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

Westport vacation home with kitchen

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Beach
A modern kitchen with white cabinetry, a large island with stools, and a view of greenery outside.
A bedroom with a bed, a desk, a chair, a lamp, and a window with blinds.
A modern kitchen with white cabinetry, a built-in coffee station, and a dining area with a glass table and purple chairs.
A living room with a sofa, two yellow armchairs, a coffee table, a TV mounted above a fireplace, and a patterned rug.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
  • Parking available

Explore the area

View in a 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

Room options

About the area

Westport

In Westport .You'll find Levitt Pavilion and Westport Country Playhouse within 2 miles (3 km) of this vacation home. Westport Farmers Market and Earthplace Museum are also within 2 miles (3 km).
View more Vacation homes in WestportOpens in a new window

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

  • ‪Bartaco - ‬16 min walk
  • ‪Cava - ‬3 min drive
  • ‪Starbucks - ‬12 min walk
  • ‪Nômade - ‬9 min walk
  • ‪Sushi Jin - ‬12 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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 after booking is made and pet has been approved.



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 operational 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.



Please note: there is a full time tenant in the downstairs unit. He is extremely quiet, respectful, and keeps to himself. Guests have consistently had positive experiences and we’ve never received complaints regarding noise or privacy.



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.



Pet

Pets allowed with prior approval.

Pet visitation fee of $20/pet/night will be charged after booking.

A min. charge of $300 will be applied for unapproved pets.

Pets are not permitted on the furniture.

For your pet's safety and the comfort of future guests, pets should not be left unattended in the home unless they are securely crated.

Please be sure to clean up after your pet while enjoying the yard and dispose of all waste bags in the outdoor receptacle provided.



Again, A quiet long-term resident occupies the downstairs unit. He is respectful, low-key, and mindful of guest privacy. He has separate access to his space and can not access guests space while being occupied.

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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Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Gas grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Safe

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Property is also known as

11705

Frequently asked questions

How close is Westport Gem - walk to shops, dining, town center, pet-friendly to the airport?

This vacation home is 15.4 mi (28-min drive) away from the Bridgeport, CT (BDR-Igor I. Sikorsky Memorial) airport, the closest popular airport to the property.

Does Westport Gem - walk to shops, dining, town center, pet-friendly have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Westport Gem - walk to shops, dining, town center, pet-friendly to the beach?

This vacation home is 2.1 mi (7-min drive) from Old Mill Beach and 3.9 mi (13-min drive) from Burying Hill Beach. Don't forget your sunscreen!

Does Westport Gem - walk to shops, dining, town center, pet-friendly offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Westport Gem - walk to shops, dining, town center, pet-friendly?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at Westport Gem - walk to shops, dining, town center, pet-friendly?

Free parking is not available at this vacation home.

Does Westport Gem - walk to shops, dining, town center, pet-friendly have a pool?

This vacation home does not have a pool.

Does Westport Gem - walk to shops, dining, town center, pet-friendly have a spa?

There are no spa services available at this vacation home.

How close is Westport Gem - walk to shops, dining, town center, pet-friendly to downtown Westport?

This vacation home is 0.5 mi away from Westport.

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 17 out of 19 reviews
Rating 8 - Good. 2 out of 19 reviews
Rating 6 - Okay. 0 out of 19 reviews
Rating 4 - Poor. 0 out of 19 reviews
Rating 2 - Terrible. 0 out of 19 reviews

10/10

Cleanliness

Reviews

From a partner site

10/10 Excellent

Thomas G.

Westport home

Convenient location. Nice place for 2 couples.
Verified review

10/10 Excellent

Gena G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay over Memorial Day. I was there with a 12 year old and we relay enjoyed the space. The living room was cozy and perfect for us to gather after the day. The landscaping and back yard was gorgeous. I wish the weather was nicer so we could have grilled and enjoyed it! We will definitely stay there again
Stayed 3 nights in May 2026
Verified review

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 review

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 review

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
Verified review

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 review

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 review

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 review

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 review

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 review

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
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 review

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
Verified review

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 review

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