
Family-friendly holiday rentals in Fairfield
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Fairfield

Total holiday rentals
Explore 230 holiday rentals in Fairfield

Nightly prices starting at
Fairfield holiday rentals start at $113 AUD per night before taxes and fees

Verified guest reviews
Over 5,680 verified reviews to help you choose

Pet-friendly accommodation
Find 100 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

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

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

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

Suite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen
Fully accessorized, large (1,255 sq ft) beautiful suburban space consisting of bedroom (queen), an exclusive-use living room/extra bedroom with twin pull-out bed, private full bath; in-unit washer/dryer; exclusive use of kitchen (was the main kitchen of the house); private entrance to space thru side door of the house. Two large-screen TVs. Unit on the ground floor of a 3 story home. Owners on property. Train station about a mile away (NYC: 70 minutes). Easy walk to Fairfield University.
FamilyKitchenGetting around

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.
Indoor spacesKitchenBackyard

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.
Indoor spacesFamilyLong stay

Designer Beach Retreat on Exclusive Cedar Beach
Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!
KitchenFamilyBiking

Cozy Studio in Bridgeport
Charming and fully equipped studio located in the heart of Bridgeport. Perfect for business travelers, couples, or solo adventurers, this cozy retreat features a comfortable bed, high-speed Wi-Fi, a private entrance, and a fully stocked kitchen for your convenience. Enjoy easy access to local restaurants, cafes, and shops, as well as public transportation and major highways. Whether you’re here for work or leisure, this studio offers everything you need for a relaxing and stress-free stay.
Indoor spacesKitchenQuiet

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
KitchenFamilyView

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
KitchenFamilyCheckout

Summer Sale! CozyCottage/Pet-friendly/ WalktoBeach
Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.
Indoor spacesKitchenGetting around

Historic Loft, Co-Work, River View
Unique studio loft in a beautifully restored 19th-century Cider Mill on the Westport/Southport border. Enjoy picturesque river views, historic charm, and modern comfort. This pet-friendly retreat comfortably accommodates up to three guests, featuring a full kitchen, dedicated workspace, and access to a co-working space. Ideal for couples or solo travelers seeking a blend of history, convenience, and a serene setting with private parking.
KitchenIndoor spacesOutdoor spaces

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.
KitchenFamilyLaundry

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.
Indoor spacesFamilyComfort

Renovated Cape Near beach, with Fire Pit and BBQ
Beautifully renovated 3-bed, 2-bath home perfect for families or groups of up to 9. Features a cozy fireplace, fully equipped kitchen, dedicated workspace, and a patio with a fire pit & BBQ. Located in a quiet neighborhood minutes from Fairfield University and Fairfield beaches, this bright and inviting space is your ideal retreat. Enjoy modern amenities and a seamless self-check-in experience.
KitchenIndoor spacesAmenities
Popular amenities for Fairfield family-friendly rentals
Family-friendly home rentals with a hot tub

Coastal Villa Suite pool•sauna•gym•theater•beach
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The Hilltop Harborview
FamilyIndoor spacesLaundry

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
KitchenFamilyPets

Bedford Paradise Getaway | Hot Tub | Town Center
KitchenFamilyHeating

Oceanfront Beach House w/ Private Hot Tub
FamilyKitchenHot tub

Beach Haven - waterfront, near Yale, sunsets
KitchenIndoor spacesNearby

Cozy Riverfront Cottage•Pool•Hot Tub•35 min NYC
Indoor spacesKitchenPool

Pine Creek Beach House
PetsNearbyCondition
Family- and pet-friendly home rentals

Modern and spacious studio in Fairfield, CT
KitchenCleanlinessBackyard

Spacious Westport Apt surrounded by nature!
FamilyKitchenAccuracy

Fully renovated/Walk to water & shops/fenced yard!
Indoor spacesKitchenHospitality

Cozy 3-Bed 2-Bath Condo | Parking and Laundry!
KitchenFamilyLaundry

Cape on the Water
Indoor spacesKitchenRiver

The Creekside Cottage
Indoor spacesKitchenQuiet

1BR full cottage, 1 min walk to private beach
KitchenIndoor spacesGetting around

Stareway to Heaven
Indoor spacesKitchenOutdoor spaces
Family-friendly home rentals with a pool

Escape to a Restored New England Antique Milk Barn
KitchenIndoor spacesCleanliness

Garden Level Suite with Beautiful Pool
Indoor spacesKitchenAccuracy

Midcentury Modern ZenHouse Sculptor Studio
FamilyKitchenSleep quality

Port Jefferson Convenient, Cozy and Chic!
FamilyIndoor spacesNearby

King 1BR Apt with Cozy Den and Luxury Amenities
KitchenFamilyQuiet

Peaceful Light-Filled Guesthouse salt pool/sauna
Indoor spacesFamilyValue

The Pond Mill Retreat w/ 2 Bdrms & Pool
FamilyIndoor spacesOutdoor spaces

Charming Historic Cottage in the Redwoods
KitchenFamilyAccuracy
When is the best time to visit Fairfield?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $298 AUD | $310 AUD | $325 AUD | $359 AUD | $523 AUD | $608 AUD | $595 AUD | $566 AUD | $414 AUD | $446 AUD | $415 AUD | $417 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 |
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- Family-friendly rentals Connecticut
- Family-friendly rentals United States
- Times Square
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yale University
- Yankee Stadium
- Jones Beach
- Columbia University
- MetLife Stadium
- American Dream
- Rockefeller Center
- United Nations Headquarters
- Bear Mountain State Park
- Empire State Building
- Barclays Center
- Bryant Park
- Citi Field
- Cooper's Beach, Southampton
- Grand Central Terminal
- Brooklyn Bridge
- Radio City Music Hall
- New York University
- Fairfield Beach
- Astoria Park





