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Results: 712 Rentals

  • Peaceful Hidden Gem Near The Beach Ideal For Longer Stays
    From $119 per night (USD)

    VRBO

    Peaceful Hidden Gem Near The Beach Ideal For Longer Stays

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Comfortable nice 1 bdr in a quiet neighborhood easily accessible to I-95 and the Merritt Parkway. Perfect for business t ...

    From $119 per night (USD)

    VRBO

    Details
  • Perfect Family Beach Getaway, walking distance to Restaurants
    From $267 per night (USD)

    Expedia

    Perfect Family Beach Getaway, walking distance to Restaurants

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Rental of this property is subject to The State of Connecticut Travel Restrictions. This property is cleaned and disinfe ...

    From $267 per night (USD)

    Expedia

    Details
  • Beautiful Retreat Ocean, botanical Garden.
    Click For Pricing

    VRBO

    Beautiful Retreat Ocean, botanical Garden.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We do not rent long term in the summer. Limited full weeks available. Beautifully renovated, oak kitchen, cathedral cei ...

    Click For Pricing

    VRBO

    Details
  • Cozy  Home  near private beach , close to New Haven area colleges   Hospitals
    From $252 per night (USD)

    Expedia

    Cozy Home near private beach , close to New Haven area colleges Hospitals

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    If you want a great place to walk to Restaurants, local post office, private beach, trails,Trolley Museum, with a 5 minu ...

    From $252 per night (USD)

    Expedia

    Details
  • Madison Beach House Just Steps To Private Beach On LI Sound At 7 Pent Rd
    From $272 per night (USD)

    VRBO

    Madison Beach House Just Steps To Private Beach On LI Sound At 7 Pent Rd

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    2 Bedroom, 1 & 1/2 Bath year round house in the scenic and classic New England town of Madison, CT on Long Island Sound. ...

    From $272 per night (USD)

    VRBO

    Details
  • Madison Beach House Just Steps To Private Beach On LI Sound at 11 Pent Rd
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    Expedia

    Madison Beach House Just Steps To Private Beach On LI Sound at 11 Pent Rd

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    3 Bedroom, 2 Bath year round house in the scenic and classic New England town of Madison, CT on Long Island Sound. A 50 ...

    Click For Pricing

    Expedia

    Details
  • Quiet 2 bedroom summer haven overlooking beautiful West River
    From $350 per night (USD)

    VRBO

    Quiet 2 bedroom summer haven overlooking beautiful West River

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This is a 2-bedroom, 1-bath ranch perfect for your summer getaway. The house is on a very quiet cul-de-sac, yet only min ...

    From $350 per night (USD)

    VRBO

    Details
  • Mid-Century Shoreline Cottage; Birder Paradise
    From $483 per night (USD)

    Expedia

    Mid-Century Shoreline Cottage; Birder Paradise

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Experience the serene beauty of Guilford at our charming 3-bedroom cottage in the picturesque Mulberry Point area. It's ...

    From $483 per night (USD)

    Expedia

    Details
  • Penthouse Apartment at Yale University.
    From $332 per night (USD)

    VRBO

    Penthouse Apartment at Yale University.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Penthouse apartment featuring soaring ceilings, exquisite finishes, just steps from the new Yale School of Management. ...

    From $332 per night (USD)

    VRBO

    Details
  • New Madison beach house - Ocean front- Great views- booking Summer 2025
    From $720 per night (USD)

    Expedia

    New Madison beach house - Ocean front- Great views- booking Summer 2025

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Searching for the perfect getaway? Look no further than our home on the Madison shoreline, where a private beach and the ...

    From $720 per night (USD)

    Expedia

    Details
  • Cozy Modern Home
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    VRBO

    Cozy Modern Home

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    7

    Centrally located in West Haven, with the whole house being recently renovated and completely remodeled. There is also ...

    Click For Pricing

    VRBO

    Details
  • Morse · Maison de Jardin Yale New Haven for Large Groups
    From $686 per night (USD)

    Expedia

    Morse · Maison de Jardin Yale New Haven for Large Groups

    Bedrooms:
    1
    Bathrooms:
    5
    Sleeps:
    12

    Summary: Welcome to Maison de Jardin, a five bedroom property located in north Prospect Hill area with lots of charm and ...

    From $686 per night (USD)

    Expedia

    Details
  • Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
    From $927 per night (USD)

    VRBO

    Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    Distinctive hundred year old house, with beautiful hard wood floors, and stone porch, original arts & crafts architectur ...

    From $927 per night (USD)

    VRBO

    Details
  • Walkable New Haven Retreat w/ Ocean Views!
    From $542 per night (USD)

    Expedia

    Walkable New Haven Retreat w/ Ocean Views!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This 1920s home retains its classic charm while boasting all the modern touches you need for a relaxing stay in New Have ...

    From $542 per night (USD)

    Expedia

    Details
  • Stylish luxury in New Haven, CT
    From $389 per night (USD)

    VRBO

    Stylish luxury in New Haven, CT

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Stylish, luxury apartment in Wooster square, New Haven. Steps away from the best pizza in the world on Historic Wooster ...

    From $389 per night (USD)

    VRBO

    Details
  • Beachfront paradise- come, stay, relax!
    From $530 per night (USD)

    Expedia

    Beachfront paradise- come, stay, relax!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    5

    Looking for an island-feel getaway? You've arrived! Welcome to La Spiaggia. Come enjoy this 4 bedroom, 2 bath home and w ...

    From $530 per night (USD)

    Expedia

    Details
  • Beautiful Country Estate with Heated Pool
    From $1520 per night (USD)

    VRBO

    Beautiful Country Estate with Heated Pool

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Tullymargy - Beautiful Country Estate Very Private, 4 Bedrooms, 3.5 baths, 12 rooms, Heated, Saltwater Pool, In-pool Spa ...

    From $1520 per night (USD)

    VRBO

    Details
  • Direct waterfront renovated cottage.
    From $872 per night (USD)

    Expedia

    Direct waterfront renovated cottage.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Newly renovated cottage. Direct waterfront home in Madison’s most desirable waterfront area. Four bedrooms, 2 full and ...

    From $872 per night (USD)

    Expedia

    Details
  • Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
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    VRBO

    Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Stay at Milford Ocean View — a ground-floor 2-bedroom beachfront rental in Milford, Connecticut, perfect for vacation st ...

    Click For Pricing

    VRBO

    Details
  • Awesome Views of Long Island Sound! Relax, swim, walk and feel the sea breezes!
    From $448 per night (USD)

    Expedia

    Awesome Views of Long Island Sound! Relax, swim, walk and feel the sea breezes!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Experience one of CT's most desirable and family friendly shoreline areas - Mulberry Point (a private association) in hi ...

    From $448 per night (USD)

    Expedia

    Details
  • Peaceful farm area, on the reservoir, near vineyards
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    VRBO

    Peaceful farm area, on the reservoir, near vineyards

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This simply cozy studio looks out upon a hay field visited daily by deer and other wildlife. We let nature take its cour ...

    Click For Pricing

    VRBO

    Details
  • Beachfront getaway in Milford
    From $479 per night (USD)

    Expedia

    Beachfront getaway in Milford

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Welcome to your beachfront getaway! Direct waterfront oasis in Pond Point Beach neighboring Bay View Beach! You don't wa ...

    From $479 per night (USD)

    Expedia

    Details
  • Charming 2BR Home | Fast Wi-Fi & Outdoor Space
    From $711 per night (USD)

    VRBO

    Charming 2BR Home | Fast Wi-Fi & Outdoor Space

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: • Comfortable 2-bedroom house has everything you need for your trip! • IMPORTANT NOTE IF BRINGING PET: We happ ...

    From $711 per night (USD)

    VRBO

    Details
  • Renovated Milford Beach home by Charles Island/Silver Sands Pk
    Click For Pricing

    Expedia

    Renovated Milford Beach home by Charles Island/Silver Sands Pk

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Welcome to your own personal beach paradise! Step out of your front doors and windows to witness breathtaking sunrises o ...

    Click For Pricing

    Expedia

    Details
  • Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants
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    VRBO

    Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    My home is available for longer stays. Please contact me for more details. My home has all the casual comfortable amenit ...

    Click For Pricing

    VRBO

    Details
  • Adorable Cottage close to Beaches and Town
    From $381 per night (USD)

    Expedia

    Adorable Cottage close to Beaches and Town

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Our sweet cottage has 2 bedrooms and one bath. The home has been newly updated and ready for your summer vacation. Our h ...

    From $381 per night (USD)

    Expedia

    Details
  • Close to Yale
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    VRBO

    Close to Yale

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Short steps away from Yale University and surrounding landmarks. Close to Hospitals, highways, canal bike trail, and mal ...

    Click For Pricing

    VRBO

    Details
  • Amazing Lake House
    From $474 per night (USD)

    Expedia

    Amazing Lake House

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Best view of the lake! This home has gone through a major make-over and has been transformed to a place you aren’t goin ...

    From $474 per night (USD)

    Expedia

    Details
  • Enjoy a taste of New England in Historic Guilford Ct
    From $322 per night (USD)

    VRBO

    Enjoy a taste of New England in Historic Guilford Ct

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy a taste of New England charm. Located by the historic Guilford Green. Wonderful restaurants, great shopping, beach ...

    From $322 per night (USD)

    VRBO

    Details
  • Cozy beach location
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    Expedia

    Cozy beach location

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Steps to Silver Sands beach, views of Charles Island, walking distance to restaurants. Enjoy beach walks on the boardwa ...

    Click For Pricing

    Expedia

    Details
  • Casa Yamagoya
    From $575 per night (USD)

    VRBO

    Casa Yamagoya

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    This Mid- Century home was designed and built by a Yale Architect who Studied under Louis Kahn and Frank Lloyd Wright. ...

    From $575 per night (USD)

    VRBO

    Details
  • 1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids
    From $161 per night (USD)

    Expedia

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

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    *Hot tub/fire pit/pool! Hike our woods to deer trail along the river! Over 80 eateries within 15 mins! Enjoy win ...

    From $161 per night (USD)

    Expedia

    Details
  • Laurel Beach-Milford
    From $978 per night (USD)

    VRBO

    Laurel Beach-Milford

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    This is a classic 1920 type beach home with a very unique and gracious style. The home has plenty of room for all to ei ...

    From $978 per night (USD)

    VRBO

    Details
  • Charming Mountain view country home with porch and deck
    From $437 per night (USD)

    Expedia

    Charming Mountain view country home with porch and deck

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    2

    Charming Mountain view country home with three season porch and big deck for summer outdoor entertainment, and enjoy par ...

    From $437 per night (USD)

    Expedia

    Details
  • Newly available June 27 to July 10 Milford beach cottage. Steps to beach.
    From $208 per night (USD)

    VRBO

    Newly available June 27 to July 10 Milford beach cottage. Steps to beach.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Milford, CT has for well over 100 years had a thriving summertime beach community. This is an original vintage beach cot ...

    From $208 per night (USD)

    VRBO

    Details
  • Beachfront Connecticut Retreat w/ Views!
    From $459 per night (USD)

    Expedia

    Beachfront Connecticut Retreat w/ Views!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Walk along pristine beaches and a sandbar to explore Charles Island; this quaint cottage is a unique getaway vacation re ...

    From $459 per night (USD)

    Expedia

    Details
  • Gorgeous 1st Floor Westville Apartment
    From $177 per night (USD)

    VRBO

    Gorgeous 1st Floor Westville Apartment

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Come home to this beautiful, renovated Westville 3 family. This isn't just another multi-family this is a lifestyle rent ...

    From $177 per night (USD)

    VRBO

    Details
  • Stay Above Our Antique Shop In The Ridgeview Suite @ Stony Creek Depot
    From $341 per night (USD)

    Expedia

    Stay Above Our Antique Shop In The Ridgeview Suite @ Stony Creek Depot

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The building (originally a pub for local quarry workers) was built in the late 1800s, with the upper residence added in ...

    From $341 per night (USD)

    Expedia

    Details
  • Spacious Modern Beach House, perfect for families and groups up to 12
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    VRBO

    Spacious Modern Beach House, perfect for families and groups up to 12

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    A short walk to Short Beach! Access to 2 private beaches. Walk to the beach, restaurants, parks, trails, the Trolley M ...

    Click For Pricing

    VRBO

    Details
  • Newly Renovated Summer Island Pt Home Surrounded By Water With Spectacular Views
    From $682 per night (USD)

    Expedia

    Newly Renovated Summer Island Pt Home Surrounded By Water With Spectacular Views

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Completely renovated 3 bedroom 2 bath home for rent. Located in a Private Beach Association. New Kitchen, new bathrooms ...

    From $682 per night (USD)

    Expedia

    Details
  • Secluded Family Friendly Beach House
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    VRBO

    Secluded Family Friendly Beach House

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    9

    WE DO NOT RENT FOR PERIODS SHORTER THAN 2 WEEKS This Historic Connecticut Beach Cottage is just steps to a private beac ...

    Click For Pricing

    VRBO

    Details
  • Unobstructed Ocean Views! 4 bed/3 bath/private parking
    From $508 per night (USD)

    Expedia

    Unobstructed Ocean Views! 4 bed/3 bath/private parking

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Come relax at The Sand Dollar House! Located across from Seabluff Beach, our four bedroom, three bath house has unobst ...

    From $508 per night (USD)

    Expedia

    Details
  • Lovely Cottage By The Beach With Spectacular Views Of The Long Island Sound
    From $646 per night (USD)

    VRBO

    Lovely Cottage By The Beach With Spectacular Views Of The Long Island Sound

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Lovely restored 1890's cottage facing the Long Island Sound at end of quiet road. Dramatic water and shoreline views fro ...

    From $646 per night (USD)

    VRBO

    Details
  • beautiful brownstone
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    Expedia

    beautiful brownstone

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    Beautiful brownstone in the heart of Wooster Square. Back porch that overlooks Pepe’s pizza and the Saturday farmers ma ...

    Click For Pricing

    Expedia

    Details
  • Historic Madison Home on lovely 1.2 acre setting and 5 minutes to private beach.
    Click For Pricing

    VRBO

    Historic Madison Home on lovely 1.2 acre setting and 5 minutes to private beach.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    The perfect setting for your time away, no matter the time of year. Lovingly restored Greek Revival farmhouse built and ...

    Click For Pricing

    VRBO

    Details
  •  Gorgeous Victorian direct ocean front single family six bedroom, ten rooms
    From $836 per night (USD)

    Expedia

    Gorgeous Victorian direct ocean front single family six bedroom, ten rooms

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    12

    A beautiful Ocean Front 10 room Victorian home with a Full Wrap around porch overlooking the Ocean. *Landlord repres ...

    From $836 per night (USD)

    Expedia

    Details
  • Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town
    From $196 per night (USD)

    VRBO

    Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Birdsong is a handicap accessible apartment, which is attached to the west side of our house with beautiful views of the ...

    From $196 per night (USD)

    VRBO

    Details
  • one bedroom Cozy condo
    From $101 per night (USD)

    Expedia

    one bedroom Cozy condo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    All utilities included. High speed internet. Keyless entry. Washer and dryer in unit. Fully furnished. 1 king size bed i ...

    From $101 per night (USD)

    Expedia

    Details
  • Cozy condo close to downtown New Haven
    From $118 per night (USD)

    VRBO

    Cozy condo close to downtown New Haven

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This house is located in a great, convenient neighborhood right on the New Haven/East Haven town line. It's within walk ...

    From $118 per night (USD)

    VRBO

    Details
  • Beachfront cottage on Historic Circle Beach
    From $593 per night (USD)

    Expedia

    Beachfront cottage on Historic Circle Beach

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    10

    Fabulous views of Long Island Sound in front and East River Marsh in back, this cottage was built in the 1930s, only t ...

    From $593 per night (USD)

    Expedia

    Details
  • Beachfront Year-round Property - Newly Renovated
    From $354 per night (USD)

    VRBO

    Beachfront Year-round Property - Newly Renovated

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This Cosey Beach rental property is located right on the water, and situated on a private sandy beach. PLEASE NOTE: man ...

    From $354 per night (USD)

    VRBO

    Details
  • BEACH FRONT TOWNHOUSE
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    Expedia

    BEACH FRONT TOWNHOUSE

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Directly across from beautiful Anchor Beach in Woodmont, this two bedroom two bath, two-story duplex is highly sought an ...

    Click For Pricing

    Expedia

    Details
  • Cute country cottage for getaway stay
    From $191 per night (USD)

    VRBO

    Cute country cottage for getaway stay

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Resting by open fields, this lovely guest cottage is the perfect place for a getaway stay. Beautifully appointed with cl ...

    From $191 per night (USD)

    VRBO

    Details
  • Great Renovated 4 Bedroom Home with Water Views
    From $352 per night (USD)

    Expedia

    Great Renovated 4 Bedroom Home with Water Views

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    This comfy, family-friendly 4 bedroom house is year-round and 130 paces to the water - who can ask for more? Dine in wit ...

    From $352 per night (USD)

    Expedia

    Details
  • Waterfront Estate Home - Beach and Shared Pool - West
    From $1356 per night (USD)

    VRBO

    Waterfront Estate Home - Beach and Shared Pool - West

    Bedrooms:
    3
    Bathrooms:
    9
    Sleeps:
    20

    Never before offered! We’ve decided to rent the “twin” of our popular vacation rental on Middle Beach Road in Madison. ...

    From $1356 per night (USD)

    VRBO

    Details
  • Skytop Cottage Steps Away From Sandy Beach (Full Private Beach Access), NEW
    From $425 per night (USD)

    Expedia

    Skytop Cottage Steps Away From Sandy Beach (Full Private Beach Access), NEW

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Charming two bedroom cottage located directly across from Silver Sands Beach with magnificent ocean views and full priva ...

    From $425 per night (USD)

    Expedia

    Details
  • Unit 102 · NEAR YALE AND DOWNTOWN  NEWLY RENOVATED
    From $258 per night (USD)

    VRBO

    Unit 102 · NEAR YALE AND DOWNTOWN NEWLY RENOVATED

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Everything is brand new! Washer and dryer inside the unit. WiFi, smart 4K TV. King size memory foam mattress for comfort ...

    From $258 per night (USD)

    VRBO

    Details
  • Money Island Home w/ Deck, Kayak & Paddleboards!
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    Expedia

    Money Island Home w/ Deck, Kayak & Paddleboards!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Experience a one-of-a-kind coastal retreat at this vacation rental on Money Island! Newly built in 2018, 'Port House' le ...

    Click For Pricing

    Expedia

    Details
  • #2 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk
    From $350 per night (USD)

    VRBO

    #2 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to your dream beach getaway in Milford, Connecticut! This stunning 2 bedroom, 1 bath first floor apartment is pe ...

    From $350 per night (USD)

    VRBO

    Details
  • Artistic Quiet Retreat Ideal For Longer Stays
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    Expedia

    Artistic Quiet Retreat Ideal For Longer Stays

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Clean comfortable 1 bdr in a quiet neighborhood easily accessible to the Merritt Parkway and shopping mall. Perfect for ...

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    Expedia

    Details
  • Comfy two bedroom space in quiet neighborhood
    From $144 per night (USD)

    VRBO

    Comfy two bedroom space in quiet neighborhood

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    This is a two bedroom, with private entrance, living room and bathroom, dry kitchenette area with stove top, microwave, ...

    From $144 per night (USD)

    VRBO

    Details
  • Beachfront house on Long Island Sound
    From $594 per night (USD)

    Expedia

    Beachfront house on Long Island Sound

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    8

    Waterfront house with a private beach overlooking Long Island Sound waters in a quiet residential area. Enjoy the fully ...

    From $594 per night (USD)

    Expedia

    Details
  • Beach side rental booking 2025 : Sea Drift Cottage August Availability
    From $147 per night (USD)

    VRBO

    Beach side rental booking 2025 : Sea Drift Cottage August Availability

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Cozy beach rental 300 steps from the water! Includes all utilities, Hulu & WiFi. New for 2022 :New Electric 24" stove a ...

    From $147 per night (USD)

    VRBO

    Details
  • 1 Block from Water - Welcoming 4 Bedroom Home
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    Expedia

    1 Block from Water - Welcoming 4 Bedroom Home

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Enjoy a relaxing experience at this centrally-located home. Steps from the historic Madison Beach Club and within walkin ...

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  • FRESHLY RENOVATED 2 BR APARTMENT!
    From $182 per night (USD)

    VRBO

    FRESHLY RENOVATED 2 BR APARTMENT!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    NEAR GRIFFIN HOSPITAL. Hard wood flooring throughout. New appliances, new bathroom, new kitchen. New furniture. Close to ...

    From $182 per night (USD)

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  • ENTIRE APARTMENT RECENTLY RENOVATED 2BR
    From $197 per night (USD)

    Expedia

    ENTIRE APARTMENT RECENTLY RENOVATED 2BR

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    FRESHLY RENOVATED TWO BEDROOM APARTMENT CLOSE TO GRIFFIN HOSPITAL! Spacious, open layout. 65” 4K Smart TV. Tempur-Pedic ...

    From $197 per night (USD)

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  • Unit 101 · RENOVATED, 1 mile from YALE!
    From $260 per night (USD)

    VRBO

    Unit 101 · RENOVATED, 1 mile from YALE!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    King size bed! Everything is brand new! Washer and dryer inside the unit. WiFi. 2 TVs, 1 65” smart 4K in living area and ...

    From $260 per night (USD)

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    Details
  • Welcome Home - East Rock Gem - 5 Min to Yale
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    Welcome Home - East Rock Gem - 5 Min to Yale

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome home! Enjoy all the comforts and conveniences, contentment and warmth of being "home". This space has been curat ...

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  • Milford Beach private large Studio by Charles Island/Silver Sands State Park
    From $263 per night (USD)

    VRBO

    Milford Beach private large Studio by Charles Island/Silver Sands State Park

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to your dream beach getaway in Milford, Connecticut! This private, bright and airy Studio unit has its own separ ...

    From $263 per night (USD)

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    Details
  • Direct Lakefront Home on Lake Lillinonah with Elevator Access
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    Direct Lakefront Home on Lake Lillinonah with Elevator Access

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Direct lakefront 3100 sq ft. home built in 2006 on exclusive Lake Lillinonah. This spacious and picturesque home is onl ...

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  • Beautiful 2 bdr condo
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    VRBO

    Beautiful 2 bdr condo

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    2 bedroom unit with 1,5bath freshly painted. By the water. 5 min away public beach. 10 mins away to Yale university. Fu ...

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  • Lake Front Cottage #7!
    From $206 per night (USD)

    Expedia

    Lake Front Cottage #7!

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    This lake front cottage is a step back in time. Crooked floors and ceilings only add to the charm. A simple clean w ...

    From $206 per night (USD)

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    Details
  • Unique, refined-rustic suite in Stony Creek village.
    From $273 per night (USD)

    VRBO

    Unique, refined-rustic suite in Stony Creek village.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    You'll be telling all your friends how you found the perfect spot to enjoy a visit to Branford's Stony Creek Village wh ...

    From $273 per night (USD)

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    Details
  • Beach House steps from sand & Amazing Views
    From $824 per night (USD)

    Expedia

    Beach House steps from sand & Amazing Views

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Beach House with lots of room, large Master Suite w/office. Owner is just 30 minutes away available anytime. 12 minutes ...

    From $824 per night (USD)

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  • Spacious home in charming shoreline town
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    Spacious home in charming shoreline town

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    4

    Our home has lots of light and comfortable living spaces decorated in a contemporary style. Located on a cul de sac in ...

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  • Longterm Beach House rental right along the sound in Woodmont, CT.
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    Longterm Beach House rental right along the sound in Woodmont, CT.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    Longterm rental only! House available for rental from Sunday October 1st, 2023, through Monday April 1st, 2024. $3,000 ...

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  • Lovely 1 bdr condo
    From $99 per night (USD)

    VRBO

    Lovely 1 bdr condo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Fully furnished. All utilities included. Very safe area. High speed internet. Laundry room in the complex. 14 mins away ...

    From $99 per night (USD)

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    Details
  • Charming Coastal Home | Sunroom & Baby-Friendly
    From $838 per night (USD)

    Expedia

    Charming Coastal Home | Sunroom & Baby-Friendly

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Summary: Escape to the Historic Guilford Coastline with just a short walk to Jacobs Beach! • Located just 150-200 yards ...

    From $838 per night (USD)

    Expedia

    Details
  • Luxurious, Spacious Apartment. Free Parking, Close By to Highways and Essentials
    From $99 per night (USD)

    VRBO

    Luxurious, Spacious Apartment. Free Parking, Close By to Highways and Essentials

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Perfect short or long term stay for those seeking a homey accommodation. Comfortably fits 6 people. Conveniences for ...

    From $99 per night (USD)

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    Details
  • Luxury King Suite in Waterbury.  3 Bedroom. Essentials Close-By,
    From $95 per night (USD)

    Expedia

    Luxury King Suite in Waterbury. 3 Bedroom. Essentials Close-By,

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    *Whole Apartment is newly furnished* The VRBO has been upgraded for relaxing, working professionals and convenience. W ...

    From $95 per night (USD)

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  • Large Private Suite + Entrance + Bath
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    Large Private Suite + Entrance + Bath

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    1

    Do you want to wake up to bird music every morning? Do you want to study/work surrounded by fresh air? What if it’s too ...

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  • Branford-Pine Orchard Beach
    From $526 per night (USD)

    Expedia

    Branford-Pine Orchard Beach

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    If your desire is to vacation in a beautiful, relaxing and peaceful neighborhood then our home may be just what you are ...

    From $526 per night (USD)

    Expedia

    Details
  • Chill and relax. Or remote to work from the beach.
    From $656 per night (USD)

    VRBO

    Chill and relax. Or remote to work from the beach.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    There are few places like this on the shoreline that sit directly on a quiet, private, sandy beach. Life is good at th ...

    From $656 per night (USD)

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    Details
  • Stocked home close to Yale, in Heart of New Haven
    From $225 per night (USD)

    Expedia

    Stocked home close to Yale, in Heart of New Haven

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    This 1st floor, 3 bedroom apartment, is dripping with charm. Its in a 2 family home in a quiet, clean, neighborhood of d ...

    From $225 per night (USD)

    Expedia

    Details
  • Fun Lake Front Cottage!
    From $262 per night (USD)

    VRBO

    Fun Lake Front Cottage!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This cottage was lovingly remodeled with lake décor and fun in mind. Come enjoy this two bedroom with open living room ...

    From $262 per night (USD)

    VRBO

    Details
  • Stylish and Affordable LOFT- Close to YALE
    From $127 per night (USD)

    Expedia

    Stylish and Affordable LOFT- Close to YALE

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    It is a very unique loft that is close to the beach, famous YALE campus and New Haven Downtown which offers variety of r ...

    From $127 per night (USD)

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    Details
  • Madison, CT - Coastal Modern Farmhouse w/Outdoor Kitchen & Large Fenced in Patio
    From $523 per night (USD)

    VRBO

    Madison, CT - Coastal Modern Farmhouse w/Outdoor Kitchen & Large Fenced in Patio

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Gorgeous, modern, beach farmhouse is waiting for you to come and enjoy! This fully renovated home has access to a priva ...

    From $523 per night (USD)

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    Details
  • Historic cottage 100 yards from private beach on private compound
    From $373 per night (USD)

    Expedia

    Historic cottage 100 yards from private beach on private compound

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Built in the 1800’s this cottage is one of the originals on the point and full of family history. There are only 9 homes ...

    From $373 per night (USD)

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    Details
  • Beautiful Waterfront In Branford, Connecticut
    From $310 per night (USD)

    VRBO

    Beautiful Waterfront In Branford, Connecticut

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    1 Bedroom, 1.5 bath direct waterfront cottage completely remodeled. Second floor master suite with vaulted ceiling, fu ...

    From $310 per night (USD)

    VRBO

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  • Casa Soleada in East Rock |King Bed| Near DT and Yale SOM | Free parking
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    Casa Soleada in East Rock |King Bed| Near DT and Yale SOM | Free parking

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    9

    Welcome to New Haven! Pizza capital of the world! Enjoy all that our city has to offer from our 3-bedroom located in the ...

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  • Cozy Garden Apartment Along Guilford’s Shoreline
    From $258 per night (USD)

    VRBO

    Cozy Garden Apartment Along Guilford’s Shoreline

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    In the delightful town of Guilford lies a cozy one-bedroom holiday house, providing a peaceful haven for your upcoming t ...

    From $258 per night (USD)

    VRBO

    Details
  • Romantic Lakefront Cottage #5
    From $272 per night (USD)

    Expedia

    Romantic Lakefront Cottage #5

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This lovely renovated 1950's Lakefront Cottage is a perfect romantic get away. It boasts an open floor plan with kitche ...

    From $272 per night (USD)

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    Details
  • Beautiful Beachfront Cottage Leading Directly To Your Own Sandy Beach
    From $706 per night (USD)

    VRBO

    Beautiful Beachfront Cottage Leading Directly To Your Own Sandy Beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Our wonderful beachfront home was designed with relaxation in mind. Walk through the twelve foot sliding doors and onto ...

    From $706 per night (USD)

    VRBO

    Details
  • 171 Broadway · Renovated House Steps Away From The Ocean
    From $825 per night (USD)

    Expedia

    171 Broadway · Renovated House Steps Away From The Ocean

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    STEPS AWAY FROM LAUREL BEACH. Across the street, you will have access to the beach. Whole house, 2 Stories. 3 bed rooms ...

    From $825 per night (USD)

    Expedia

    Details
  • Cozy cottage near downtown Clinton, Marina & Hammonasset Park
    From $267 per night (USD)

    VRBO

    Cozy cottage near downtown Clinton, Marina & Hammonasset Park

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Imagine a clean New England cottage with a beautiful outside deck to see spring emerge! It's cozy, nicely decorated and ...

    From $267 per night (USD)

    VRBO

    Details
  • Newly-renovated beach house; steps to water; walk to town!
    From $912 per night (USD)

    Expedia

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

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Exceptional beach house with all the trimmings in a family neighborhood steps away from the East Wharf beach, ranked by ...

    From $912 per night (USD)

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  • Orange Oasis in East Rock |Free Parking| Near Yale and DT|Large Memory Foam Beds
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    VRBO

    Orange Oasis in East Rock |Free Parking| Near Yale and DT|Large Memory Foam Beds

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    9

    About this space Welcome to New Haven! Pizza capital of the world! Enjoy all the city has to offer from our 2-BR located ...

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  • Cozy Gem in Heart of East Rock |King Bed| Near DT and Yale | Free Parking
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    Expedia

    Cozy Gem in Heart of East Rock |King Bed| Near DT and Yale | Free Parking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    About this space Welcome to New Haven! Pizza capital of the world! Enjoy all that our city has to offer from our 2 bedro ...

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  • Charming Bright Cottage on Silver Sands Beach
    From $637 per night (USD)

    VRBO

    Charming Bright Cottage on Silver Sands Beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Our 3 BD 1200 sq ft beach cottage offers easy living directly on the water. It is newly renovated and very comfortable. ...

    From $637 per night (USD)

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    Details
  • Milford Beach House - Newer Construction!
    From $747 per night (USD)

    Expedia

    Milford Beach House - Newer Construction!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Relax on the beach! Recently constructed 2,200 square foot, 3 bdrm home on a private sandy beach facing Long Island Sou ...

    From $747 per night (USD)

    Expedia

    Details