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

4.92 out of 5 average rating, 109 reviews

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 24 – 31

ﺩ.ﺇ419 per night
Guest favorite

Home in Fairfield

4.96 out of 5 average rating, 288 reviews

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.

Nov 10 – 17

ﺩ.ﺇ848 per night
Guest favorite

Apartment in Fairfield

5.0 out of 5 average rating, 50 reviews

Bright, private 1,000 sq. ft. 1-Bedroom Apartment

Wow! 1,000 square foot Rental Suite now available for short or long--term rentals, vacation, University visitation, etc. Clean, bright, spacious and private. Apartment is a second story suite, attached to a separate single-family home and has a separate private entrance. Vaulted ceilings throughout, two sets of large glass sliders leading to deck overlooking 0.5 acre property which abuts Fairfield Town Open Space with lovely creek passing through. Attracts lovely birds! More detail below.

Sep 29 – Oct 6

ﺩ.ﺇ511 per night

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

Guest suite in Wilton

5.0 out of 5 average rating, 23 reviews

Guest suite with private enter

Apr 30 – May 7

ﺩ.ﺇ345 per night
Guest favorite

Barn in Fairfield

4.95 out of 5 average rating, 37 reviews

Delightfully Renovated Colonial Barn by the Beach!

Apr 6 – 13

ﺩ.ﺇ1,270 per night
Guest favorite

Cabin in Milford

5.0 out of 5 average rating, 12 reviews

Avail May! Charming Coast Cabin| Near Beach| Pets

Apr 12 – 19

ﺩ.ﺇ346 per night
Guest favorite

Home in Fairfield

5.0 out of 5 average rating, 10 reviews

Remodeled Cozy Country Cape

Dec 15 – 22

ﺩ.ﺇ1,341 per night
Guest favorite

Home in Fairfield

5.0 out of 5 average rating, 55 reviews

Fairfield Cottage: Cozy Retreat with Chic Decor

Mar 5 – 12

ﺩ.ﺇ1,050 per night
Guest favorite

Home in Fairfield

5.0 out of 5 average rating, 14 reviews

5 Minute Walk to Beach & Downtown Fairfield

Apr 28 – May 5

ﺩ.ﺇ1,705 per night
Guest favorite

Home in Fairfield

4.96 out of 5 average rating, 55 reviews

Modern Beach Bungalow

May 24 – 31

ﺩ.ﺇ1,869 per night
Guest favorite

Apartment in Norwalk

5.0 out of 5 average rating, 30 reviews

S. Norwalk Apt near the water!

Apr 8 – 15

ﺩ.ﺇ530 per night
Guest favorite

Apartment in Fairfield

4.95 out of 5 average rating, 58 reviews

Sunny Fairfield Studio Apartment

May 16 – 23

ﺩ.ﺇ733 per night
Guest favorite

Home in Fairfield

5.0 out of 5 average rating, 19 reviews

Fairfield! 5 bedroom, 3.5 bath on cul-de-sac

Oct 6 – 13

ﺩ.ﺇ3,696 per night
Superhost

Guest suite in Fairfield

4.82 out of 5 average rating, 45 reviews

Fairfield CT- Marsh Mellow-Walk Everywhere

Nov 6 – 13

ﺩ.ﺇ505 per night
Guest favorite

Home in Fairfield

5.0 out of 5 average rating, 9 reviews

Waterlot Cottage

May 2 – 9

ﺩ.ﺇ720 per night

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 340 vacation rentals in Black Rock, over 120 vacation rentals in Fairfield Beach, and over 110 vacation rentals in Greens Farms.

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

    Yes! Work meets play with ease at over 100 house rentals in Fairfield featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Experience the best of Fairfield with our apartment rentals, starting at about $10 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 cottage rentals in Fairfield?

    Fairfield has more than 10 family-friendly cottage 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 cottage rentals in Fairfield have free parking?

    Absolutely! We offer over 10 cottage 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 Private Suite Rentals in Fairfield?

    Enhance your stay in our Private Suite Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Fairfield have a kitchen?

    Absolutely! We offer over 20 apartment rentals with a kitchen in Fairfield. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore