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, 117 reviewsPool House
Apr 15 – 22
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Feb 3 – 10
Home in Manorville
4.98 out of 5 average rating, 199 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
Oct 2 – 9
Home in Putnam Valley
4.93 out of 5 average rating, 182 reviewsPutnam Valley Escape
Sep 26 – Oct 3
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
Sep 23 – 30
Home in North Salem
4.99 out of 5 average rating, 220 reviewsConverted Barn House
Oct 6 – 13
Home in Redding
4.83 out of 5 average rating, 12 reviewsMeeker Hill House - Country Escape w/ Heated Pool
May 11 – 18
Home in Redding
4.93 out of 5 average rating, 68 reviewsLovely Country Retreat:
May 27 – Jun 3
Weekly house rentals
Home in Pawling
5.0 out of 5 average rating, 186 reviewsHobbit House of Pawling
Oct 12 – 19
Home in Weston
5.0 out of 5 average rating, 36 reviewsGorgeous Weston Retreat with Tennis & Hot Tub
May 21 – 28
Home in Redding
5.0 out of 5 average rating, 17 reviewsQuiet and Cozy Cottage near NYC with a Pond
Dec 11 – 18
Home in Redding
4.9 out of 5 average rating, 67 reviewsNature Retreat Airbnb
Nov 12 – 19
Home in Westport
5.0 out of 5 average rating, 4 reviewsWestport:Private Fire Pit Hideaway 5 min to Town
Aug 24 – 31
Home in Norwalk
5.0 out of 5 average rating, 34 reviews❤️ Your Silvermine Hideaway, nestled in nature.
Mar 20 – 27
Home in Fairfield
5.0 out of 5 average rating, 63 reviewsFairfield Cottage: Cozy retreat near Universities
Mar 18 – 25
Home in Westport
5.0 out of 5 average rating, 17 reviewsCharming & Spacious New England Family Home
Jan 4 – 11
Private house rentals
Home in Fairfield
5.0 out of 5 average rating, 11 reviewsRemodeled Cozy Country Cape
May 20 – 27
Home in Southbury
5.0 out of 5 average rating, 57 reviewsThe Cottage at Cedar Spring Farm
Jul 21 – 28
Home in Westport
5.0 out of 5 average rating, 9 reviewsFarmhouse 1899: Westport, CT
Sep 23 – 30
Home in Redding
5.0 out of 5 average rating, 35 reviewsModern Farmhouse in Redding - Walk to Metro North
Jun 24 – 29
Home in Shelton
4.88 out of 5 average rating, 40 reviewsMid-Century Modern House - Ciela Haus
Nov 4 – 11
Home in Fairfield
5.0 out of 5 average rating, 7 reviewsStillson House - Central Cozy Updated Colonial
Jun 11 – 18
Home in Westport
4.89 out of 5 average rating, 46 reviewsWestport/Saugatuck super spot
Sep 23 – 30
Home in Norwalk
4.94 out of 5 average rating, 35 reviewsModern Nature Retreat
Sep 11 – 18
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
$40 before taxes and fees
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