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

Westport, Connecticut
$528 avg/night
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 4

Max Sleeps

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'sLanding, 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 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.



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

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Gas Grill Outdoor Furniture
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Towels Provided
  • WORKSPACES

    Desk Desk Chair Office
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Safe
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Rates & Availability

Review Review

  • Sarah D.

    Submitted Feb 1, 2026

    Stayed Jan 18, 2026

    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

  • Lynn T.

    Submitted Sep 29, 2025

    Stayed Sep 14, 2025

    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.

  • Tom P.

    Submitted Sep 15, 2025

    Stayed Sep 12, 2025

    Very quaint property in a lovely setting

  • Shelley P.

    Submitted Sep 12, 2025

    Stayed Aug 25, 2025

    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.

  • Russell N.

    Submitted Jun 16, 2025

    Stayed Jun 12, 2025

    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

  • Andrew L.

    Submitted Jun 4, 2025

    Stayed Jun 2, 2025

    Very clean and well kept home close to shops and restaurants of downtown Westport. Great location.

  • EVE A.

    Submitted May 20, 2025

    Stayed May 17, 2025

    Nice property...kind of like a flag lot, about 3/4 of a mile from downtown Westport. It was a nice stay.

  • Brian F.

    Submitted May 12, 2025

    Stayed May 5, 2025

    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.

  • Lori S.

    Submitted May 4, 2025

    Stayed May 2, 2025

    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.

  • Brian F.

    Submitted Jan 4, 2025

    Stayed Dec 31, 2024

    My wife and I spent the month of December in a pleasant home in Westport. It provides one floor living that met our needs. The home is located on a quiet lane off Main Street. It is halfway between a small collection of stores and downtown Westport with its busy shops. All are within easy walking distance. The home is clean and spacious. The home has a pretty backyard for use during warmer seasons. Luke’s Landing combines a comfortable stay with the opportunity to enjoy dining, shopping and exploring Westport.

  • george T.

    Submitted Nov 3, 2024

    Stayed Oct 24, 2024

    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.

  • Erica S.

    Submitted Jul 12, 2024

    Stayed Jul 4, 2024

    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!

  • Terri D.

    Submitted Jun 22, 2024

    Stayed Jun 7, 2024

    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!

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Total

Includes taxes and fees
$528+
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