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

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Prepare gourmet dishes or order in, you will find everything you need.
Enjoy the spacious lawn - an ideal retreat in this charming, quiet neighborhood.
Experience comfort and style in our spacious living area.
A delightful blend of boutique shopping, leisurely strolls and overall enjoyment in this seaside town.
Whether you're a coffee connoisseur or seeking a cozy space for a morning brew.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Parking available

Explore the area

View map
Westport, CT
  • Place, Westport Historical Society
    ‪9 min walk‬
  • Place, Levitt Pavilion
    ‪14 min walk‬
  • Place, Westport Country Playhouse
    ‪17 min walk‬
  • Airport, Bridgeport, CT (BDR-Igor I. Sikorsky Memorial)
    ‪27 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Guest Bedroom

1 Queen Bed

Primary

1 Queen Bed

2 bathrooms

Guest Room

Bathtub or shower · Toilet

Primary en suite

Toilet · Shower only

Spaces

Kitchen
Office

About this property

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

Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or requests. The total price you see includes your savings, so you can book with confidence. Discounts may display differently across booking platforms, but rest assured, they’re built into your final price.

Serene retreat near Westport beaches, town charm, shopping, and endless recreation - a stroll away from your perfect getaway.



Welcome to Luke's Landing, a charming 2-bedroom, 2-bath retro mid-century property, nestled in the picturesque coastal town known for its New England charm and affluent character. Pets are considered and must have prior approval, an additional pet fee will be collected.



With a stylish mid-century vibe and new furnishings, this home comfortably accommodates 4, and a blow-up mattress can easily be used in the office for a 5th guest. The full kitchen is equipped for short or extended stays, making meal preparation a breeze.



THE SPACE

Primary Bedroom - Queen-sized bed with ensuite equipped with walk-in shower, dresser, TV and walk-out to backyard.

Guest Bedroom - Queen-sized bed with full bathroom (bathtub) in the hallway. Dresser and closet.

Private office - Couch, desk, office chair and a door for extra privacy.

Laundry - Stackable full-sized washer and dryer in main hallway.

Living Room - Spacious living room with sectional couch, fireplace (not opperational at this time), Smart TV, and open to eat-in kitchen.

Kitchen - Kitchen table with seating for 5, coffee bar (Keurig & Drip Coffee makers), fully equipped for making culinary creations.

Backyard - Porch with iron dining table and seating for 6. Gas Grill and large grassy area for games, reading, and relaxing.



Westport is a sought-after destination that combines the beauty of coastal living with cultural richness and a relaxing suburban lifestyle. Explore Westport's boutique shopping, and delightful restaurants within walking distance of the property. There is a vibrant cultural scene, including theaters, art galleries and community events. Although a pass isn't included, daily entry can be purchased, or discover nearby free or affordable beaches. There are plenty of opportunities to walk the scenic shores of this beautiful coastal town.



Situated approximately 50 miles from New York City, easily accessible by train or car, making it a popular choice for those who want to enjoy both suburban tranquility and city life.

IMPORTANT BEFORE BOOKING

- Primary guest must be 25+ years of age

- Family-friendly rental only. No parties, events, or gatherings permitted

- Maximum occupancy must be respected. Only registered guests allowed on the property



Verification & Booking Policy

- Guests may be required to complete ID verification prior to check-in

- Access will not be provided until verification is complete

- Reservations made under false or misleading information may be canceled without refund



Respect for Property & Neighbors

- This home is located in a quiet residential area. Guests are expected to respect the property, follow house rules, and be considerate of neighbors at all times



Failure to follow these guidelines may result in additional charges or removal from the property without refund

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Westport

Westport is home to this holiday home. Levitt Pavilion and Westport Country Playhouse are cultural highlights, and some of the area's landmarks include East Norwalk Historical Cemetery and Wilton Historical Society. Looking to enjoy an event or a game while in town? See what's happening at Hartford HealthCare Amphitheater or Total Mortgage Arena.
View more Holiday homes in WestportOpens in a new window
Map
Westport, CT

What's nearby

  • Westport Historical Society - 9 min walk - 0.8 km
  • Levitt Pavilion - 14 min walk - 1.2 km
  • Westport Country Playhouse - 17 min walk - 1.5 km
  • Westport Arts Center - 3 min drive - 1.4 km
  • Compo Beach - 12 min drive - 6.7 km

Getting around

  • Southport Station - 9 min drive
  • Bridgeport, CT (BDR-Igor I. Sikorsky Memorial) - 28 min drive

Restaurants

  • ‪Hudson Malone - ‬6 min walk
  • ‪Nômade - ‬9 min walk
  • ‪Sushi Jin - ‬12 min walk
  • ‪Gabriele's of Westport - ‬18 min walk
  • ‪Bartaco - ‬16 min walk

Frequently asked questions

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

Yes, pets are allowed at this property.

How much does it cost to stay at Westport Gem - walk to shops, dining, town center, pet-friendly?

As of 2 May 2026, prices found for a 1-night stay for 2 adults at Westport Gem - walk to shops, dining, town center, pet-friendly on 8 August 2026 start from NZ$654, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Westport Gem - walk to shops, dining, town center, pet-friendly?

On-site parking is available at the property.

What time is check-in at Westport Gem - walk to shops, dining, town center, pet-friendly?

Check-in begins at 3:00 PM.

What time is check-out at Westport Gem - walk to shops, dining, town center, pet-friendly?

Checkout is at 10:00 AM.

Where is Westport Gem - walk to shops, dining, town center, pet-friendly located?

Situated in Westport, this holiday home is within 1 mile (2 km) of Levitt Pavilion, Westport Country Playhouse and Westport Arts Center. Westport Farmers Market and Old Mill Beach are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 12 out of 13 reviews
Rating 8 - Good. 1 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Tom P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very quaint property in a lovely setting
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Andrew L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Westport great location

Very clean and well kept home close to shops and restaurants of downtown Westport. Great location.
Stayed 2 nights in Jun 2025
Verified

8/10 Good

EVE A.

Liked: Cleanliness, communication, location, listing accuracy

Nice, but expensive

Nice property...kind of like a flag lot, about 3/4 of a mile from downtown Westport. It was a nice stay.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Russell N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely awesome property and awesome hosts! Location and property are gorgeous, a beautful walk to Main street Westport, didnt even need the car. We're coming back in the fall and from now on this is our Go-to VRBO. A
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Sarah D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This has been a perfect rental as a home away from home while we undergo renovations. The beds are very comfortable, tastefully decorated love the kitchen & shower upgrades, tv in all bedrooms and the den is a great getaway for work and privacy, only a few stairs at entrance .. close to neighbors but a nice high hedge in backyard offers privacy. Downstairs neighbor very nice and shoveled a path after the storm. Communications were excellent … all in all a nice place to be during a stressful time .. thank you
Stayed 12 nights in Jan 2026
Verified

10/10 Excellent

Lynn T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home is in a close to town and fabulous for walking. It was spotless with a yard in the back for the dogs to run. There is a permanent tenant who lives in the downstairs apartment.
Stayed 4 nights in Sep 2025
Verified

10/10 Excellent

Lori S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Comfortable, clean

We had a wonderful weekend. Weather was 75-80 and sunny. It is a very clean, beds were very comfortable. Patio was nice with a private back yard. Definitely stay again.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Erica S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Re great stay

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!
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Shelley P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house and tenant/landlord was very helpful when we had questions. Walking to town was easy. Just watch the traffic. Daily visits to the beach were great. We used our daughter’s pass. There are several golf courses as well. Restaurants in the area cater to any palette. Playhouse on Post Road offers great entertainment. House and neighborhood is very quiet. We felt at home immediately.
Stayed 18 nights in Aug 2025
From a partner site

10/10 Excellent

Brian F.

Luke’s Landing Stay

My wife and I returned for our fourth different stay at this most comfortable home. It is spacious, clean and conveniently located to shopping and restaurants in downtown Westport. The yard is well maintained and visiting grandkids can enjoy playing in the backyard. The owner who resides in his basement apartment is a nice gentleman who is helpful to guests or can leave them alone as well. Tony and Jenna who manage the property are gracious and most accommodating. We highly recommend Luke’s Landing.
Verified

10/10 Excellent

george T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Could not have been better

After a rough year we were able to get a few days away and at the last minute chose this location. Everything we were looking for was there. The home and grounds were beautiful. The location in Westport was exactly what we wanted: magnificent fall foliage, quiet where the home was but close enough to walk to town and enjoy every aspect of being close by the town for lovely cafes and restaurants. Also, beautiful places were accessible by car in minutes such as Earthplace for trails and nature and the beach for a beautiful autumn walk. We did not want to leave.
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Terri D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Westport Reunion

My daughter and I came in for a very short but important stay. My daughter was reuniting with her kindergarten teacher and the students from that class - whom graduated this year - 2024. We no longer live in town, nor do several others, but most of the class returned to honor their kindergarten teacher by opening time capsules that they made in her class 12 years ago. It was a beautiful and touching opportunity to see how these young kids have grown through their school years and an opportunity for them to thank their kindergarten teacher for setting them on the right path. We enjoyed the house and our stay! Thank you!
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location! We fell in love with Hudson Malone, Maman and of course the convenient wine store. The kitchen is well-stocked. All the snacks, coffee and bathroom amenities were very welcome since we hadn’t gotten to a store yet. Thanks very much!
Stayed 14 nights in Mar 2026

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