This vacation home is a short stroll from Westport Historical Society and Levitt Pavilion. The vacation home includes a kitchen, a microwave, and a coffee maker.
Westport Country Playhouse - 13 min walk - 0.7 miles
Compo Beach - 8 min drive - 3.7 miles
Historic South Norwalk - 9 min drive - 5.9 miles
Fairfield University - 13 min drive - 8.8 miles
Getting around
Southport Station - 9 min drive
Bridgeport, CT (BDR-Igor I. Sikorsky Memorial) - 28 min drive
Restaurants
Bartaco - 17 min walk
GG & Joe - 9 min walk
Starbucks - 12 min walk
The Granola Bar - 17 min walk
Joe's Pizza & Italian Restaurant - 8 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.
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.
Worth Mentioning: NO PARTIES Pets are considered with prior approval and an additional pet fee of $20 per pet, per day (negotiated if longer than 4 day stay) will be required once approval is given. A permanent tenant dwells on the lower level of the home and lives a quiet life. He keeps to himselves, has his own private entrance and will not interfere with the privacy for our guests. NO PARTIES, EVENTS, PERFORMING ARTISTS OR BANDS ARE ALLOWED AT ANY TIME. The maximum number of guests or visitors for this house, as indicated in the listing, should be honored at all times, day or night. These are cause for eviction with no refund and may damage our ability to offer the home to future guests, exposing you to liability. This is a quiet residential neighborhood; please be respectful of the neighbors at all times!
The vacation home is air-conditioned and features a kitchen and 2 bathrooms, and there's space to spread out with 2 bedrooms. Other standard amenities include a washing machine, a coffee maker, and a desk.
Property manager
iTrip Connecticut-Coast
Similar properties
Main Street Westport, walk to shops, dining, downtown
Main Street Westport, walk to shops, dining, downtown
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 3:00 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
Pets
This property welcomes pets
Service animals exempt from fees
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
Check-in: 3:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit.
Property is also known as
11705
Frequently asked questions
What is there to do close to this vacation home?
This vacation home is located in Westport, a short 14-minute walk from Levitt Pavilion and also 18 minutes on foot from Westport Country Playhouse. You'll also find Compo Beach and Old Mill Beach within a short drive.
Will I be able to park at this vacation home?
No, this vacation home doesn't offer parking.
Is this vacation home adjacent to a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
Is Westport Gem - walk to shops, dining, town center, pet-friendly a good place to stay for couples?
Couples will appreciate amenities at this vacation home, including a kitchen and a smart TV in each accommodation and kitchens in some.
Does Westport Gem - walk to shops, dining, town center, pet-friendly have a hot tub?
No, there isn't a spa tub at this vacation home.
Does this vacation home include breakfast service?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay free of charge?
Although pets can't stay for free, they are welcome at this vacation home.
Does this vacation home have connecting rooms?
No, this vacation home doesn't feature connecting guestrooms.
What is the closest airport to this vacation home?
The closest major airport to this vacation home is Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), which is 15.4 mi away (28 minutes by car). Another top airport is Danbury, CT (DXR-Danbury Municipal), which is located 20.6 mi away (30-minute drive).
Can I book a room with a balcony at Westport Gem - walk to shops, dining, town center, pet-friendly?
Yes, every accommodation at Westport Gem - walk to shops, dining, town center, pet-friendly comes with a porch.
Westport Gem - walk to shops, dining, town center, pet-friendly Reviews
Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 7 out of 8 reviews
10 - Excellent
7
Rating 8 - Good. 1 out of 8 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 8 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 8 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 8 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Russell N., Austin, TX
Jun 16, 2025
Liked: Cleanliness
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
Russell N.
Stayed 3 nights in Jun 2025
10/10 Excellent
Andrew L.
Jun 4, 2025
Liked: Cleanliness
Westport great location
Very clean and well kept home close to shops and restaurants of downtown Westport. Great location.
Andrew L.
Stayed 2 nights in Jun 2025
8/10 Good
EVE A.
May 20, 2025
Liked: Cleanliness
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.
EVE A.
Stayed 2 nights in May 2025
10/10 Excellent
Lori S.
May 4, 2025
Liked: Cleanliness
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.
Lori S.
Stayed 2 nights in May 2025
10/10 Excellent
george T.
Nov 3, 2024
Liked: Cleanliness
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.
george T.
Stayed 3 nights in Oct 2024
10/10 Excellent
Erica S.
Jul 12, 2024
Liked: Cleanliness
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!
Erica S.
Stayed 4 nights in Jul 2024
10/10 Excellent
Terri D.
Jun 22, 2024
Liked: Cleanliness
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!