Westport Holiday Rentals from NZ$303: Search Short-Term Rentals

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Our top choices for Westport holiday 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

includes taxes & fees

1 Dec - 2 Dec

A room with a dark wooden door, white paneled walls, a woven mirror, a wicker basket, a cushioned chair, and a small round table.

2. Nama-stay, sweet pink Saugatuck Shores beach cottage

Westport

Mel O.

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

3. DUNE Fairfield Beach

Fairfield Beach

slava

includes taxes & fees

22 Nov - 23 Nov

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

4. Guesthouse at Norwalk Inn

Historic District

anthony

includes taxes & fees

1 Dec - 2 Dec

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven.

5. 3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ

Cranbury

Kevin I.

includes taxes & fees

8 Dec - 9 Dec

A modern kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, and a dish rack.

6. Modern 2 Bed in BlackRock

Black Rock Historic District

Joshua L.

includes taxes & fees

29 Nov - 30 Nov

A covered outdoor seating area with wicker sofas, a fire pit, and string lights.

7. Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

Tunxis Hill

Parker M.

includes taxes & fees

22 Nov - 23 Nov

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

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

Historic District

Melissa H.

includes taxes & fees

15 Nov - 16 Nov

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.

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

Downtown Bridgeport

Kim F.

includes taxes & fees

16 Nov - 17 Nov

A staircase with white balusters, a wicker chair, a lamp, and a television mounted on the wall.

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

Fairfield

Kim G.

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with a white refrigerator, a stove, and a sink. There are four wicker chairs around a white table.

11. Renovated 2BR Retreat / Modern Comforts Included

West End - West Side

Anonymous traveller

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with white cabinets, a stainless steel refrigerator, a wooden island with a kettle, and a painting on the wall.

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

West End - West Side

Maria Elena G.

includes taxes & fees

18 Nov - 19 Nov

A two-story house with a front porch, a chimney, and a well-maintained garden with a stone pathway leading to the entrance.

13. Gilded Age Luxury Surrounded by Nature

Cranbury

includes taxes & fees

18 Nov - 19 Nov

A corner seating area with two chairs and a table, a patterned rug, and a wooden railing.

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

Historic District

Ricky W.

includes taxes & fees

24 Nov - 25 Nov

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

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

Brooklawn - St. Vincent

Cherie

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a dishwasher.

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

Fairfield

Tara C.

includes taxes & fees

12 Nov - 13 Nov

A swimming pool at night with blue lighting.

17. Business or Weekend escape

Stratford

Kimberly

includes taxes & fees

22 Nov - 23 Nov

A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

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

Brooklawn - St. Vincent

Alma B.

includes taxes & fees

22 Nov - 23 Nov

The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

19. Stamford Suites

Downtown Stamford

Christine

includes taxes & fees

22 Nov - 23 Nov

20. The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

Brooklawn - St. Vincent

Matthew R.

includes taxes & fees

12 Nov - 13 Nov

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Find holiday rentals that suit your style

Top Westport Hotel Reviews

A swimming pool with lounge chairs and umbrellas, surrounded by a covered patio area.

Norwalk Inn & Conference Center

Historic District

10/10 Excellent

William

A modern lounge area with a stone fireplace, leather seating, and large windows offering a view of the city.

Residence Inn by Marriott Norwalk

South Norwalk

10/10 Excellent

Vanessa

A hotel with a parking lot, a large building with multiple floors, and a forested area in the background.

Hilton Garden Inn Stony Brook

Stony Brook

10/10 Excellent

Carl

Find out more about Westport

Everything you need to know about Westport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westport holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Westport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westport. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westport holiday rentals we have selected for you start as low as NZ$303 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westport rentals

At Expedia, we put the best Westport holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Westport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westport holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find holiday rentals in Westport?

Yes, there are holiday rentals in Westport close to Westport Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Westport is known for its football games and waterfront. Make sure you have time to check out the entertainment choices and theatres during your trip.

What are some of the best holiday rentals that Westport has to offer?

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends: This holiday home rental outside of Westport is located on the beach, and has a balcony, a selection of games and a BBQ 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 that you can cook with friends or family.

How many holiday rentals will I find in Westport?

Expedia has 54 holiday 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 holiday rental in Westport like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Westport. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for small groups.

Westport Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Westport holiday rentals

1. Spacious Studio with Pool Table

2. Nama-stay, sweet pink Saugatuck Shores beach cottage

3. DUNE Fairfield Beach

4. Guesthouse at Norwalk Inn

5. 3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ

6. Modern 2 Bed in BlackRock

7. Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

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

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

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

11. Renovated 2BR Retreat / Modern Comforts Included

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

13. Gilded Age Luxury Surrounded by Nature

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

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

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

17. Business or Weekend escape

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

19. Stamford Suites

20. The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

Find holiday rentals that suit your style

Top Westport Hotel Reviews

Norwalk Inn & Conference Center

10/10 Excellent

Find out more about Westport

Westport holiday rentals: An excellent choice for every season

How to find incredible deals on Westport rentals

Frequently Asked Questions

Can I find holiday rentals in Westport?

What are some of the best holiday rentals that Westport has to offer?

How many holiday rentals will I find in Westport?

What’s there to see and do in Westport?

What’s a holiday rental in Westport like?