Holiday rentals in Fairfield

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Top-rated holiday rentals in Fairfield

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

Guest favourite
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.
7–14 OctIndividual Host,
£107 per night
4.92 out of 5 average rating, 109 reviews
Guest favourite
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.
23–30 AprIndividual Host,
£194 per night
4.96 out of 5 average rating, 287 reviews
Guest favourite
Flat in Fairfield
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.
16–23 SeptIndividual Host,
£140 per night
5.0 out of 5 average rating, 49 reviews

Popular amenities for Fairfield holiday 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 holiday rentals in Fairfield

Guest favourite
Guest suite in Wilton
Guest suite with private enter
16–23 AprIndividual Host,
£84 per night
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Fairfield
Cosy cottage-close to town/Train/beach
6–13 NovIndividual Host,
£421 per night
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Fairfield
Remodeled Cozy Country Cape
6–13 JanIndividual Host,
£282 per night
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Fairfield
4BR/2.5BA Refuge Near University, Downtown & Beach
23–28 AprIndividual Host,
£638 per night
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Fairfield
Lovely studio apartment, furnished, Southport CT
22–29 NovIndividual Host,
£176 per night
5.0 out of 5 average rating, 23 reviews
Guest favourite
Barn in Fairfield
Delightfully Renovated Colonial Barn by the Beach!
6–13 AprIndividual Host,
£330 per night
4.94 out of 5 average rating, 36 reviews
Guest favourite
Home in Fairfield
Waterlot Cottage
16–23 AprIndividual Host,
£187 per night
5.0 out of 5 average rating, 8 reviews
Guest favourite
Townhouse in Fairfield
Charming 3-Bd Townhouse nr Beaches & Town Center
2–9 MayIndividual Host,
£261 per night
4.87 out of 5 average rating, 23 reviews
Guest favourite
Home in Fairfield
Modern Beach Bungalow
27 Apr – 4 MayIndividual Host,
£438 per night
4.96 out of 5 average rating, 55 reviews
Guest favourite
Home in Fairfield
Peaceful Suburban Colonial w/New Kitchen.
5–12 OctIndividual Host,
£242 per night
5.0 out of 5 average rating, 77 reviews
Guest favourite
Cottage in Weston
The River Loft
3–10 JunIndividual Host,
£337 per night
4.96 out of 5 average rating, 28 reviews
Guest favourite
Home in Westport
Charming & Spacious New England Family Home
16–23 DecIndividual Host,
£396 per night
5.0 out of 5 average rating, 14 reviews

Quick stats about holiday 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

Destinations to explore