hotel Reviews

Ethan Allen Hotel

8/10 Good

"This is a well maintained hotel with charm and character. I was traveling for work and the mini fridge and microwave made it convenient. This hotel location was well priced in relation to others with similar amenities."

J House Greenwich

8/10 Good

"Great stay loved the room and the tv in the bathroom mirror was amazing. We ate at Tony’s restaurant while there which was fantastic. My only complaint and area of improvement was the breakfast provided in the AM was awful. Just a few baked pastries,granola bars and yogurt provided. Basically something to grab and go but not sure can really be counted as “breakfast included” other than that though we loved the room and property."

Hyatt Regency Greenwich

10/10 Excellent

"We were very happy to see the Hyatt back up and running in full service form. We've stayed pre-, during, and post-COVID and this was just great. I have to give kudos to PAMELA at the front desk who actually recognized me!! She is an incredible and valuable employee. It was so, so nice to see her again--that great smile, professionalism and nice personality."

La Quinta Inn & Suites by Wyndham Stamford / New York City

10/10 Excellent

"I've stayed here before, and I very likely will be back. The building is in the process of renovation. That did not really impact the quality of my experience. The breakfast furnished by the hotel was quite good. I was there each morning when it opened. Construction workers and guests mingled; it was enjoyable. I'm a traveling educator who relies on local public transportation to get around. The proximity of this hotel to public bus stops is a plus -though be warned that sidewalks are not consistently located along Harvard Avenue. That's not the hotel's fault."

Find out more about Westport

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Frequently asked questions

Can I find vacation rentals in Westport?

Yes, there are vacation rentals in Westport near Westport Arts Center, or you can choose a more secluded option if you want a relaxing stay. Westport is known for its football games and waterfront. Make sure you have time to check out the entertainment choices and theaters during your trip.

What are some of the best vacation rentals in Westport?

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends: This vacation home rental near Westport is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Westport?

Expedia has 54 vacation rentals for your stay in Westport.

What’s there to see and do in Westport?

Family-friendly attractions include Earthplace Museum and Rolnick Observatory, whereas Compo Beach and Old Mill Beach are a couple of great spots to enjoy the outdoors. Levitt Pavilion and Westport Country Playhouse are other places to visit while you're in town.

What’s a vacation rental in Westport like?

Vacation rentals are privately owned properties you can stay in for several days or longer in Westport. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.

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Check prices for these dates

Our top choices for Westport vacation rentals

1. Spacious Studio with Pool Table

2. DUNE Fairfield Beach

3. Guesthouse at Norwalk Inn

4. Gilded Age Luxury Surrounded by Nature

5. Modern Apartment with Private Entrance

6. Luxury Designer 2 bedroom+office/3bed vacation home.

7. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

8. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

9. King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment

10. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

11. Modern 2 Bed in BlackRock

12. Stamford Suites

13. Centric property close to all the great things in the city

14. Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

15. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

16. Renovated 3BR Apt / Easy Check-In / FamilyFriendly

17. Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

18. Elite room stay

19. Business or Weekend escape

20. Modern Luxe 1BR Apt in Downtown Stamford

Find vacation rentals that suit your style

Top Westport Hotel Reviews

Ethan Allen Hotel

EVEN Hotel Norwalk by IHG

Danfords Hotel and Marina

Best Western Danbury/Bethel

J House Greenwich

Hyatt Place Milford / New Haven

The Circle Hotel Fairfield

Hyatt Regency Greenwich

La Quinta Inn & Suites by Wyndham Stamford / New York City

Find out more about Westport

Frequently asked questions

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