
Holiday rentals with a patio in Westport
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Top-rated rentals with patio in Westport
Guests agree: these rentals with a patio 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!

The Hillside Crib | 1 Bedroom Apt | Near Downtown
Enjoy this stylish 1-Bedroom apartment located near downtown Stamford. Walk to downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! Centrally located and a short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 25 minute walk. Washer and Dryer included in the unit. This unique place has a style all its own! 3rd Fl. Unit use stairs.

Lovely water front lower-level loft, free parking
This unique centrally located water front loft is located on the second Gulf Pond 1.5 miles from historic Milford center buzzing with water front restaurants and downtown shopping. This one bedroom, one bath, has a private entrance and free off street parking. Outdoor patio & grill with kitchenette, enjoy a waterfront view throughout the 400 sq ft space. Close to I-95, the Merrit Parkway, and Milford train station. Explore 17 miles of beaches in this New England town by bike, kayak, or foot.

Bright 3-bedroom house with ample parking & patio!
Take in the sunshine at this peaceful & fully renovated Fairfield home! Private property in a gorgeous neighborhood, this house is a 10-min drive from Fairfield University & 7-min drive from Sacred Heart University. Right next to the Brooklawn Country Club. Central A/C, lots of natural light, large back patio & fire pit, washer/dryer, dishwasher, and strong Wi-Fi with Roku TV in both living room & family room. Public beach access available, highly-rated eateries, & tons of shopping nearby!

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

“The Lighthouse” A Beach Cottage by the Sea!
Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

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

The Design Studio Suite | 2 Beds | Spacious | Luxe
Private one bedroom apartment with modern decor offers everything you need for a short or long term stay. Space includes a full kitchen separate from studio area, & washer + dryer. Studio offers a Queen Sized bed, pull-out bed, workspace, 70 inch Roku Smart TV & hand painted artwork. The Location Less than two miles from Merritt Parkway, near I-95 & East Norwalk train station. One mile away from large shopping center and less than half a mile away from local convenience center.

"Triplex Historic Beauty" with Seasonal Garden
Featured on the History Channel hit TV series "American Pickers"! Come join us at the head of the harbor in historic downtown Norwalk "Wall Street" neighborhood. This cozy second floor rental has been tastefully decorated with new and old. In addition to the photo descriptions we have included a floor plan for review. Please note the neighborhood is a working waterfront during the day and the Danbury active train line runs behind the building which adds to the character .

Retreat in New Haven by Stephanie and Damian
Welcome to your retreat in the heart of Westville. This apartment features a spa-like bathroom and a cozy living room with a super-comfy couch and large flatscreen TV. Relax in this centrally located oasis near Yale’s football stadium, Westville Bowl, local art studios, coffee shops, and top restaurants just steps away. Perfect for extended stays, traveling professionals, visiting faculty, or anyone seeking a convenient home base this winter. Discounts for stays of 30+ days.

Gem by the water+ firepit and all fenced backyard
Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. 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. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.

Cheerful two bedroom home close to beach and SoNo
Relax with the whole family in this well appointed home in a quiet residential neighborhood featuring 2 bedrooms, eat-in kitchen, comfy living room, separate workspace, private patio and large back yard with BBQ. The hosts reserve an apartment on the 2nd floor while guests enjoy the entire 1st floor and private backyard. Hosts may or may not be on the premises during your stay but the spaces are separate and private from each other.
Popular amenities for rentals with patio in Westport
Flat rentals with a patio

The Boathouse, private downtown Harborside suite

Modern Guest House - N. Stamford

The Hideaway

Clean, convenient, & close to train & downtown

Rustic Log Cabin, Long Island Vineyards

Woven Winds Retreat

Seabreeze at the beach, West beach Stamford Ct

The Pond Mill Retreat w/ 2 Bdrms & Pool
House rentals with a patio

Family friendly

Westshore Luxury

Dream Home w/ Pool & Basketball Court on 3 Acres

Quiet and Cozy Cottage near NYC with a Pond

Luxe Beach House / 3 Bd-King / Chef Kitchen / 4 TV

3 Bedroom Beach House with Hot Tub!

Cozy, updated single family in Fairfield County

45 Minutes from NYC | The Little House in Stamford
Apartment rentals with a patio

Coastal Holiday Getaway - Waterfront Rowayton

Norwalk Loft with Private Patio

Cozy, charming retreat in Wallingford.

Private room in condo

Winter Break Condo available in Westport
When is the best time to visit Westport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $501 SGD | $395 SGD | $410 SGD | $585 SGD | $816 SGD | $820 SGD | $836 SGD | $946 SGD | $695 SGD | $785 SGD | $816 SGD | $729 SGD |
| 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 |
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 $76 SGD per night before taxes and fees

Verified guest reviews
Over 1,540 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
100 of Westport holiday rentals include wifi 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!
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- Rentals with a firepit Westport
- Rentals with outdoor seating Westport
- Rentals with a washing machine and dryer Westport
- Rentals with a fireplace Westport
- Rentals with beach access Westport
- Beachfront rentals Westport
- Fitness-friendly rentals Westport
- Rentals with pools Westport
- House rentals Westport
- Pet-friendly rentals Westport
- Family-friendly rentals Westport
- Rentals with a patio Connecticut
- Rentals with a patio United States
- Times Square
- Rockefeller Center
- Madison Square Garden
- Grand Central Terminal
- Bryant Park
- New York Public Library Main Branch
- Brooklyn Bridge
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Yale University
- Old Glory Park
- Ohel Chabad-Lubavitch
- Yankee Stadium
- Jones Beach
- Manhattan Bridge
- Chabad Lubavitch World Headquarters
- United Nations Headquarters
- Citi Field
- Empire State Building
- Fairfield Beach
- Statue of Liberty
- Radio City Music Hall
- Kingston-Throop Avenue Station




