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
Get the amount of space that is right for you
Popular amenities for Simsbury house rentals
House rentals with a pool
Home in Litchfield
4.93 out of 5 average rating, 162 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
12–19 Sep
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
8–15 Jul
Home in New Hartford
4.91 out of 5 average rating, 11 reviewsMountain Serenity Lake View Pool & Hot Tub
18–25 Mar
Home in Middletown
4.95 out of 5 average rating, 19 reviewsHot Tub and pool Home away from home
15–22 May
Home in Litchfield
4.94 out of 5 average rating, 33 reviewsWoodland Country Retreat w/ Pool Near Wineries
7–14 May
Home in Morris
4.91 out of 5 average rating, 64 reviewsLuxury Compound, Pool, Gym, Tree House, Game Barn
7–14 May
Home in Morris
5.0 out of 5 average rating, 18 reviewsHistorical Luxury Farm House w/ Guest House
10–17 Nov
Home in Wolcott
4.95 out of 5 average rating, 19 reviewsAmazing GParadise w/King Bed, Private Pool and BBQ
12–19 Dec
Weekly house rentals
Home in Middletown
4.88 out of 5 average rating, 266 reviewsHistoric Greek Revival Brick Home
12–19 Oct
Home in Washington
4.85 out of 5 average rating, 170 reviewsCountry Home on a Hill
17–24 Apr
Home in Springfield
4.91 out of 5 average rating, 141 reviewsLovely House
24–31 Jul
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 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!
3–10 Apr
Home in South Windsor
4.85 out of 5 average rating, 20 reviewsGrampa Potatoes Homestead
12–19 Sep
Home in Windsor
4.97 out of 5 average rating, 36 reviewsRelax By The Water
12–19 Nov
Private house rentals
Home in Avon
5.0 out of 5 average rating, 28 reviewsUpdated easy living ranch-2 car garage.
3–10 Nov
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
5–12 Apr
Home in Springfield
5.0 out of 5 average rating, 9 reviewsQuiet 2 Bedroom - near Big E, Massmutual, Six Flag
16–23 Dec
Home in Agawam
4.99 out of 5 average rating, 89 reviewsSunrise on the Water's Edge - Riverside Bungalow
15–22 Apr
Home in Haddam
5.0 out of 5 average rating, 77 reviewsCozy Comforts!
18–25 Aug
Home in West Hartford
4.97 out of 5 average rating, 36 reviewsSprawling Classic New England Home
14–21 Apr
Home in Cornwall
4.98 out of 5 average rating, 52 reviewsThe Brookside Barn
19–26 Nov
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, Wi-Fi and Pool
Wi-Fi availability
20 properties include access to Wi-Fi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
1K reviews
Destinations to explore
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