House holiday rentals in Fairfield
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Top-rated house rentals in Fairfield
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Fairfield
House rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
15–22 Apr
Home in Pound Ridge
5.0 out of 5 average rating, 126 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
18–25 Sep
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
17–24 Oct
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
3–10 Feb
Home in Manorville
4.98 out of 5 average rating, 199 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
3–10 Oct
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
8–15 Oct
Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
14–21 Dec
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
23–30 Sep
Weekly house rentals
Home in Fairfield
5.0 out of 5 average rating, 63 reviewsFairfield Cottage: Cozy retreat near Universities
9–16 Apr
Home in Fairfield
5.0 out of 5 average rating, 76 reviewsPeaceful Suburban Colonial w/New Kitchen.
11–18 Dec
Home in Bridgeport
4.98 out of 5 average rating, 65 reviewsCape on the Water
28 Oct – 4 Nov
Home in Fairfield
5.0 out of 5 average rating, 15 reviews5 Minute Walk to Beach & Downtown Fairfield
5–12 Jan
Home in Fairfield
5.0 out of 5 average rating, 7 reviewsStillson House - Central Cozy Updated Colonial
11–18 Jun
Home in Fairfield
5.0 out of 5 average rating, 11 reviewsRemodeled Cozy Country Cape
25 Dec – 1 Jan
Home in Westport
4.89 out of 5 average rating, 46 reviewsWestport/Saugatuck super spot
23–30 Sep
Home in Norwalk
5.0 out of 5 average rating, 34 reviews❤️ Your Silvermine Hideaway, nestled in nature.
21–28 Feb
Private house rentals
Home in Fairfield
5.0 out of 5 average rating, 25 reviewsCheerful Renovated 3 bedroom home
26 May – 2 Jun
Home in Fairfield
5.0 out of 5 average rating, 6 reviews4BR/2.5BA Refuge Near University, Downtown & Beach
20–27 Sep
Home in Milford
5.0 out of 5 average rating, 14 reviewsLuxe Beach House | 3 Bd-King | 4TV | Chef Kitchen
8–15 Sep
Home in Westport
5.0 out of 5 average rating, 9 reviewsFarmhouse 1899: Westport, CT
7–14 Sep
Home in Fairfield
4.89 out of 5 average rating, 9 reviewsSeaside Home - Walk to Beach & Marina
10–17 Feb
Home in Fairfield
5.0 out of 5 average rating, 8 reviewsNewly built beautiful home within steps from Beach
4–11 Jul
Home in Fairfield
4.95 out of 5 average rating, 22 reviewsFairfield Beach ⛱Renovated Cape - 3 Bed 2 bath
1–8 Jul
Home in Fairfield
5.0 out of 5 average rating, 4 reviewsClose to Beach and Town!
22–29 Mar
Quick stats about house rentals in Fairfield
Total rentals
190 properties
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
150 properties are a good fit for families
Total number of reviews
2.6K reviews
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