Vacation rentals in Fairfield

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Top-rated vacation rentals in Fairfield

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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.

Feb 24 – Mar 3

ﺩ.ﺇ430 per night

Guest favorite

Home in Fairfield

4.96 out of 5 average rating, 289 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.

Feb 11 – 18

ﺩ.ﺇ864 per night

Guest favorite

Apartment in Fairfield

5.0 out of 5 average rating, 51 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.

Oct 20 – 27

ﺩ.ﺇ511 per night

Guest favorite

Guest suite in Fairfield

4.93 out of 5 average rating, 110 reviews

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.

Oct 22 – 29

ﺩ.ﺇ439 per night

Guest favorite

Apartment in Westport

4.93 out of 5 average rating, 114 reviews

Spacious Westport Apt surrounded by nature

Spacious mother-in-law apartment w/ private entrance on the 1st floor of our beautiful home. Windows in every room give view to the creek in the backyard and birds welcoming our guests. Two bedrooms with a queen size bed. Walk-in shower. Plenty of space up to four people. Very family friendly - little humans and furry friends welcome! Centrally located 8-10 min drive to downtown Westport, Fairfield, or Southport. Beach, golf course, playgrounds, and wonderful bakeries and restaurants nearby!

Mar 27 – Apr 3

ﺩ.ﺇ650 per night

Guest favorite

Guesthouse in Norwalk

4.99 out of 5 average rating, 207 reviews

Adorable one-bedroom guesthouse with parking

Private, peaceful, cozy renovated cottage next to my house in a quiet residential neighborhood. Originally used as a painting and design studio, ideal for short stays and as a workspace. Luxury queen bed in upstairs loft; downstairs with refrigerator/freezer, Keurig with coffee and tea; microwave; Wifi, heat, air conditioning. There is NO RUNNING WATER in the cottage, but a lovely PRIVATE FULL BATH is just steps away in the main house AVAILABLE 24/7 exclusively for you during your stay.

Mar 4 – 11

ﺩ.ﺇ475 per night

Guest favorite

Home in Milford

4.98 out of 5 average rating, 152 reviews

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!

Nov 21 – 28

ﺩ.ﺇ1,280 per night

Guest favorite

Place to stay in Westport

4.95 out of 5 average rating, 227 reviews

Sunny Westport Studio Apt. Above Historic Mill

No ugly duckling. Fall asleep to the sounds of a centurys-old waterfall in this sunny studio apartment, atop a renovated historic Mill. With panoramic views and breathtaking surroundings, including endless flora and fauna, and a contingent of mallards, egrets, and swans, this hideaway may be moments from Southport Village, but feels like many miles from everything. Original hardwood floors and updated amenities make for a charming place to rest your bones, if only for the evening.

Feb 25 – Mar 4

ﺩ.ﺇ521 per night

Guest favorite

Guest suite in Norwalk

4.9 out of 5 average rating, 111 reviews

Efficiency Garden Studio in South Norwalk, CT

Beautiful Efficiency Studio with private entrance in South Norwalk. Self-contained with private bath, kitchenette and off street parking. 10 min walk to South Norwalk Rail Station. 60 minutes to Manhattan, 10 min to historic SoNo. 10 min drive to Stamford. 5 minute drive to Merritt 7 and corporate business district. 5 minute to Norwalk Hospital. 5 min to City Hall. Close to all main arteries. Part of a quaint and charming arts & crafts bungalow, has separate entrance, very quiet.

Oct 11 – 18

ﺩ.ﺇ333 per night

Guest favorite

Home in Fairfield

4.91 out of 5 average rating, 67 reviews

Fairfield 2nd FL Suite w Private Entry & Parking

Your Airbnb in Fairfield includes 2 Rms and skylit Full B/R on the 2nd fl of a house surrounded by Stores, Parks, Restaurants and Universities. Front Entrance➕Porch ➕Private Driveway are SOLELY for up to 2 adult guests. It is equipped w Central AC + a separate AC unit + Dyson Air Purifier/Cool/Heat, TV w Chromecast, Kitchenette & more. Most of all, it is EXTREMELY CLEAN! Hosts manage virtually and thanks in advance for following the house rules!

Jun 18 – 25

ﺩ.ﺇ487 per night

Superhost

Loft in Bridgeport

4.86 out of 5 average rating, 173 reviews

Cozy Loft in beautiful St. Mary's by the Sea

Renovated cozy loft in beautiful St. Mary's by The Sea in Black Rock. Walking distance to award winning restaurants. Easy access to NYC/New Haven Metro North transit. Perfect for a weekend at the beach. Property includes 1 bed and a 78” sofa. Fully equipped kitchen with all major appliances, WiFi, & large TV. ***Please note that the ceilings are angled so taller guests (over 5’ 8”) might have to bend in certain parts of the loft.

Feb 1 – 8

ﺩ.ﺇ589 per night

Guest favorite

Apartment in Fairfield

4.95 out of 5 average rating, 62 reviews

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.

Aug 21 – 28

ﺩ.ﺇ499 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Fairfield vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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

The Chelsea4 locals recommend

Other great vacation rentals in Fairfield

Guest favorite

Barn in Fairfield

4.95 out of 5 average rating, 40 reviews

Delightfully Renovated Colonial Barn by the Beach!

Jun 19 – 26

ﺩ.ﺇ1,270 per night

Guest favorite

Guest suite in Wilton

5.0 out of 5 average rating, 34 reviews

Guest suite with private enter

Jun 22 – 29

ﺩ.ﺇ358 per night

Guest favorite

Home in Fairfield

5.0 out of 5 average rating, 61 reviews

Fairfield Cottage: Cozy retreat near Universities

Jan 9 – 16

ﺩ.ﺇ1,085 per night

Guest favorite

Guesthouse in Wilton

4.96 out of 5 average rating, 96 reviews

The Cozy Little Cottage

May 2 – 9

ﺩ.ﺇ495 per night

Guest favorite

Home in Fairfield

5.0 out of 5 average rating, 6 reviews

Stillson House - Central Cozy Updated Colonial

Oct 27 – Nov 3

ﺩ.ﺇ1,072 per night

Guest favorite

Apartment in Bridgeport

5.0 out of 5 average rating, 6 reviews

Ricport Studio 5

Apr 30 – May 7

ﺩ.ﺇ383 per night

Guest favorite

Home in Fairfield

5.0 out of 5 average rating, 10 reviews

Remodeled Cozy Country Cape

Aug 1 – 8

ﺩ.ﺇ1,421 per night

Guest favorite

Home in Fairfield

5.0 out of 5 average rating, 6 reviews

4BR/2.5BA Refuge Near University, Downtown & Beach

Sep 19 – 24

ﺩ.ﺇ3,159 per night

Show all

Quick stats about vacation rentals in Fairfield

Total rentals
290 properties
Rentals with dedicated workspaces
160 properties have a dedicated workspace
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
100 properties allow pets
Family-friendly rentals
190 properties are a good fit for families
Total number of reviews
6K 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 350 vacation rentals in Black Rock, over 110 vacation rentals in Greens Farms, and over 130 vacation rentals in Fairfield Beach.
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 house rentals in Fairfield?
Fairfield has more than 150 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 30 house rentals with pools in Fairfield, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Fairfield have wifi?
Absolutely! We offer over 30 apartment rentals with wifi in Fairfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Fairfield have free parking?
Absolutely! We offer over 190 house 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 70 house rentals for guests traveling with pets.
What are the most popular amenities for Cottage Rentals in Fairfield?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, 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.

Vacation rentals in Fairfield

Top-rated vacation rentals in Fairfield

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Fairfield vacation rentals

Stay near Fairfield's top sights

Other great vacation rentals in Fairfield

Barn in Fairfield

Guest suite in Wilton

Home in Fairfield

Guesthouse in Wilton

Home in Fairfield

Apartment in Bridgeport

Home in Fairfield

Home in Fairfield

Quick stats about vacation rentals in Fairfield

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Where should I stay in Fairfield?

Are there house rentals with a dedicated workspace in Fairfield?

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

Are there family-friendly house rentals in Fairfield?

Are there Fairfield house rentals on Airbnb with pools?

Do apartment rentals in Fairfield have wifi?

Do house rentals in Fairfield have free parking?

Are there pet-friendly house rentals in Fairfield?

What are the most popular amenities for Cottage Rentals in Fairfield?

Do apartment rentals in Fairfield have a kitchen?

Destinations to explore