House holiday rentals in Simsbury
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Top-rated house rentals in Simsbury
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Simsbury
House rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
15–22 Apr
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
12–19 Sep
Home in Montville
4.96 out of 5 average rating, 106 reviewsCasino Stay & Play House
16–23 May
Home in New London
4.89 out of 5 average rating, 131 reviewsOASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
31 Jul – 7 Aug
Home in North Salem
4.99 out of 5 average rating, 220 reviewsConverted Barn House
20–27 Sep
Home in New Hartford
4.91 out of 5 average rating, 11 reviewsMountain Serenity Lake View Pool & Hot Tub
9–16 Apr
Home in Middletown
4.95 out of 5 average rating, 19 reviewsHot Tub and pool Home away from home
2–9 Jun
Home in Litchfield
4.94 out of 5 average rating, 33 reviewsWoodland Country Retreat w/ Pool Near Wineries
29 Sep – 6 Oct
Weekly house rentals
Home in Granby
4.84 out of 5 average rating, 158 reviewsClean, Spacious 3 BR Half-Duplex on Quiet 4+ Acres
10–17 Aug
Home in Great Barrington
4.96 out of 5 average rating, 213 reviewsJaw dropping mountain & lake views
18–25 Nov
Home in Lyme
4.97 out of 5 average rating, 189 reviews“The Answer” Tidal River-Kayaks Fire pit Fireplace
9–16 May
Home in Washington
4.85 out of 5 average rating, 170 reviewsCountry Home on a Hill
27 Dec – 3 Jan
Home in Coventry
5.0 out of 5 average rating, 105 reviewsWaterfront 10 min to Uconn outdoor tv gas fire pit
20–27 Jan
Home in Danbury
4.99 out of 5 average rating, 336 reviewsBEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!
8–15 Apr
Home in Simsbury
4.98 out of 5 average rating, 88 reviewsNature House, water view, gazebo. 2 large decks
14–21 Nov
Home in Simsbury
4.89 out of 5 average rating, 57 reviewsSimsbury Ranch in a quiet neighborhood!
29 Nov – 6 Dec
Private house rentals
Home in New Hartford
4.97 out of 5 average rating, 29 reviewsPrivate Woodland Sanctuary—3 mins to a lake beach!
10–17 Oct
Home in Bloomfield
4.94 out of 5 average rating, 88 reviewsSpacious Charming New England Cape
19–26 Apr
Home in Canton
4.99 out of 5 average rating, 84 reviewsBest River View, on Rail Trail in Collinsville!
27 Jan – 3 Feb
Home in West Hartford
5.0 out of 5 average rating, 17 reviewsThe little house that could!
21–28 Mar
Home in Farmington
5.0 out of 5 average rating, 41 reviewsLake Escape: New Lake Cottage Charm, AC
25 Jan – 1 Feb
Home in Springfield
5.0 out of 5 average rating, 9 reviewsQuiet 2 Bedroom - near Big E, Massmutual, Six Flag
30 Nov – 7 Dec
Home in Haddam
5.0 out of 5 average rating, 78 reviewsCozy Comforts!
18–25 Aug
Home in West Hartford
4.97 out of 5 average rating, 36 reviewsSprawling Classic New England Home
6–13 Aug
Quick stats about house rentals in Simsbury
Total rentals
20 properties
Local attractions
Abigail's Grille and Wine Bar, Flamig Farm and Simsbury Commons
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
1T reviews
Destinations to explore
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