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536,493
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536,231
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395,281
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206,778
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122,118
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Central Connecticut (5)
Connecticut Shore (5)
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Vacation Rentals
>
World
>
USA
>
Connecticut
4
BR /
2
BA /
Sleeps
8
From $175/nt
Featured
2
BR /
2
BA /
Sleeps
6
From $5,000/wk
Featured
2
BR /
2
BA /
Sleeps
4
From $1,876/wk
Featured
2
BR /
1
BA /
Sleeps
6
From $170/nt
Featured
2
BR /
3
BA /
Sleeps
7
From $16,500/month
Featured
Connecticut Vacation Rental Estates
(18)
sort by
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Average Rating
Availability Last Updated
Accepts Online Payments
Bedrooms: Least to Most
Bedrooms: Most to Least
Price: High to Low
Price: Low to High
Number of Reviews
Special Offers First
RYE HOUSE
10 Bedrooms,
6
Bathrooms
,
2
Half Baths
, Sleeps 16
$2,500 - $3,000
per night
RYE HOUSE
3 night Minimum Stay
10
BR,
6
BA,
2
HF BA,
Sleeps
16
Litchfield County
>
Litchfield Estate
#252780
(25)
Compare
Waterfront Home By The Sea ,Sandy Beach, Panoramic Water Views
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 8
$2,900 - $5,000
per week
Waterfront Home By The Sea ,Sandy Beach, Panoramic Water Views
7 night Minimum Stay
4
BR,
3
BA,
1
HF BA,
Sleeps
8
Connecticut Shore
>
Branford Estate
#973597
(8)
Compare
CT Lake Front Victorian Truly Memorable Family Vacation!
7 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 19
$4,995 - $5,595
per week
CT Lake Front Victorian Truly Memorable Family Vacation!
3 - 6 night Minimum Stay
7
BR,
3
BA,
1
HF BA,
Sleeps
19
Central Connecticut
>
East Haddam Estate
#159074
(4)
Compare
Special Offer
$400 off June weeks available! (May 28 - June 30)
Charming Summer cottages on private lake
6 Bedrooms,
1
Bathroom
,
4
Half Baths
, Sleeps 12
$275 - $300
per night
Charming Summer cottages on private lake
4 night Minimum Stay
6
BR,
1
BA,
4
HF BA,
Sleeps
12
Litchfield County
>
Norfolk Estate
#186219
(7)
Compare
Gorgeous Berkshire Estate House with Guest Quarter, Indoor Heated Pool, and Pond
14 Bedrooms,
9
Bathrooms
, Sleeps 25
$12,000 - $15,000
per week
Gorgeous Berkshire Estate House with Guest Quarter, Indoor Heated Pool, and Pond
2 - 7 night Minimum Stay
14
BR,
9
BA,
Sleeps
25
Litchfield County
>
Norfolk Estate
#123624
(7)
Compare
Site of 'Mystic Pizza' and 'Hope Springs' movies on the waterfront
1 Bedrooms, Sleeps 12
$1,250 - $1,666
per night
Site of 'Mystic Pizza' and 'Hope Springs' movies on the waterfront
3 night Minimum Stay
1
BR,
Sleeps
12
Connecticut Shore
>
Stonington Estate
#3558370
Compare
Luxury Estate With Pool & Tennis In The Litchfield Hills & Southern Berkshires
5 Bedrooms,
5
Bathrooms
, Sleeps 14
$14,000
per week
Luxury Estate With Pool & Tennis In The Litchfield Hills & Southern Berkshires
2 night Minimum Stay
5
BR,
5
BA,
Sleeps
14
Litchfield County
>
Colebrook Estate
#979942
Compare
Historic Riverdance Mill Estate
4 Bedrooms,
5
Bathrooms
,
1
Half Bath
, Sleeps 10
Historic Riverdance Mill Estate
4
BR,
5
BA,
1
HF BA,
Sleeps
10
Lake Waramaug
>
New Preston Estate
#241289
Compare
Ultra-Private Historic Luxury Waterfront Estate-Views, Pool
4 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 8
Ultra-Private Historic Luxury Waterfront Estate-Views, Pool
4
BR,
4
BA,
1
HF BA,
Sleeps
8
Central Connecticut
>
Essex Estate
#474574vb
Compare
Spectacular Lakefront Home
4 Bedrooms,
3
Bathrooms
, Sleeps 10
Spectacular Lakefront Home
4
BR,
3
BA,
Sleeps
10
Litchfield County
>
Lakeville Estate
#417245vb
Compare
Newer Home with 270 Degrees of Water Views with a Dock.
4 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 10
$550
per night
Newer Home with 270 Degrees of Water Views with a Dock.
2 night Minimum Stay
4
BR,
4
BA,
1
HF BA,
Sleeps
10
Connecticut Shore
>
Stonington Estate
#342908vb
(10)
Compare
Stunning Lake Waramaug Estate
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 8
$24,900
per month
Stunning Lake Waramaug Estate
30 night Minimum Stay
4
BR,
3
BA,
1
HF BA,
Sleeps
8
Lake Waramaug
>
New Preston Estate
#442968vb
Compare
Private Waterfront Estate, Sandy Beach, Pool & Tennis Court
4 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 9
Private Waterfront Estate, Sandy Beach, Pool & Tennis Court
4
BR,
4
BA,
1
HF BA,
Sleeps
9
Connecticut Shore
>
Madison Estate
#397985vb
(5)
Compare
A Sophisticated and Intimate New England Country House
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 11
A Sophisticated and Intimate New England Country House
4
BR,
3
BA,
1
HF BA,
Sleeps
11
Litchfield County
>
Washington Estate
#285490vb
7 Reviews
Compare
A Private Island for Rent It's All Lakefront
19 Bedrooms,
2
Bathrooms
,
5
Half Baths
, Sleeps 39
A Private Island for Rent It's All Lakefront
19
BR,
2
BA,
5
HF BA,
Sleeps
39
Central Connecticut
>
East Hampton Estate
#474719vb
Compare
Fourteen Lincoln Street: A Beautiful Restored Historic Church
4 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 11
Fourteen Lincoln Street: A Beautiful Restored Historic Church
4
BR,
4
BA,
1
HF BA,
Sleeps
11
Connecticut Shore
>
Niantic Estate
#436224vb
1 Review
Compare
Mansion & Private 3.5 Acre Estate, adjoining private Golf Course,
5 Bedrooms, Sleeps 10
Mansion & Private 3.5 Acre Estate, adjoining private Golf Course,
5
BR,
Sleeps
10
Central Connecticut
>
West Hartford Estate
#383243vb
Compare
French Normandy Mansion & 3.5 Acre Priv Estate, Farmington, Ct
6 Bedrooms, Sleeps 10
French Normandy Mansion & 3.5 Acre Priv Estate, Farmington, Ct
6
BR,
Sleeps
10
Central Connecticut
>
Farmington Estate
#302306vb
Compare
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Connecticut
Central Connecticut (5)
Connecticut Shore (5)
Litchfield County (8)