Connecticut Vacation Rentals - HolidayHomes base64Hash Connecticut Vacation Rentals - HolidayHomes

Connecticut Vacation Rentals

Browse 9,916 available vacation homes and compared across 18 trusted partners

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Top-Rated Vacation rentals in Connecticut

Book the highest-rated Connecticut vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

We use AI to generate the short summary in each offer below, check full description before booking.
Cabin Bethlehem Village

Cottage with barbecue, patio & garden | Lake view

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House Branford

Gorgeous 3BR Beach House with Private Beach Access.

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Apartment Shelton

1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR LR suitable for 2 kids

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Cabin Waterford

Waterfront! Charming 4BR Cottage on the Niantic River!

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House Old Lyme

Insta-worthy Couples Retreat: Perfect for romantic getaway!

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House Saybrook Manor

Steps to the Beach, Cozy Year Round Cottage Pet Friendly

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House Madison Center

Waterfront Estate Home - Pool and Private Beach Pavilion - East

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House Niantic

Vacation home with yard, barbecue & patio

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House New London

THE SEA BREEZE OCEAN BEACH HOUSE: 6 QUEEN BEDS

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House South Central Connecticut Planning Region

Cheerful 3 Bedroom Beach Front Cottage with Fireplace

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House Branford

House with terrace, yard & grill | Nature view

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Cabin Westbrook Center

DIRECT WATERFRONT PRIVATE BEACH

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Cabin Old Lyme

Enchanted Waterfront Cottage

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House Madison Center

Newly-renovated beach house; steps to water; walk to town!

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House Milford

Charming Beach Home-Steps To Sandy Beach

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Top 15 most Recommended Vacation Rentals in Connecticut

Discover your ideal Connecticut vacation rental with real-time comparisons of 9,916 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

We use AI to generate the short summary in each offer below, check full description before booking.
House Preston
House ∙ 7 guests ∙ 3 bedrooms

Family-oriented house with terrace, yard & grill | Nature view | Suitable for remote work | Pets are welcome

Preston, New London County, Connecticut
This house rental in Preston accommodates 7 guests and features a family-friendly kitchen perfect for gatherings.
from $158
per night
(48)
View deal
Cabin Old Lyme
Cabin ∙ 6 guests ∙ 3 bedrooms

Family-friendly cottage with patio

Old Lyme, New London County, Connecticut
This cozy cabin in Old Lyme accommodates 6 guests and features a fully equipped kitchen for your convenience.
from $368
per night
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House Lebanon
House ∙ 6 guests ∙ 2 bedrooms

House with barbecue, hot tub & garden | Perfect for remote work

Lebanon, New London County, Connecticut
Charming house rental in Lebanon for 6 guests with pets allowed, offering a cozy retreat in a picturesque setting.
from $180
per night
(1)
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House Ridgefield
House ∙ 26 guests ∙ 6 bedrooms

Vacation home with grill, pool & hot tub | Nature view

Ridgefield, Fairfield County, Connecticut
This house rental in Ridgefield accommodates 26 guests and features a relaxing pool for your enjoyment.
from $615
per night
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House Sandy Hook
House ∙ 9 guests ∙ 3 bedrooms

House with garden, terrace & barbeque | Suitable for remote work

Sandy Hook, Newtown, Connecticut
This house rental in Sandy Hook accommodates 9 guests and features a private pool for a relaxing stay.
from $376
per night
(2)
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House Branford
House ∙ 8 guests ∙ 4 bedrooms

Charming vacation home with yard & barbecue

Branford, New Haven County, Connecticut
This house rental in Branford accommodates 8 guests and features a spacious yard for outdoor enjoyment.
from $540
per night
(16)
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Villa Westside Norwich
Villa ∙ 4 guests ∙ 1 bedroom

Villa with heated pool, sauna & jacuzzi | Suitable for remote work

Westside Norwich, Norwich, Connecticut
This charming villa in Westside Norwich accommodates 4 guests and features a relaxing hot tub for your enjoyment.
from $186
per night
(66)
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House Plantsville
House ∙ 6 guests ∙ 3 bedrooms

House with patio | Suitable for remote work

Plantsville, Southington, Connecticut
Charming house rental in Plantsville accommodating 6 guests, featuring a cozy fireplace for warm family gatherings.
from $193
per night
(26)
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House Conning Towers-Nautilus Park
House ∙ 12 guests ∙ 4 bedrooms

Family-friendly charming vacation home with hot tub, garden & patio | Nature view | Perfect for remote work | Pets are welcome

Conning Towers-Nautilus Park, Groton, Connecticut
Spacious house rental in Conning Towers-Nautilus Park accommodates 12 and features a family-friendly yard for outdoor fun.
from $515
per night
(94)
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