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Results: 509 Rentals

  • Peaceful Hidden Gem Near The Beach Ideal For Longer Stays
    From $140 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 $140 per night (USD)

    VRBO

    Details
  • Perfect Family Beach Getaway, walking distance to Restaurants
    From $144 per night (USD)

    VRBO

    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 $144 per night (USD)

    VRBO

    Details
  • 1.5 blocks from the Ocean, Botanical Garden on protected estuary. True sanctuary
    From $106 per night (USD)

    VRBO

    1.5 blocks from the Ocean, Botanical Garden on protected estuary. True sanctuary

    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 ...

    From $106 per night (USD)

    VRBO

    Details
  • Cozy  Home  near private beach , close to New Haven area colleges   Hospitals
    From $242 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 $242 per night (USD)

    Expedia

    Details
  • Charming 2-Bedroom Ranch on a Quiet Cul-de-Sac - Minutes to Beach and Town Green
    From $396 per night (USD)

    VRBO

    Charming 2-Bedroom Ranch on a Quiet Cul-de-Sac - Minutes to Beach and Town Green

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This cozy 2‑bedroom, 1‑bath ranch is the perfect summer getaway. Tucked away on a peaceful cul‑de‑sac yet only minutes f ...

    From $396 per night (USD)

    VRBO

    Details
  • Penthouse Apartment at Yale University.
    From $401 per night (USD)

    Expedia

    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 $401 per night (USD)

    Expedia

    Details
  • Morse · Maison de Jardin Yale New Haven for Large Groups
    From $795 per night (USD)

    VRBO

    Morse · Maison de Jardin Yale New Haven for Large Groups

    Bedrooms:
    1
    Bathrooms:
    5
    Sleeps:
    12

    Summary: Discover timeless charm at Maison de Jardin, a five-bedroom home with elegant French vintage interiors. Perfec ...

    From $795 per night (USD)

    VRBO

    Details
  • Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
    From $1040 per night (USD)

    Expedia

    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 $1040 per night (USD)

    Expedia

    Details
  • Walkable New Haven Retreat w/ Ocean Views!
    From $599 per night (USD)

    VRBO

    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 $599 per night (USD)

    VRBO

    Details
  • Stylish luxury in New Haven, CT
    From $1389 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 $1389 per night (USD)

    VRBO

    Details
  • Beachfront paradise- come, stay, relax!
    From $516 per night (USD)

    VRBO

    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 $516 per night (USD)

    VRBO

    Details
  • Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
    From $492 per night (USD)

    Expedia

    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 ...

    From $492 per night (USD)

    Expedia

    Details
  • Awesome Views of Long Island Sound! Relax, swim, walk and feel the sea breezes!
    From $531 per night (USD)

    VRBO

    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 $531 per night (USD)

    VRBO

    Details
  • Peaceful farm area, on the reservoir, near vineyards
    From $187 per night (USD)

    Expedia

    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 ...

    From $187 per night (USD)

    Expedia

    Details
  • Beachfront getaway in Milford
    From $319 per night (USD)

    VRBO

    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 $319 per night (USD)

    VRBO

    Details
  • Remodeled spacious 2 BR near downtown with yard and wrap around porch
    From $336 per night (USD)

    VRBO

    Remodeled spacious 2 BR near downtown with yard and wrap around porch

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Fully furnished and great location in Branford. Brand new kitchen with stone counters and all new stainless appliances i ...

    From $336 per night (USD)

    VRBO

    Details
  • Renovated Milford Beach home by Charles Island/Silver Sands Pk
    From $441 per night (USD)

    VRBO

    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 ...

    From $441 per night (USD)

    VRBO

    Details
  • Close to Yale
    From $265 per night (USD)

    Expedia

    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 ...

    From $265 per night (USD)

    Expedia

    Details
  • Enjoy a taste of New England in Historic Guilford Ct
    From $296 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 $296 per night (USD)

    VRBO

    Details
  • Laurel Beach-Milford
    From $770 per night (USD)

    Expedia

    Laurel Beach-Milford

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    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 $770 per night (USD)

    Expedia

    Details
  • Charming Mountain view country home with porch and deck
    From $460 per night (USD)

    VRBO

    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 $460 per night (USD)

    VRBO

    Details
  • Milford beach cottage. Steps to beach.
    Click For Pricing

    Expedia

    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 ...

    Click For Pricing

    Expedia

    Details
  • Beachfront Connecticut Retreat w/ Views!
    From $554 per night (USD)

    VRBO

    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 $554 per night (USD)

    VRBO

    Details
  • Gorgeous 1st Floor Westville Apartment
    From $218 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 $218 per night (USD)

    VRBO

    Details
  • Stay Above Our Antique Shop In The Ridgeview Suite @ Stony Creek Depot
    From $407 per night (USD)

    VRBO

    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 $407 per night (USD)

    VRBO

    Details
  • Spacious Modern Beach House, perfect for families
    From $763 per night (USD)

    Expedia

    Spacious Modern Beach House, perfect for families

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

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

    From $763 per night (USD)

    Expedia

    Details
  • Unobstructed Ocean Views! 4 bed/3 bath/private parking
    From $844 per night (USD)

    VRBO

    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 $844 per night (USD)

    VRBO

    Details
  •  Gorgeous Victorian direct ocean front single family six bedroom, ten rooms
    From $582 per night (USD)

    VRBO

    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 $582 per night (USD)

    VRBO

    Details
  • Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town
    From $246 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 $246 per night (USD)

    VRBO

    Details
  • Furnished 1BR Near Yale&VA Parking
    From $113 per night (USD)

    VRBO

    Furnished 1BR Near Yale&VA Parking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Fully furnished first-floor 1BR condo (700 sq ft) in a prime location, ideal for travel nurses and Yale or VA Hospital s ...

    From $113 per night (USD)

    VRBO

    Details
  • Cute country cottage for getaway stay
    From $258 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 $258 per night (USD)

    VRBO

    Details
  • Waterfront Estate Home - Beach and Shared Pool - West
    From $2218 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 $2218 per night (USD)

    VRBO

    Details
  • Skytop Cottage Steps Away From Sandy Beach (Full Private Beach Access), NEW
    From $501 per night (USD)

    VRBO

    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 $501 per night (USD)

    VRBO

    Details
  • Unit 102 · Near Yale and Downtown Newly Renovated
    From $3293 per night (USD)

    Expedia

    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 $3293 per night (USD)

    Expedia

    Details
  • #2 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk
    From $434 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 $434 per night (USD)

    VRBO

    Details
  • Beachfront house on Long Island Sound
    From $722 per night (USD)

    Expedia

    Beachfront house on Long Island Sound

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Waterfront home with private beach access overlooking Long Island Sound, located in a quiet residential neighborhood. E ...

    From $722 per night (USD)

    Expedia

    Details
  • Beach side rental booking 2026 : Sea Drift Cottage  long term availability
    From $90 per night (USD)

    VRBO

    Beach side rental booking 2026 : Sea Drift Cottage long term 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 $90 per night (USD)

    VRBO

    Details
  • 1 Block from Water - Welcoming 4 Bedroom Home
    From $836 per night (USD)

    VRBO

    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 ...

    From $836 per night (USD)

    VRBO

    Details
  • FRESHLY RENOVATED 2 BR APARTMENT!
    From $165 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 $165 per night (USD)

    VRBO

    Details
  • ENTIRE APARTMENT RECENTLY RENOVATED 2BR
    From $172 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 $172 per night (USD)

    Expedia

    Details
  • Unit 101 · Renovated, 1 mile from YALE!
    From $331 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 $331 per night (USD)

    VRBO

    Details
  • Milford Beach private large Studio by Charles Island/Silver Sands State Park
    From $361 per night (USD)

    Expedia

    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 $361 per night (USD)

    Expedia

    Details
  • Quiet Furnished 2BR Condo Near Yale&VA Parking
    From $131 per night (USD)

    VRBO

    Quiet Furnished 2BR Condo Near Yale&VA Parking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Luxury furnished 3-level townhouse ideal for travel nurses and Yale staff. Features 2 bedrooms with king and queen beds ...

    From $131 per night (USD)

    VRBO

    Details
  • Waterfront home- Sleeps 10 - private beach-epic pool
    From $2124 per night (USD)

    VRBO

    Waterfront home- Sleeps 10 - private beach-epic pool

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Updated historic waterfront Victorian with modern amenities. Quintessential New England getaway, located in the heart o ...

    From $2124 per night (USD)

    VRBO

    Details
  • Unique, refined-rustic suite in Stony Creek village.
    From $337 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 $337 per night (USD)

    VRBO

    Details
  • Chill and relax. Or remote to work from the beach.
    From $611 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 $611 per night (USD)

    VRBO

    Details
  • Stocked home close to Yale, in Heart of New Haven
    From $220 per night (USD)

    VRBO

    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 $220 per night (USD)

    VRBO

    Details
  • Stylish and Affordable LOFT- Close to YALE
    From $131 per night (USD)

    VRBO

    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 $131 per night (USD)

    VRBO

    Details
  • Madison, CT - Coastal Modern Farmhouse w/Outdoor Kitchen & Large Fenced in Patio
    From $607 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 $607 per night (USD)

    VRBO

    Details
  • Historic cottage 100 yards from private beach on private compound
    From $620 per night (USD)

    VRBO

    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 $620 per night (USD)

    VRBO

    Details
  • Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale
    From $490 per night (USD)

    VRBO

    Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    9

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

    From $490 per night (USD)

    VRBO

    Details
  • Cozy Garden Apartment Along Guilford’s Shoreline
    From $249 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 $249 per night (USD)

    VRBO

    Details
  • Beautiful Beachfront Cottage Leading Directly To Your Own Sandy Beach
    From $725 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 $725 per night (USD)

    VRBO

    Details
  • 171 Broadway · Renovated House Steps Away From The Ocean
    From $362 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 $362 per night (USD)

    Expedia

    Details
  • Newly-renovated beach house; steps to water; walk to town!
    From $1086 per night (USD)

    VRBO

    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 $1086 per night (USD)

    VRBO

    Details
  • Orange Oasis in Heart of East Rock |Free Parking| Near Yale & DT
    From $455 per night (USD)

    Expedia

    Orange Oasis in Heart of East Rock |Free Parking| Near Yale & DT

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    10

    Summary: Welcome to New Haven! Located in the center of East Rock! Five Minute Drive to Downtown New Haven or enjoy ...

    From $455 per night (USD)

    Expedia

    Details
  • Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds
    From $416 per night (USD)

    VRBO

    Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    8

    Summary: Welcome to New Haven! Pizza capital of the world! Enjoy all that our city has to offer from our 2 bedroom loca ...

    From $416 per night (USD)

    VRBO

    Details
  • Charming Bright Cottage on Silver Sands Beach
    From $537 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 $537 per night (USD)

    VRBO

    Details
  • Milford Beach House - Newer Construction!
    From $864 per night (USD)

    VRBO

    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 $864 per night (USD)

    VRBO

    Details
  • Beach Vacation Get-Away – Near All Conveniences. You Decide Which You Want.
    From $477 per night (USD)

    VRBO

    Beach Vacation Get-Away – Near All Conveniences. You Decide Which You Want.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    • Restored and updated, turn of the century (1898) Milford rental – spacious house, 3 bedrooms, sleeps 6 to 10, 3 bathro ...

    From $477 per night (USD)

    VRBO

    Details
  • Gorgeous Wooster Sq. apt. - wshr/dryr, parking
    From $139 per night (USD)

    VRBO

    Gorgeous Wooster Sq. apt. - wshr/dryr, parking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Beautiful New Haven apartment, walking distance to Wooster Square! Come and enjoy this comfy, cozy and relaxing apartmen ...

    From $139 per night (USD)

    VRBO

    Details
  • Hyatus Luxury Residences City Crossing
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    Expedia

    Hyatus Luxury Residences City Crossing

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Along with a 24-hour fitness center, this smoke-free aparthotel has a rooftop terrace and a conference center. Free WiFi ...

    Click For Pricing

    Expedia

    Details
  • Beachfront Home- Quiet,  On The Water In Milford Connecticut
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    VRBO

    Beachfront Home- Quiet, On The Water In Milford Connecticut

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Total Mortgage Arena– 9 Miles away Hartford HealthCare Amphitheater- 9 Miles away Fairfield University – 13 Miles Away Y ...

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    VRBO

    Details
  • Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
    From $214 per night (USD)

    Expedia

    Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Incredible opportunity to stay in a modern apartment with a water view! Located on the Quinnipiac River close to downtow ...

    From $214 per night (USD)

    Expedia

    Details
  • Lovely summer cottage. Steps to the water, The Madison Beach Club, and town.
    From $703 per night (USD)

    VRBO

    Lovely summer cottage. Steps to the water, The Madison Beach Club, and town.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Classic and charming, this 3-bedroom, 2-bath Connecticut cottage sits on a quiet street just two blocks from the water. ...

    From $703 per night (USD)

    VRBO

    Details
  • Elegant house in East Rock.
    From $579 per night (USD)

    VRBO

    Elegant house in East Rock.

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    8

    Our house is a classic 4-square house on one of the best streets in New Haven. Spacious rooms with high ceilings and his ...

    From $579 per night (USD)

    VRBO

    Details
  • Charming cottage by the sea
    From $541 per night (USD)

    VRBO

    Charming cottage by the sea

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Charming waterfront cottage for rent by week or month in historic Guilford, CT. Swim, paddleboard, and kayak from the fr ...

    From $541 per night (USD)

    VRBO

    Details
  • Charming Beach House 2 BR, 1.5 BTH with waterfront ocean views.
    From $408 per night (USD)

    VRBO

    Charming Beach House 2 BR, 1.5 BTH with waterfront ocean views.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Beach house on the water overlooking LI Sound. Recently renovated and freshly painted. Open floor plan, bright window ...

    From $408 per night (USD)

    VRBO

    Details
  • 4000+ SqFt Home. Amazing Views, Private,  Close to Downtown and Yale Univeristy
    From $703 per night (USD)

    VRBO

    4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Modern Coastal Charm Near Yale | 5BR • Sleeps 12 • Private Yard Welcome to your New Haven retreat, where light-filled s ...

    From $703 per night (USD)

    VRBO

    Details
  • #1 Beautiful Milford Beach Right Across Street -  Charles Island/Silver Sands Pk
    From $414 per night (USD)

    Expedia

    #1 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 $414 per night (USD)

    Expedia

    Details
  • Available July 1, 2025 2 week or monthly.
    From $430 per night (USD)

    VRBO

    Available July 1, 2025 2 week or monthly.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beach Cottage rental Rare opportunity to rent the enchanted cottage . Situated on a peninsula with the East River on o ...

    From $430 per night (USD)

    VRBO

    Details
  • Historic New England home ,Reunions Beach pass
    From $663 per night (USD)

    Expedia

    Historic New England home ,Reunions Beach pass

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Artist's own beautiful spacious 2,200 sq ft home, historic property used to be a button factory at the beginning of ...

    From $663 per night (USD)

    Expedia

    Details
  • Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
    From $1028 per night (USD)

    VRBO

    Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This spacious, newer house sits on a .5 acre, professionally landscaped lot at Jacob's Beach in charming Guilford. The h ...

    From $1028 per night (USD)

    VRBO

    Details
  • Great 3 Bedroom close to downtown and Yale!
    From $255 per night (USD)

    Expedia

    Great 3 Bedroom close to downtown and Yale!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This Spacious 3 bedroom apartment, with 3 queen beds, eat in kitchen, and a large living room is perfect for a trip to N ...

    From $255 per night (USD)

    Expedia

    Details
  • Private Beachfront Property
    From $1012 per night (USD)

    VRBO

    Private Beachfront Property

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    5

    Private Luxury direct beachfront property. Enjoy stepping out the patio doors to a sandy beach, gentle waves and breatht ...

    From $1012 per night (USD)

    VRBO

    Details
  • Charming Beach Home-Steps To Sandy Beach
    From $468 per night (USD)

    VRBO

    Charming Beach Home-Steps To Sandy Beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Beautifully remodeled beach home just steps from Silver Sands Beach. Main level boasts a granite kitchen with newer appl ...

    From $468 per night (USD)

    VRBO

    Details
  • Ideal Madison home just steps to the beach
    From $929 per night (USD)

    VRBO

    Ideal Madison home just steps to the beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Sleeps 8 - Fabulous summer rental in the heart of Madison, CT, this 2,741 sq ft 4-bedroom home is perfect for a family v ...

    From $929 per night (USD)

    VRBO

    Details
  • Spacious Getaway ✔ Wooster Sq.✔ Seasonal discount✔
    From $157 per night (USD)

    VRBO

    Spacious Getaway ✔ Wooster Sq.✔ Seasonal discount✔

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Super spacious, extremely cozy apartment right by Wooster Square! This gorgeous apartment includes a full living room wi ...

    From $157 per night (USD)

    VRBO

    Details
  • Charming Apartment on the Same Block as Beach
    From $310 per night (USD)

    VRBO

    Charming Apartment on the Same Block as Beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Private, 2 BR apartment in the John B. Linsley house in the historical Branford Point district. Located on the same bloc ...

    From $310 per night (USD)

    VRBO

    Details
  • 5 Bedroom Direct Waterfront Live.Work.Play Property
    From $841 per night (USD)

    VRBO

    5 Bedroom Direct Waterfront Live.Work.Play Property

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Newly Renovated Harbor House direct waterfront 5 bedroom second floor home with sweeping water views from every room on ...

    From $841 per night (USD)

    VRBO

    Details
  • Classic shoreline cottage 5-minute walk to the beach, Madison CT private beach
    From $523 per night (USD)

    VRBO

    Classic shoreline cottage 5-minute walk to the beach, Madison CT private beach

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Walking distance to the a private beach (4 houses back from the beach), classic CT shoreline cottage has air conditionin ...

    From $523 per night (USD)

    VRBO

    Details
  • Historic Home near the Beach! And Yale!
    From $171 per night (USD)

    VRBO

    Historic Home near the Beach! And Yale!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Cute first floor bedroom and private bath in our 1880's Victorian house near the beach. Down the street from where Briti ...

    From $171 per night (USD)

    VRBO

    Details
  • Charming 1 bedroom by the Beach!
    From $298 per night (USD)

    VRBO

    Charming 1 bedroom by the Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Prior to booking please read "Host Disclosure" Lovely cottage home with cozy bedrooms, entire 1st fl unit, 1 bedroom Ap ...

    From $298 per night (USD)

    VRBO

    Details
  • Beachfront home with heated pool
    Click For Pricing

    Expedia

    Beachfront home with heated pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy panoramic views of the Long Island Sound and the East River marsh area while you stay in this recently completed h ...

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    Expedia

    Details
  • Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
    From $327 per night (USD)

    VRBO

    Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Your family will be close to everything when you stay at this centrally-located place. This unit is within close proximi ...

    From $327 per night (USD)

    VRBO

    Details
  • 2 Bedrooms by the water cozy condo
    From $131 per night (USD)

    VRBO

    2 Bedrooms by the water cozy condo

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Luxury furnished 3-level townhouse ideal for travel nurses and Yale staff. Features 2 bedrooms with queen beds and 1.5 b ...

    From $131 per night (USD)

    VRBO

    Details
  • Waterfront Estate Home - Pool and Private Beach Pavilion - East
    From $1350 per night (USD)

    VRBO

    Waterfront Estate Home - Pool and Private Beach Pavilion - East

    Bedrooms:
    4
    Bathrooms:
    9
    Sleeps:
    20

    Iconic Middle Beach Road Summer House, with Private Waterfront, low tide beach and shared In-ground Swimming Pool! This ...

    From $1350 per night (USD)

    VRBO

    Details
  • BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
    From $175 per night (USD)

    Expedia

    BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    BEACH HOUSE BUNGALOW NEW RENOVATED 2 BEDROOM. ALL NEW FLOORING, COVERED PATIO DECK WITH AWNING, BEAUTIFUL VIEW OF SUNRIS ...

    From $175 per night (USD)

    Expedia

    Details
  • The Pearl, NH hidden luxury close to the Quinnipiac River in historic property
    From $268 per night (USD)

    VRBO

    The Pearl, NH hidden luxury close to the Quinnipiac River in historic property

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Amazing hidden luxury experience along the Quinnipiac River in a historic mid-19th century property with high ceilings, ...

    From $268 per night (USD)

    VRBO

    Details
  • Ennis Cottage - A holiday by the sea!
    From $284 per night (USD)

    VRBO

    Ennis Cottage - A holiday by the sea!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Beautiful one level cottage with kitchen, family room, bedroom and bath. Private back yard with grill and seating Pri ...

    From $284 per night (USD)

    VRBO

    Details
  • The Blue Bird: Cozy 3 BR, Close to Yale & Downtown
    Click For Pricing

    VRBO

    The Blue Bird: Cozy 3 BR, Close to Yale & Downtown

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    The Blue Bird is the best space for either working or relaxing. In addition to three large bedrooms, this immaculate ap ...

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    VRBO

    Details
  • Luxurious, Direct Waterfront Home with Private Beach
    From $1954 per night (USD)

    Expedia

    Luxurious, Direct Waterfront Home with Private Beach

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Hurry and book the few remaining 2026 dates- Christmas and New Year’s Eve dates still available. Book quickly before the ...

    From $1954 per night (USD)

    Expedia

    Details
  • Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
    From $866 per night (USD)

    VRBO

    Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Get ready for your amazing stay with family and friends on the ocean this summer or any time of year. Just steps from ...

    From $866 per night (USD)

    VRBO

    Details
  • Historic Whitneyville Cottage
    From $294 per night (USD)

    Expedia

    Historic Whitneyville Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Step into the cozy oasis and relax at this peaceful place to stay. Newly renovated tiny home features all the amenities ...

    From $294 per night (USD)

    Expedia

    Details
  • A Peaceful Atmosphere
    From $121 per night (USD)

    VRBO

    A Peaceful Atmosphere

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    Centrally located in Connecticut...Welcoming all travel nurses! Enjoy this fully furnished townhouse with peaceful and t ...

    From $121 per night (USD)

    VRBO

    Details
  • Spacious 2 Bedroom apartment close to Yale Bowl
    From $232 per night (USD)

    Expedia

    Spacious 2 Bedroom apartment close to Yale Bowl

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy a soothing first floor apartment located conveniently near Downtown New Haven, Yale Bowl, Southern Connecticut Sta ...

    From $232 per night (USD)

    Expedia

    Details
  • Morgan · Casa al Mare Beachfront Retreat Oceanview
    From $933 per night (USD)

    VRBO

    Morgan · Casa al Mare Beachfront Retreat Oceanview

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    12

    Summary: Welcome to Casa al Mare! If you are looking for a place to relax and recharge, look no further. Enjoy this spe ...

    From $933 per night (USD)

    VRBO

    Details
  • Beachfront 3-bedroom vacation home just 14 minutes from Yale University
    From $796 per night (USD)

    Expedia

    Beachfront 3-bedroom vacation home just 14 minutes from Yale University

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Escape to the serene beachfront of Milford, Connecticut and experience the perfect vacation at this charming 3-bedroom v ...

    From $796 per night (USD)

    Expedia

    Details
  • Cozy One Bedroom in Residential Home
    From $310 per night (USD)

    VRBO

    Cozy One Bedroom in Residential Home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy a sense of peace and tranquility throughout this uniquely charming yet stylish house. The kitchen is fully equippe ...

    From $310 per night (USD)

    VRBO

    Details
  • King 1BR W/ Parking, Pool & Gym
    From $255 per night (USD)

    Expedia

    King 1BR W/ Parking, Pool & Gym

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This stunning apartment is located in the just opened and latest luxury building in downtown New Haven, just a short wal ...

    From $255 per night (USD)

    Expedia

    Details