Entire home
Westport Gem - walk to shops, dining, town center, pet-friendly
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Reviews
10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms2 bathroomsSleeps 4
Popular amenities
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.
NOTE Before Booking:
FAMILY RENTAL ONLY
We require at least one party member to be 25 (twenty-five) years of age!
GUEST IDENTIFICATION REQUIRED
Guests may be asked to complete a Clear ID verification before check-in. If this is not completed, the entry code will not be provided, and the reservation will be subject to cancellation with no refund.
FALSIFIED RESERVATION
Any reservation obtained under false pretense will be subject to forfeiture of the reservation deposit, damage deposit, and/or balance of rental payment. 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!
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.
NOTE Before Booking:
FAMILY RENTAL ONLY
We require at least one party member to be 25 (twenty-five) years of age!
GUEST IDENTIFICATION REQUIRED
Guests may be asked to complete a Clear ID verification before check-in. If this is not completed, the entry code will not be provided, and the reservation will be subject to cancellation with no refund.
FALSIFIED RESERVATION
Any reservation obtained under false pretense will be subject to forfeiture of the reservation deposit, damage deposit, and/or balance of rental payment. 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!
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House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets 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
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
We should mention
A car is recommended for transport to and from this property
About the area
Westport
Westport is home to this holiday home. Westport Historical Society and Levitt Pavilion are cultural highlights, and some of the area's landmarks include Lockwood Mathews Mansion Museum and Lockwood-Mathews Mansion. Looking to enjoy an event or a game while in town? See what's happening at Total Mortgage Arena or Hartford HealthCare Amphitheater.

Westport, CT
What's nearby
- Westport Historical Society - 8 min walk - 0.7 km
- Levitt Pavilion - 12 min walk - 1.1 km
- Westport Country Playhouse - 13 min walk - 1.1 km
- Westport Arts Center - 17 min walk - 1.5 km
- Westport Farmers Market - 3 min drive - 2.8 km
Getting around
Restaurants
- Nômade - 9 min walk
- Hudson Malone - 6 min walk
- Bartaco - 16 min walk
- Starbucks - 12 min walk
- Sushi Jin - 12 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
9.8/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
15 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Sep 2025
Verified
10/10 Excellent
Andrew L.
4 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Westport great location
Andrew L.
Stayed 2 nights in Jun 2025
Verified
10/10 Excellent
Sarah D.
1 February 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sarah D.
Stayed 12 nights in Jan 2026
Verified
8/10 Good
EVE A.
20 May 2025
Liked: Cleanliness, communication, location, listing accuracy
Nice, but expensive
EVE A.
Stayed 2 nights in May 2025
Verified
10/10 Excellent
Lynn T.
29 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lynn T.
Stayed 4 nights in Sep 2025
Verified
10/10 Excellent
Russell N.
16 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Russell N.
Stayed 3 nights in Jun 2025
Verified
10/10 Excellent
Lori S.
4 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable, clean
Lori S.
Stayed 2 nights in May 2025
Verified
10/10 Excellent
Erica S.
12 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Re great stay
Erica S.
Stayed 4 nights in Jul 2024
Verified
10/10 Excellent
Shelley P.
12 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Shelley P.
Stayed 18 nights in Aug 2025
From a partner site
10/10 Excellent
Brian F.
12 May 2025
Luke’s Landing Stay
Brian F.
Verified
10/10 Excellent
george T.
3 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Could not have been better
george T.
Stayed 3 nights in Oct 2024
Verified
10/10 Excellent
Terri D.
22 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Westport Reunion
Terri D.
Stayed 2 nights in Jun 2024
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