Vacation rentals in Fairfield

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Top-rated vacation rentals in Fairfield

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Guest suite in Fairfield
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; for stays of 1 week or less: exclusive use of main kitchen; private entrance to space. Includes continental breakfast, 2 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.
Oct 5 – 12
$99 per night
4.92 out of 5 average rating, 109 reviews
Guest favorite
Home in Fairfield
Luxurious Barn With New England Charm
Three decades of tasteful renovations — many using re-purposed material — have rendered this converted barn magazine-worthy. Set-back from the road on 1-acre of wooded land with a babbling brook, this conveniently-located modern home maintains its rustic allure. With 30-foot ceilings, exposed wooden beams, dozens of windows, an array of eclectic furniture, and a grand piano, the charm of the barn is immediately obvious. Perfect for romantic getaways, small retreats, family gatherings, and more.
Dec 9 – 16
$225 per night
4.96 out of 5 average rating, 287 reviews
Guest favorite
Guest suite in Fairfield
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.
Nov 1 – 8
$89 per night
4.92 out of 5 average rating, 106 reviews

Popular amenities for Fairfield vacation rentals

Stay near Fairfield's top sights

Westfield Trumbull Mall23 locals recommend
Whole Foods Market33 locals recommend
Penfield Beach21 locals recommend
The Warehouse at FTC8 locals recommend
Colony Grill46 locals recommend
Shake Shack6 locals recommend

Other great vacation rentals in Fairfield

Guest favorite
Apartment in Fairfield
Bright, private 1,000 sq. ft. 1-Bedroom Apartment
Mar 31 – Apr 7
$120 per night
5.0 out of 5 average rating, 49 reviews
Guest favorite
Guest suite in Wilton
Guest suite with private enter
Apr 16 – 23
$83 per night
5.0 out of 5 average rating, 19 reviews
Guest favorite
Home in Fairfield
Cosy cottage-close to town/Train/beach
Nov 6 – 13
$383 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Fairfield
Remodeled Cozy Country Cape
Sep 10 – 17
$280 per night
5.0 out of 5 average rating, 10 reviews
Guest favorite
Home in Fairfield
Fairfield Cottage: Cozy Retreat with Chic Decor
Aug 20 – 27
$393 per night
5.0 out of 5 average rating, 54 reviews
Guest favorite
Barn in Fairfield
Delightfully Renovated Colonial Barn by the Beach!
Apr 6 – 13
$300 per night
4.94 out of 5 average rating, 36 reviews
Guest favorite
Guesthouse in Wilton
The Cozy Little Cottage
Apr 30 – May 7
$123 per night
4.96 out of 5 average rating, 94 reviews
Guest favorite
Cabin in Milford
Long Stays! Charming Coast Cabin| Near Beach| Pets
Apr 12 – 19
$78 per night
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Fairfield
4BR/2.5BA Refuge Near University, Downtown & Beach
Sep 26 – Oct 1
$776 per night
5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Fairfield
Waterlot Cottage
Apr 12 – 19
$170 per night
5.0 out of 5 average rating, 8 reviews
Guest favorite
Home in Fairfield
Fairfield! 5 bedroom, 3.5 bath on cul-de-sac
Jan 18 – 25
$848 per night
5.0 out of 5 average rating, 19 reviews
Guest favorite
Home in Fairfield
Modern Beach Bungalow
Mar 27 – Apr 3
$405 per night
4.96 out of 5 average rating, 55 reviews

Quick stats about vacation rentals in Fairfield

Total rentals

280 properties

Rentals with dedicated workspaces

160 properties have a dedicated workspace

Rentals with a pool

30 properties have a pool

Pet-friendly rentals

100 properties allow pets

Family-friendly rentals

180 properties are a good fit for families

Total number of reviews

5.5K reviews

Frequently Asked Questions

  • Where should I stay in Fairfield?

    Make yourself at home in Fairfield by choosing from our most frequently booked neighborhoods. We have over 120 vacation rentals in Fairfield Beach, over 340 vacation rentals in Black Rock, and over 110 vacation rentals in Greens Farms.

  • Are there apartment rentals with a dedicated workspace in Fairfield?

    Yes! Work meets play with ease at over 20 apartment rentals in Fairfield featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in private suite rentals in Fairfield?

    Experience the best of Fairfield with our private suite rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Fairfield?

    Fairfield has more than 140 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there Fairfield house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 house rentals with pools in Fairfield, available on Airbnb. Make a splash and soak up the sun in style!

  • Do private suite rentals in Fairfield have wifi?

    Absolutely! We offer over 10 private suite rentals with wifi in Fairfield. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Fairfield have free parking?

    Absolutely! We offer over 10 private suite rentals with free parking in Fairfield. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Fairfield?

    Four-legged friends are welcome in Fairfield. Choose from more than 60 house rentals for guests traveling with pets.

  • What are the most popular amenities for Apartment Rentals in Fairfield?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with free parking, over 20 homes with air conditioning, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do cottage rentals in Fairfield have a kitchen?

    Absolutely! We offer over 10 cottage rentals with a kitchen in Fairfield. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore