House holiday rentals in Weston
Find and book unique houses on Airbnb
Top-rated house rentals in Weston
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 Weston house rentals
House rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
14 – 21 Mar
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
20 – 27 Sept
Home in Yorktown Heights
4.88 out of 5 average rating, 120 reviewsCozy winter getaway 1 hr from NYC!
2 – 9 Oct
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
3 – 10 Sept
Home in North Salem
4.99 out of 5 average rating, 220 reviewsConverted Barn House
13 – 20 Oct
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
18 – 25 Sept
Home in Redding
4.93 out of 5 average rating, 68 reviewsLovely Country Retreat:
6 – 13 June
Home in Redding
4.83 out of 5 average rating, 12 reviewsMeeker Hill House - Country Escape w/ Heated Pool
26 Oct – 2 Nov
Weekly house rentals
Home in Redding
4.9 out of 5 average rating, 69 reviewsNature Retreat Airbnb
5 – 12 Nov
Home in Westport
5.0 out of 5 average rating, 4 reviewsWestport:Private Fire Pit Hideaway 5 min to Town
22 – 29 May
Home in Norwalk
5.0 out of 5 average rating, 35 reviews❤️ Your Silvermine Hideaway, nestled in nature.
20 – 27 Mar
Home in Westport
5.0 out of 5 average rating, 19 reviewsCharming & Spacious New England Family Home
6 – 13 Dec
Home in Fairfield
5.0 out of 5 average rating, 65 reviewsFairfield Cottage: Near Beach, Great for Families
13 – 20 Apr
Home in Fairfield
5.0 out of 5 average rating, 77 reviewsPeaceful Suburban Colonial w/New Kitchen.
9 – 16 Jan
Home in Weston
5.0 out of 5 average rating, 36 reviewsGorgeous Weston Retreat with Tennis & Hot Tub
20 – 25 May
Home in Redding
5.0 out of 5 average rating, 37 reviewsModern Farmhouse in Redding - Walk to Metro North
22 – 29 Jan
Private house rentals
Home in Fairfield
5.0 out of 5 average rating, 11 reviewsRemodeled Cozy Country Cape
17 – 24 Dec
Home in Westport
5.0 out of 5 average rating, 9 reviewsFarmhouse 1899: Westport, CT
18 – 25 Sept
Home in Westport
4.89 out of 5 average rating, 46 reviewsWestport/Saugatuck super spot
29 Sept – 6 Oct
Home in Southbury
5.0 out of 5 average rating, 57 reviewsThe Cottage at Cedar Spring Farm
23 – 30 June
Home in Fairfield
4.92 out of 5 average rating, 72 reviewsFairfield 2nd FL Suite w Private Entry & Parking
9 – 16 Aug
Home in Shelton
4.88 out of 5 average rating, 42 reviewsMid-Century Modern House - Ciela Haus
1 – 8 Mar
Home in Fairfield
5.0 out of 5 average rating, 16 reviews5 Minute Walk to Beach & Downtown Fairfield
15 – 22 Nov
Home in Fairfield
5.0 out of 5 average rating, 11 reviewsWaterlot Cottage
1 – 8 June
Quick stats about house rentals in Weston
Total rentals
30 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
380 reviews
Nightly prices starting at
$61 AUD before taxes and fees
Destinations to explore
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