
Holiday houses in Fairfield
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Quick stats about holiday rentals in Fairfield

Total holiday rentals
Explore 320 holiday rentals in Fairfield

Nightly prices starting at
Fairfield holiday rentals start at $44 AUD per night before taxes and fees

Verified guest reviews
Over 9,290 verified reviews to help you choose

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

Pet-friendly accommodation
Find 130 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
310 of Fairfield holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Fairfield rentals

4.8 Average rating
Fairfield stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated holiday rentals in Fairfield
Guests agree: these stays are highly rated for location, cleanliness and more.

2 BRm Suite; Ktchn; Livng area; wash/dryr; Private
Fully accessorized, large (919 sq ft) beautiful suburban space with bedroom (queen); convertible Murphy bed (queen), in-room sitting area/large screen TV, kitchenette; 2nd room: bedroom (queen) with living space / large screen TV; private full bath; in-suite washer/dryer; private entry to suite (front door; up 1 flight of stairs). Includes light continental breakfast. Owners on property. Off street parking. Train station a mile away (NYC: 70 min). 2 miles to beach. Easy walk to Fairfield U.

Private house, Walk to Beach, Train, Town, Theatre
House is centrally located in walking distance to beach, town, Town Green, shopping, restaurants, train, local concerts, and Fairfield Theatre Company. Peaceful backyard nature reserve can be enjoyed from bedroom balcony. Location is great for Family attending University events (celebrations are not permitted at this Airbnb). Convenient storage place for bicycles. Please check "additional rules" on this listing. Toddlers are not permitted for safely concerns but I am always open to discuss

Lake Hills Suite
Modern architect-designed Suite in the peaceful upscale Lake Hills area of Fairfield. Only 10 minutes from Fairfield and Sacred Heart universities. Close to restaurants & shops. Accommodates up to 4 guests. 1 bedroom with queen size bed; living room sofa pull-out queen bed and a complete kitchenette. Sunny, large private covered balcony to garden. Private entrance and dedicated off-street parking space. Radiant floor heating, central air & ventilation. Washer and dryer in dedicated closet.

Modern Studio Near Fairfield & Sacred Heart Univ
This newly reconstructed downstairs stylish, modern, and spacious studio features a queen bed & a queen pull-out sofabed with remote lighting, luxe bathroom with towels and refillables, a fully loaded sleek kitchen, a 70” TV with surround sound, and guest-controlled ambient lighting. Enjoy a private entrance, in-suite laundry, guest-controlled heat, and ceiling fan. Close to Fairfield & Sacred Heart Universities, shops, beach, and quick NYC transit. Comfort and convenience in one chic space!

Enchanting Guest Cottage
Your own cozy cottage nestled away in the most charming, historical part of Fairfield. Where the sounds of the babbling brook lull you to sleep and baby deer peek from behind the lush trees. Serene and enchanting, this 1940s bungalow is bursting with original details and warmth. A one minute drive to the most divine chocolatier, as well as fine dining at Bonda, all your snack needs at the Corner Market. Perfect for a quiet retreat when coming back to nature and beauty fills your soul.

The Creekside Cottage
Creekside Cottage is a charming getaway nestled in beautiful Fairfield Beach. Close to downtown Fairfield & multi cuisine restaurants. Property Highlights: Prime Location: 1 minute stroll to the sandy shores of Fairfield Beach! Outdoor Patio: where you can savor your morning coffee or sip wine watching the beautiful sunsets! Note: this is a second floor unit with stairs Local Attractions: Jennings Beach, Fairfield Museum & History Center & Lake Mohegan. Time to kick back and relax!

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

Fairfield! Spacious 3BD/1BA on a quiet cul de sac
Open floor plan w Cathedral ceilings, 65” Samsung Smart TV accompanied with Sonos sound system. Huge deck equipped with Weber BBQ and outdoor furniture. Custom ambient lighting throughout. Hardwood floors. Fully equipped kitchen w granite counter tops, stainless steel appliances, full size refrigerator, LG washer dryer combo, reverse osmosis system & a garbage disposer. Bathroom w jacuzzi tub + built-in shower & towel warmer. 2 Queen 1 Full bed in bedrooms. Fast WiFi, Coded Entry.

Stareway to Heaven
Welcome to your ideal beachside retreat in Fairfield, CT. This fully furnished 4-bedroom, 3 1/2 bath home offers an open-concept living space, a chef’s kitchen, and a private rooftop deck with stunning coastal views. Just steps from the beach and close to downtown shops and dining, it provides the perfect blend of luxury and convenience. Optional beach cruiser rentals and paddleboards are available. Flexible rental terms are offered for both short- and long-term stays.

Fairfield guest house
Experience timeless charm in this renovated 1915 Dutch Colonial in Fairfield, CT. This spacious two-room unit features a private entrance with a cozy living room and a serene bedroom, both beautifully furnished. Enjoy modern amenities like a coffee maker, refrigerator, and microwave for added convenience. Perfect for a relaxing getaway or visiting nearby colleges and just 10 minutes from stunning beaches. Your ideal blend of history, comfort, and coastal charm awaits!

Delightfully Renovated Colonial Barn by the Beach!
This converted 1766 barn is truly one of a kind! The newly renovated barn is set on 3/4 of an acre, surrounded by crushed seashells and a white picket fence. Here you will find a generous living space, carefully curated to incorporate modern amenities a discerning guest demands, all while maintaining the home's historic charm. Our barn is ideal for families looking for a cozy getaway or for a small group looking to explore Fairfield County and all it has to offer.

Beautifully Restored Barn With New England Charm
Set back from the road on one wooded acre with a brook, this renovated 4-bedroom converted barn pairs rustic New England character with modern comfort. Expect 30-foot ceilings, exposed beams, oversized windows, a babbling brook, large yard, eclectic art and furniture, a grand piano, a stocked kitchen, deck, grill, and space to gather. A memorable Fairfield stay for families, couples, small groups, beach weekends, and quiet escapes.
Popular amenities for Fairfield holiday rentals
Stay near Fairfield's top sights
Other great holiday rentals in Fairfield

Modern Beach Bungalow

Beautiful home in the town of Fairfield.

Entire Home in Fairfield, beach & train ~5min

Fairfield Beach ⛱Renovated Cape - 3 Bed 2 bath

Fairfield Guest Suite

2BDFairfield Work & Relax Space w. Patio+Fast WiFi

Pine Creek Beach House

Cozy Private Suite Near Train to NYC
When is the best time to visit Fairfield?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $254 AUD | $270 AUD | $270 AUD | $257 AUD | $344 AUD | $363 AUD | $379 AUD | $363 AUD | $291 AUD | $296 AUD | $285 AUD | $312 AUD |
| 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 |
Frequently Asked Questions
What are the best places to stay in Fairfield?
Stays are frequently suggested around the downtown area, beach neighborhoods, and regions near parks. These locations provide access to Fairfield’s walkable town center, local restaurants, and family-friendly activities.
What are the best things to do in Fairfield with kids?
Families often explore beaches, playgrounds, and nature preserves in Fairfield. The town has interactive museums, community parks, and seasonal events designed for children of various ages.
What are some of the best things to do in Fairfield?
Explore sandy beaches, stroll historic streets in the town center, and take in local art galleries. Walking trails, farmers’ markets, and recurring community festivals add to Fairfield’s mix of activities.
How is the weather in Fairfield?
Fairfield experiences cold winters around 24–38°F (-4–4°C) and warm summers near 68–83°F (20–29°C). Spring and fall are milder, with occasional rainfall, making them popular for outdoor activities.
When is the best time to visit Fairfield?
Late spring through early fall is frequently suggested for milder temperatures, greenery, and outdoor activities. Winter brings colder weather, so visitors often prefer warmer months for beach outings and festivals.
What are the best places to visit in Fairfield?
Frequently suggested stops include Fairfield beaches, the historic downtown, and green spaces like the Fairfield Museum and History Center. Visitors also explore local art galleries and nature reserves.
What are some hiking trails in Fairfield?
Fairfield has walking and hiking trails in nature reserves, including wooded paths and coastal routes. Many visitors explore the Connecticut Audubon Society trails, as well as scenic loops in town parks.
What are some family activities we can do in Fairfield?
Families in Fairfield often explore local beaches, playgrounds, and interactive museums. Seasonal nature walks, picnics in community parks, and art workshops are also enjoyed by visitors of all ages.
What are some of the best day trip ideas from Fairfield?
Many travelers explore neighboring towns with historic sites, art museums, or shopping districts. Nature enthusiasts enjoy nearby hiking spots, botanical gardens, or coastal parks for a change of scenery.
Are there any pet friendly accommodations available in Fairfield?
Many vacation rentals in beach neighborhoods, downtown, and residential areas welcome pets. Fairfield’s parks and walking trails make it convenient to enjoy time outdoors with your companion.
What are some local tips for visiting Fairfield?
Locals often recommend exploring Fairfield’s walkable center, shopping at farmers’ markets, and attending seasonal community events. Early mornings at the beach can be quieter, and reserving ahead for popular restaurants is frequently suggested.
What is Fairfield known for?
Fairfield is known for its charming beaches, historic town centers, and a blend of locally rooted shops and eateries. The area also has a tradition of community events and outdoor recreational spaces.
What are the best hidden gems to explore in Fairfield?
Visitors often discover locally rooted coffee shops, small art studios, and quiet nature preserves. Historic buildings and tucked-away walking paths offer a different perspective on Fairfield’s charm.
What are the best foods to try in Fairfield?
Fairfield has a mix of coastal flavors—seafood like lobster rolls and clam chowder, as well as locally prepared pizza and fresh pastries. Seasonal farmers’ markets feature Connecticut-grown produce and artisanal treats.
What should I bring for a trip to Fairfield?
Pack layers and a light jacket, especially for cooler months. Comfortable walking shoes, beachwear in warmer seasons, and a waterproof outer layer for rainy days help you make the most of Fairfield’s outdoor activities.
What is the nightlife in Fairfield like?
Fairfield’s nightlife has cozy restaurants, locally rooted bars, and live music venues in the downtown area. Community spaces sometimes host performances and art events for evening entertainment.
What are the most popular events or festivals in Fairfield?
Fairfield has frequent community festivals, art fairs in late spring, and seasonal outdoor concerts often held around the town green. Events usually highlight food, local art, and music traditions appreciated by residents and visitors.
Are there family friendly vacation rentals in Fairfield?
Fairfield has family friendly rentals across residential neighborhoods, beach areas, and regions near parks. Many homes are equipped for groups and welcome children, providing easy access to family activities.
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- Times Square
- MetLife Stadium
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yale University
- Yankee Stadium
- Columbia University
- Jones Beach
- American Dream
- United Nations Headquarters
- Rockefeller Center
- Empire State Building
- Bryant Park
- Citi Field
- Barclays Center
- Grand Central Terminal
- Cooper's Beach, Southampton
- Radio City Music Hall
- Bear Mountain State Park
- Thunder Ridge Ski Area
- Astoria Park
- Fairfield Beach
- New York University





