Advertise
    Connecticut
    Short Term Rental

    Connecticut Short Term Rental Properties for Sale

    Notify Me
    List
    Map
    Bridgeport, CT Hartford, CT New Haven, CT Waterbury, CT Stamford, CT New Britain, CT Meriden, CT Norwich, CT
    19 properties
    Sort:
    Renovated Two-Unit Duplex
    Updated: Aug 15
    Renovated Two-Unit Duplex

    36 Merwin Avenue, Milford, CT 06460

    $699,000
    1,400 sqft 0.07 AC lot
    Two units, each with 2 bedrooms and 1 full bath; one residence per floor
    1,400 square feet on a 0.07‑acre lot
    Renovated with new roof, siding, windows, mechanical systems, and added living area
    Beach access three houses away with Long Island Sound water views
    Central air, separate systems, and a full‑size stacked washer and dryer in each unit
    View details
    Waterfront Multifamily Property
    Updated: Jul 24
    Waterfront Multifamily Property

    61 & 63 Oswegatchie Road, Waterford, CT 06385

    $1,550,000
    3,025 sqft 1.36 AC lot
    Four stand‑alone buildings across two separate parcels
    1.36‑acre combined lot area with R‑20W zoning
    Main parcel includes 204 feet of direct Niantic River frontage
    Approximately 100 feet of road frontage on the 1.13‑acre main parcel
    Small private dock with stairs and waterfront seating area
    View details
    Four-Unit Short-Term Rental Property
    Four-Unit Short-Term Rental Property

    44 Williams Avenue, Stonington, CT 06355

    $2,550,000
    3,669 sqft 0.17 AC lot

    A two-level penthouse and furnished ground-floor studios provide distinct rental configurations in the LS-5 zone.

    View details
    Realmo Analytics Monitor Off-market properties and contact owners who are ready to sell. Many signals applied to make quality leads for you. Get Leads
    Two-Unit Coastal Duplex
    Two-Unit Coastal Duplex

    109 Salt Island Road, Westbrook, CT 06498

    $619,000
    1,542 sqft

    Separate meters and heating systems serve each unit, supporting distinct occupancy arrangements.

    View details
    Two-Unit Mixed-Use Building
    Two-Unit Mixed-Use Building

    761 Campbell Avenue, West Haven, CT 06516

    $595,000
    2,384 sqft 0.18 AC lot

    Medical occupancy and furnished short-term rental income serve distinct commercial uses across the two-floor property.

    View details
    Furnished Hotel with Rooftop Dip Pool
    Furnished Hotel with Rooftop Dip Pool

    32 Broadway Avenue, Stonington, CT 06378

    $5,050,000
    4,002 sqft 0.18 AC lot

    Six-bedroom, six-bathroom hospitality property with furnished interiors, public utilities, and individually controlled climate zones.

    View details
    Hotel Property with Rooftop Amenities
    Hotel Property with Rooftop Amenities

    32 Broadway Avenue, Stonington, CT 06378

    $5,050,000
    0.18 AC lot

    Fully furnished accommodations include communal rooftop lounging, dining, and a dip pool.

    View details
    Two-Unit Home with Barn Garage
    Two-Unit Home with Barn Garage

    380 Orange Avenue, Milford, CT 06461

    $975,000
    3,360 sqft

    Updated two-unit residence offers separate decks, in-unit laundry, and a separate barn with a one-car garage.

    View details
    Well-Maintained Four-Unit Residential Income
    Well-Maintained Four-Unit Residential Income

    19 Pearl St, Groton, CT 06340

    $1,495,000
    3,791 sqft

    Four well-maintained units with private parking and covered porches, including legally approved Airbnb configurations.

    View details
    3-Unit Residential Triplex
    3-Unit Residential Triplex

    24 Market, New Britain, CT 06051

    $449,900
    3,060 sqft

    Three matching apartments include separate electrical panels and individual high-efficiency boilers.

    View details
    Partially Completed Multifamily Property
    Partially Completed Multifamily Property

    6-8 Lebanon Street, Hartford, CT 06112

    $275,000
    1,120 sqft

    Partially finished property with a remodeled vacant unit and recent exterior improvements.

    View details
    Beachfront Three-Cottage Triplex
    Beachfront Three-Cottage Triplex

    127 Shore Rd, Clinton, CT 06413

    $2,400,000
    2,709 sqft

    Furnished coastal property with updated interiors, direct shoreline access, and established rental history.

    View details
    Updated Four-Unit Quadplex
    Updated Four-Unit Quadplex

    341 Saint John Street, New Haven, CT 06511

    $1,200,000
    2,396 sqft

    Furnished units combine modern updates with exposed brick and preserved architectural character.

    View details
    Two-Unit Duplex Property
    Two-Unit Duplex Property

    22 Lyon Avenue, Greenwich, CT 06830

    $1,249,000
    2,228 sqft

    Each residence offers two bedrooms, one bath, and dedicated laundry equipment in a residential income property.

    View details
    Six-Unit Short-Term Rental Portfolio
    Six-Unit Short-Term Rental Portfolio

    Stonington, CT 06355

    Contact for pricing
    4,962 sqft

    Turnkey hospitality portfolio offering six guest accommodations across three separate buildings near Historic Downtown Mystic.

    View details
    Lakefront Cottages Investment Opportunity
    Lakefront Cottages Investment Opportunity

    1 Marker Road, Danbury, CT 06810

    $1,595,000
    2,960 sqft

    Income-producing lakefront property with cottages and main house.

    View details
    Renovated Six-Unit Apartment Building
    Renovated Six-Unit Apartment Building

    63 Whitmore Street, Hartford, CT 06114

    $1,075,000

    Furnished short-term rental property with updated interiors, separate utilities, off-street parking, and access to Hartford employment centers.

    View details
    Victorian Mixed-Use Property
    Victorian Mixed-Use Property

    792 Bantam Rd, Litchfield, CT 06750

    $439,000

    Victorian-era property offers commercial, residential, and retail potential with on-site parking.

    View details
    Mixed-Use Property with Office Space
    Mixed-Use Property with Office Space

    82 Salem Tpke, Norwich, CT 06360

    $478,000

    Street-level accessibility and upper-floor apartments support a combined commercial and short-term rental configuration.

    View details
    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 19 Active Listings in Connecticut

    Connecticut Short Term Rental Properties Market Trends and Statistics

    Explore 19 short term rental properties for sale in Connecticut, showcased through 19 active listings on our real estate platform. These investment opportunities span a total of 42,608 square feet of properties for sale, with an estimated market value of $27,743,900.

    Sale prices for short term rental properties in Connecticut start at $275,000, averaging $1,541,327, and reaching up to $5,050,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

    List
    Map

    Short term rental properties by market

    Popular cities

    Popular Categories

    Why this one?
    Saved
    Reason not saved — we won't ask again

    Select Neighborhood

    Google sign-in failed. Please try again or use another login method.
    Sign Up Successful!
    You now have access to more from Realmo!