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
Get the amount of space that is right for you
Popular amenities for house rentals in Fairfield
House rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 117 reviewsPool House
1–8 Mar
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 Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
16–23 Oct
Home in Pound Ridge
5.0 out of 5 average rating, 126 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
9–16 Nov
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
25 Oct – 1 Nov
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
26 Sept – 3 Oct
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
12–19 Sept
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsStunning Vinyard Views - Spring Special $475/Nt!
4–11 Feb
Weekly house rentals
Home in Fairfield
5.0 out of 5 average rating, 76 reviewsPeaceful Suburban Colonial w/New Kitchen.
4–11 Jan
Home in Bridgeport
4.98 out of 5 average rating, 65 reviewsCape on the Water
2–9 Oct
Home in Fairfield
5.0 out of 5 average rating, 11 reviewsRemodeled Cozy Country Cape
31 Dec – 7 Jan
Home in Fairfield
5.0 out of 5 average rating, 15 reviews5 Minute Walk to Beach & Downtown Fairfield
8–15 Nov
Home in Fairfield
5.0 out of 5 average rating, 7 reviewsStillson House - Central Cozy Updated Colonial
11–18 Jun
Home in Westport
4.89 out of 5 average rating, 46 reviewsWestport/Saugatuck super spot
12–19 Jan
Home in Norwalk
5.0 out of 5 average rating, 34 reviews❤️ Your Silvermine Hideaway, nestled in nature.
1–8 Apr
Home in Fairfield
4.96 out of 5 average rating, 55 reviewsModern Beach Bungalow
3–10 May
Private house rentals
Home in Fairfield
5.0 out of 5 average rating, 25 reviewsCheerful Renovated 3 bedroom home
28 Nov – 5 Dec
Home in Westport
5.0 out of 5 average rating, 9 reviewsFarmhouse 1899: Westport, CT
12–19 Aug
Home in Milford
5.0 out of 5 average rating, 14 reviewsLuxe Beach House | 3 Bd-King | Chef Kitchen | 4TV
24 Sept – 1 Oct
Home in Fairfield
4.95 out of 5 average rating, 22 reviewsFairfield Beach ⛱Renovated Cape - 3 Bed 2 bath
6–13 Sept
Home in Westport
5.0 out of 5 average rating, 4 reviewsWestport:Private Fire Pit Hideaway 5 min to Town
24–31 Aug
Home in Bridgeport
4.97 out of 5 average rating, 29 reviewsCatch some Zzz at Black Rock Harbor
2–9 Mar
Home in Fairfield
5.0 out of 5 average rating, 4 reviewsClose to Beach and Town!
26 Mar – 2 Apr
Home in Fairfield
5.0 out of 5 average rating, 30 reviewsFamily home in wonderful neighborhood
6–13 Aug
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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