
Holiday rentals with a patio in Westport
Find and book unique Holiday Accommodation with Outdoor Verandahs on Airbnb
Quick stats about holiday rentals with a patio in Westport

Total holiday rentals
Explore 100 holiday rentals in Westport

Nightly prices starting at
Westport holiday rentals start at $103 NZD per night before taxes and fees

Verified guest reviews
Over 1,660 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
100 of Westport holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Westport rentals

4.9 Average rating
Westport stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated Holiday Accommodation with Outdoor Verandahs in Westport
Guests agree: These Holiday Homes with Outdoor Verandahs are highly rated for location, cleanliness and more.

1956 House of the Year Award. Easy commute to NYC.
Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Westport Luxury Family Retreat | Resort Pool Debut
Resort-style backyard transformation debuting July 2026 featuring a luxury pool, integrated spa, oversized sunshelf, designer loungers, shaded sun deck, and outdoor dining pergolas. Designed with families and relaxed summer living in mind, this updated Westport home offers spacious living areas, a large fenced yard, home gym, and multiple indoor-outdoor gathering spaces near Compo Beach and downtown Westport. Photos include both completed home photography and professionally created preview ren

Gem by the water+ firepit and all fenced backyard
An episode of The Curious Case of… was filmed right here at the property. Stay where the cameras rolled and experience the same atmosphere that caught the producers’ attention. One block away from the water & 3 blocks away from Dolphin Cove. Enjoy walking and site-seeing. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. The house has also a lower-level unit.

3BR Modern Beach Cottage | Walk to Beach & Tyde
Walking distance from Walnut Beach and Tyde Wedding Venue! Stay at this cozy 3-bedroom ( King, Queen+ Twin), 1-bath beach cottage in the heart of Walnut Beach. Perfect for family vacations, wedding guests, or Yale visitors, our modern farmhouse-style home features a full kitchen, a private backyard with a fire pit, and peaceful coastal vibes. Walk to the sand, celebrate at Tyde, enjoy coffee on the porch, and end the day by the fire. Comfort, style, and location — all in one unforgettable stay!

Sunny French Cottage
This unique, sunny cottage has it's own style. Private and peaceful, completely renovated cottage with French vibes. Originally used as a painting/design studio. It is an ideal place to relax and enjoy the surrounding nature. The upstairs bedroom is loft style and has a luxurious queen size bed. It's ideal for short and long stays. It is a perfect place for cozy evenings and lazy mornings, it can also serve as a temporary workplace. High tea style, organic breakfast available (20$ per person)

Waterfront Getaway - Norwalk, CT
Enjoy a stylish experience at this prime location - ideal to explore, relax, or WFH. This beautiful seaside home has full direct waterfront views of the Norwalk Harbor and LI Sound from every room and a balcony. NYC is a quick ride away, with a train station just 0.4 miles away. Across the street is our lovely Veteran's Memorial Park with a route going to Calf Pasture Beach! Experience fine dining in SoNO, long lines at Mr. Frosty's Ice Cream, and more. You won't want to miss this experience.

3 Bedroom Beach House with Hot Tub!
Enjoy breathtaking sunset views in our spacious beach house while dining or relaxing in the hot tub. Snuggle up in front of the fireplace while watching a movie on the frame TV. Wake up in the master suite to spectacular marsh views while listening to birds from the Audubon Society. Steps to a white sand beach, heated bathroom floors, luxury bathrobes, linens, and organic mattresses. 6-bikes for exploring. A true resort-like experience with a chef's kitchen making a home away from home.

The ARLO - Walk to Brewery & Restaurants
Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95

Cheerful 3 Bedroom Cottage with Fire Place
The first and Third week of August are stiil available! Enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.

The River Loft
Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Westshore Luxury
Relax in the cozy living spaces, unwind in the bonus room, or take a peaceful stroll along the sandy beach just steps from your door. Enjoy breathtaking sunrises and sunsets over the water, fall asleep to the soothing sound of waves, or explore the scenic shoreline by bike. Whether you’re visiting for a quiet weekend escape or a longer stay, this charming beach home offers the perfect balance of comfort and tranquility. Quiet home for rest and relaxation — no parties or events.

Seashell Bungalow | 3 Bed 1 Bath | Beach House
Seashell Bungalow - located in Stamford, just a stone's throw from NYC. Less than a 2-minute walk from the beach. Perfect for those looking to enjoy the tranquility of the beach with the city life nearby. Outdoor dining area - perfect for summer evening relaxation. Fully equipped for fun and adventure - paddle boards and various games available. Ideal for family vacations or a friends’ getaway. Book your stay today and enjoy an unforgettable beachside adventure!
Popular amenities for Westport Holiday Houses with Outdoor Verandahs
Apartment rentals with a patio

The Boathouse, private downtown Harborside suite

The Brick: Rooftop Deck Home. Walk to Yale!

Westport CT, Hide-away!

Gemstone: Family-friendly, Close to Yale/Downtown

"Triplex Historic Beauty" with Seasonal Garden

The Hideaway

Clean, convenient, & close to train & downtown

Retreat in New Haven by Stephanie and Damian
Holiday House Rentals with a Verandah

❤️ Your Silvermine Hideaway, nestled in nature.

Family friendly

Guilford Field House

Walnut Beach Escape Fenced Oasis Yard

Captain’s Cottage Water Views -3 Bdrm

Cozy, updated single family in Fairfield County

Spectacular Renovated Barn

Newly built twin beach house within steps to beach
Holiday condos with a patio

Peaceful Suite + Warm Host + Fresh Baked Treats

Leah’s Cozy Rest House

Modern 2BR Condo | in Fairfield County

Coastal Holiday Getaway - Waterfront Rowayton

Norwalk Loft with Private Patio

Private room in condo

Coastal Chic Condo Near DT Westport & Compo Beach
When is the best time to visit Westport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $892 NZD | $892 NZD | $732 NZD | $796 NZD | $1,110 NZD | $1,115 NZD | $1,137 NZD | $1,286 NZD | $945 NZD | $902 NZD | $947 NZD | $964 NZD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Destinations to explore
- Plainview Holiday rentals
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- Rentals with beach access Westport
- Rentals with a fireplace Westport
- Pet-friendly rentals Westport
- Rentals with a washing machine and dryer Westport
- Rentals with a fire pit Westport
- House rentals Westport
- Fitness-friendly rentals Westport
- Beachfront rentals Westport
- Rentals with outdoor seating Westport
- Family-friendly rentals Westport
- Rentals with pools Westport
- Rentals with a patio Connecticut
- Rentals with a patio United States
- Times Square
- Madison Square Garden
- Bryant Park
- New York City Center
- Central Park Zoo
- New York University
- Columbia University
- MetLife Stadium
- Yale University
- Yankee Stadium
- Barclays Center
- United Nations Headquarters
- Jones Beach
- Rockefeller Center
- Empire State Building
- Grand Central Terminal
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Astoria Park
- Thunder Ridge Ski Area
- American Dream
- Fairfield Beach
- USTA Billie Jean King National Tennis Center





