House vacation 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.
Vacation 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
Mar 14 – 21
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Sep 20 – 27
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
Oct 2 – 9
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Sep 3 – 10
Home in North Salem
4.99 out of 5 average rating, 220 reviewsConverted Barn House
Oct 13 – 20
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Sep 18 – 25
Home in Redding
4.93 out of 5 average rating, 68 reviewsLovely Country Retreat:
Jun 6 – 13
Home in Redding
4.83 out of 5 average rating, 12 reviewsMeeker Hill House - Country Escape w/ Heated Pool
Oct 26 – Nov 2
Weekly house rentals
Home in Redding
4.9 out of 5 average rating, 69 reviewsNature Retreat Airbnb
Nov 5 – 12
Home in Westport
5.0 out of 5 average rating, 4 reviewsWestport:Private Fire Pit Hideaway 5 min to Town
May 22 – 29
Home in Norwalk
5.0 out of 5 average rating, 35 reviews❤️ Your Silvermine Hideaway, nestled in nature.
Mar 20 – 27
Home in Westport
5.0 out of 5 average rating, 19 reviewsCharming & Spacious New England Family Home
Dec 6 – 13
Home in Fairfield
5.0 out of 5 average rating, 65 reviewsFairfield Cottage: Near Beach, Great for Families
Apr 13 – 20
Home in Fairfield
5.0 out of 5 average rating, 77 reviewsPeaceful Suburban Colonial w/New Kitchen.
Jan 9 – 16
Home in Weston
5.0 out of 5 average rating, 36 reviewsGorgeous Weston Retreat with Tennis & Hot Tub
May 20 – 25
Home in Redding
5.0 out of 5 average rating, 37 reviewsModern Farmhouse in Redding - Walk to Metro North
Jan 22 – 29
Private house rentals
Home in Fairfield
5.0 out of 5 average rating, 11 reviewsRemodeled Cozy Country Cape
Dec 17 – 24
Home in Westport
5.0 out of 5 average rating, 9 reviewsFarmhouse 1899: Westport, CT
Sep 18 – 25
Home in Westport
4.89 out of 5 average rating, 46 reviewsWestport/Saugatuck super spot
Sep 29 – Oct 6
Home in Southbury
5.0 out of 5 average rating, 57 reviewsThe Cottage at Cedar Spring Farm
Jun 23 – 30
Home in Fairfield
4.92 out of 5 average rating, 72 reviewsFairfield 2nd FL Suite w Private Entry & Parking
Aug 9 – 16
Home in Shelton
4.88 out of 5 average rating, 42 reviewsMid-Century Modern House - Ciela Haus
Mar 1 – 8
Home in Fairfield
5.0 out of 5 average rating, 16 reviews5 Minute Walk to Beach & Downtown Fairfield
Nov 15 – 22
Home in Fairfield
5.0 out of 5 average rating, 11 reviewsWaterlot Cottage
Jun 1 – 8
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
R740 ZAR before taxes and fees
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