
Vacation rentals in Fairfield
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Quick stats about vacation rentals in Fairfield

Total vacation rentals
Explore 330 vacation rentals in Fairfield

Nightly prices starting at
Fairfield vacation rentals start at R 638 ZAR per night before taxes and fees

Verified guest reviews
Over 9,750 verified reviews to help you choose

Family-friendly vacation rentals
230 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 140 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
320 of Fairfield vacation rentals include wi-fi access

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

4.9 Average rating
Fairfield stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated vacation rentals in Fairfield
Guests agree: these stays are highly rated for location, cleanliness, and more.

Private Studio Apartment; Kitchen; Fully Furnished
This 625 sqft fully furnished studio apartment has its own private entrance and sleeps 2-3 with a queen bed and Murphy bed. Other than outside, there is no contact with other people (hosts, other guests, etc) possible unless the guest allows such. The unit consists of a living room, dining space (breakfast basics provided), kitchen, full bathroom/laundry. Walk to Fairfield U; an easy train ride to NYC. (Need the Murphy bed? PLEASE do not wait until just before checkin to let us know that!)

Downtown Fairfield 3 bedroom Colonial
Enjoy a charming, 3 bed/2 full bath Colonial that is only a 4 block walk from the coffee shops, bars, and restaurants on the Post Road and .7 mile from the Fairfield Train Station. The house is over 1500 sq. feet on a quiet street and only a mile to the town beaches. Work has taken me from Fairfield, but it remains home, so the house is fully stocked with everything. If you're into shooting hoops, you'll like the lined and paved court. Small well-trained dogs and longer stays are negotiable.

Adorable private apt w/ W/D in lovely neighborhood
Enjoy a lovely experience at this centrally-located studio in-law apartment. It boasts a newly renovated kitchen and bath, king bed with brand new mattress, pull out full size sofa, ample closet space and more. The eat-in kitchen has all you need to feel right at home. The apartment is located adjacent to a nice residential house, but is fully private with your own front and back entrances. There are also no stairs, making it easily accessible. It’s located in a wonderful neighbor in Fairfield.

The Colonial Cottage at Fairfield Beach
Historic Fairfield Beach Cottage | Walk to Beach Welcome to our charming Fairfield Beach cottage, a beautifully renovated two-bedroom retreat tucked away on our historic coastal property, just a 10 minute walk or 5 minute bike from Jennings Beach (0.5 miles). Whether you're coming for a relaxing New England getaway, family visit, Fairfield U / Sacred Heart weekend, or business travel, our cottage offers the perfect combination of comfort, conveninece to beach and downtown, and coastal charm.

Cheerful 3 Bedroom Cottage with Fire Place
We are happy to still offer some dates for September. Come 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.

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!

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.

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.

Sunny Fairfield Studio Apartment
Enjoy this sunny, newly-renovated, modern Fairfield studio apartment, located in the carriage building of a historic early 1900's house. Great for an individual, couple, or family. Well situated, a short drive to Sacred Heart & Fairfield Universities, downtown Fairfield and the beach, Silverman's Farm and other Easton farms for apple picking, petting zoos, and the like, and Fairfield Metro Station for a 1 hour train ride to NYC.

Cozy Cottage with Fire Pit, near Beach
Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities.

Charming Fairfield Beach Cottage
Escape to our newly renovated waterfront cottage in Fairfield, just steps from a private beach on the Long Island Sound. This charming retreat is perfect for families and couples, offering a modern kitchen, private deck, and high-speed WiFi. Unique perk: Enjoy complimentary 24/7 access to a beautiful co-working space just 3 miles away. A perfect blend of relaxation and productivity awaits!
Popular amenities for Fairfield places to stay
Other great vacation rentals in Fairfield

Fairfield’s Four bedroom Family Home

Southport Shoreline Charm: Elegant Coastal Escape

5 Minute Walk to Beach & Downtown Fairfield

Beach House with Private Beach

Salt & Blue | Walk to Beach & Tyde •4BR• Fire Pit

Entire Home in Fairfield, beach & train ~5min

The Salty Porch

Private house, Walk to Beach, Train, Town, Theatre
When is the best time to visit Fairfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 2,791 ZAR | R 2,966 ZAR | R 2,966 ZAR | R 2,982 ZAR | R 3,971 ZAR | R 4,449 ZAR | R 4,162 ZAR | R 3,987 ZAR | R 3,189 ZAR | R 3,253 ZAR | R 3,126 ZAR | R 3,429 ZAR |
| 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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