Villa holiday rentals in Fairfield County
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Top-rated villa rentals in Fairfield County
Guests agree: these villas are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for villa rentals in Fairfield County
Private villa rentals
Villa in Milford
4.88 out of 5 average rating, 65 reviewsBohemian Beach Oasis. Steps from beach!
21–28 Sep
Villa in Washington
5.0 out of 5 average rating, 3 reviewsCharming country house with pool & garden
4–11 Oct
Villa in Wingdale
4.85 out of 5 average rating, 13 reviewsBeautiful farmhouse nature escape 90 min from NYC
15–22 Jun
Villa in Hopewell Junction
4.96 out of 5 average rating, 25 reviewsHudson Valley Haven in Hopewell
25 Oct – 1 Nov
Villa in Bridgeport
5.0 out of 5 average rating, 4 reviewsIndulge in Prime Luxury 3BR 3-7 Guest
29 Aug – 5 Sep
Villa in Southport ( Fairfield)
5.0 out of 5 average rating, 12 reviewsDesigner Villa bordering Westport
24–31 Oct
Villa in Norwalk
4.78 out of 5 average rating, 9 reviewsCottage in Silvermine: Norwalk New Canaan Wilton
13–20 Aug
Villa in Bethlehem
4.96 out of 5 average rating, 24 reviewsone red barn.
1–8 Nov
Luxury villa rentals
Villa in Milford
4.88 out of 5 average rating, 65 reviewsBohemian Beach Oasis. Steps from beach!
21–28 Sep
Villa in Washington
5.0 out of 5 average rating, 3 reviewsCharming country house with pool & garden
4–11 Oct
Villa in Southport ( Fairfield)
5.0 out of 5 average rating, 12 reviewsDesigner Villa bordering Westport
24–31 Oct
Villa in Bethlehem
4.96 out of 5 average rating, 24 reviewsone red barn.
1–8 Nov
Villa in Weston
5.0 out of 5 average rating, 11 reviewsGreat 4 bed 4.5 bath home w hot tub & heated pool
18–25 Oct
Villa rentals with a pool
Villa in Washington
5.0 out of 5 average rating, 3 reviewsCharming country house with pool & garden
4–11 Oct
Villa in Hopewell Junction
4.96 out of 5 average rating, 25 reviewsHudson Valley Haven in Hopewell
25 Oct – 1 Nov
Villa in Bethlehem
4.96 out of 5 average rating, 24 reviewsone red barn.
1–8 Nov
Villa in Southport ( Fairfield)
5.0 out of 5 average rating, 12 reviewsDesigner Villa bordering Westport
24–31 Oct
Villa in Weston
5.0 out of 5 average rating, 11 reviewsGreat 4 bed 4.5 bath home w hot tub & heated pool
18–25 Oct
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