House holiday rentals in Fairfield County
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Top-rated house rentals in Fairfield County
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Fairfield County house rentals
House rentals with a pool
Home in North Salem
4.99 out of 5 average rating, 220 reviewsConverted Barn House
16–23 Oct
Home in Redding
4.93 out of 5 average rating, 68 reviewsLovely Country Retreat:
16–23 May
Home in Fairfield
5.0 out of 5 average rating, 19 reviewsFairfield! 5 bedroom, 3.5 bath on cul-de-sac
22–29 Sep
Home in Fairfield
5.0 out of 5 average rating, 6 reviews4BR/2.5BA Refuge Near University, Downtown & Beach
18–25 Sep
Home in Katonah
5.0 out of 5 average rating, 24 reviewsContemporary Retreat w/ GameRoom Pool HBO
25 Aug – 1 Sep
Home in Redding
4.94 out of 5 average rating, 67 reviewsPrivate * Hiking * Swimming * Pool * Steam-room
2–9 Dec
Home in Stratford
5.0 out of 5 average rating, 10 reviewsLordship Beach House - Pool & Beach (seasonal)
22 Feb – 1 Mar
Home in Redding
4.83 out of 5 average rating, 12 reviewsMeeker Hill House - Country Escape w/ Heated Pool
21–28 Dec
Weekly house rentals
Home in Fairfield
5.0 out of 5 average rating, 65 reviewsFairfield Cottage: Near Beach, Great for Families
15–22 Apr
Home in Fairfield
5.0 out of 5 average rating, 77 reviewsPeaceful Suburban Colonial w/New Kitchen.
5–12 Nov
Home in Fairfield
5.0 out of 5 average rating, 11 reviewsRemodeled Cozy Country Cape
2–9 Mar
Home in Southbury
5.0 out of 5 average rating, 57 reviewsThe Cottage at Cedar Spring Farm
31 Jul – 7 Aug
Home in Norwalk
5.0 out of 5 average rating, 34 reviews❤️ Your Silvermine Hideaway, nestled in nature.
18–25 Mar
Home in Redding
5.0 out of 5 average rating, 18 reviewsQuiet and Cozy Cottage near NYC with a Pond
24–31 Mar
Home in Fairfield
5.0 out of 5 average rating, 16 reviews5 Minute Walk to Beach & Downtown Fairfield
9–16 Jan
Home in Fairfield
5.0 out of 5 average rating, 9 reviewsStillson House - Central Cozy Updated Colonial
11–18 Jun
Private house rentals
Home in Pound Ridge
5.0 out of 5 average rating, 19 reviewsPrivate farm cottage +hiking
21–28 Oct
Home in Easton
5.0 out of 5 average rating, 16 reviewsHistoric Designer City Getaway
24 Apr – 1 May
Home in Fairfield
4.89 out of 5 average rating, 9 reviewsSeaside Home - Walk to Beach & Marina
5–12 Dec
Home in Danbury
5.0 out of 5 average rating, 49 reviewsLakeview Estate - Chef's Kitchen - NYC Getaway
6–13 Jan
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 Southbury
4.78 out of 5 average rating, 40 reviewsA Private Suite in a Historic Home and Village
30 Nov – 7 Dec
Home in Bedford
4.9 out of 5 average rating, 31 reviewsExquisite Bedford Lux Retreat.
11–18 Mar
Home in Fairfield
5.0 out of 5 average rating, 11 reviewsWaterlot Cottage
1–8 Jun
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