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Results: 737 Rentals

  • Peaceful Hidden Gem Near The Beach Ideal For Longer Stays
    From $98 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 $98 per night (USD)

    VRBO

    Details
  • Perfect Family Beach Getaway, walking distance to Restaurants
    From $200 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 $200 per night (USD)

    VRBO

    Details
  • Beautiful Retreat Ocean, Acre Of Garden. Long term bookings from Sept-June.
    From $300 per night (USD)

    VRBO

    Beautiful Retreat Ocean, Acre Of Garden. Long term bookings from Sept-June.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Beautifully renovated, oak kitchen, cathedral ceilings, exposed wood beams, glass-enclosed seating area. Dining room se ...

    From $300 per night (USD)

    VRBO

    Details
  • Cozy  Home  near private beach , close to New Haven area colleges   Hospitals
    From $196 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 $196 per night (USD)

    Expedia

    Details
  • Charming Historic Cottage, 130 Footsteps To Private Beach, Sleeps Five, Peaceful
    From $250 per night (USD)

    VRBO

    Charming Historic Cottage, 130 Footsteps To Private Beach, Sleeps Five, Peaceful

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Master bedroom has queen bed, second bedroom has a full bed, and the third bedroom is a sleeping porch with two twin bed ...

    From $250 per night (USD)

    VRBO

    Details
  • Madison Beach House Just Steps To Private Beach On LI Sound At 7 Pent Rd
    From $160 per night (USD)

    Expedia

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    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 $160 per night (USD)

    Expedia

    Details
  • Madison Beach House Just Steps To Private Beach On LI Sound at 11 Pent Rd
    From $172 per night (USD)

    VRBO

    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 ...

    From $172 per night (USD)

    VRBO

    Details
  • Quiet 2 bedroom summer haven overlooking beautiful West River
    From $250 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 $250 per night (USD)

    VRBO

    Details
  • Charming Mid-Century Shoreline Cottage; a Birder's Paradise
    From $390 per night (USD)

    VRBO

    Charming Mid-Century Shoreline Cottage; a Birder's Paradise

    Bedrooms:
    2
    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 $390 per night (USD)

    VRBO

    Details
  • Penthouse Apartment at Yale University.
    From $250 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 $250 per night (USD)

    Expedia

    Details
  • New Madison beach house - Ocean front- Great views- booking Summer 2024
    From $744 per night (USD)

    VRBO

    New Madison beach house - Ocean front- Great views- booking Summer 2024

    Bedrooms:
    4
    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 $744 per night (USD)

    VRBO

    Details
  • Cozy Modern Home
    From $232 per night (USD)

    Expedia

    Cozy Modern Home

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

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

    From $232 per night (USD)

    Expedia

    Details
  • Morse · Maison de Jardin Yale New Haven for Large Groups
    From $611 per night (USD)

    VRBO

    Morse · Maison de Jardin Yale New Haven for Large Groups

    Bedrooms:
    1
    Bathrooms:
    5
    Sleeps:
    12

    Summary: Ask me for long term stays discount! Welcome to Maison de Jardin, a five bedroom property located in north Pros ...

    From $611 per night (USD)

    VRBO

    Details
  • Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
    From $667 per night (USD)

    VRBO

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

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

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

    From $667 per night (USD)

    VRBO

    Details
  • Walkable New Haven Retreat w\/ Ocean Views!
    From $622 per night (USD)

    VRBO

    Walkable New Haven Retreat w\/ Ocean Views!

    Bedrooms:
    3
    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 $622 per night (USD)

    VRBO

    Details
  • Stylish luxury in New Haven, CT
    From $337 per night (USD)

    Expedia

    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 $337 per night (USD)

    Expedia

    Details
  • Beachfront paradise- come, stay, relax!
    From $480 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 $480 per night (USD)

    VRBO

    Details
  • Beautiful Country Estate with Heated Pool
    From $1250 per night (USD)

    VRBO

    Beautiful Country Estate with Heated Pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

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

    From $1250 per night (USD)

    VRBO

    Details
  • Direct waterfront renovated cottage.
    From $675 per night (USD)

    VRBO

    Direct waterfront renovated cottage.

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    7

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

    From $675 per night (USD)

    VRBO

    Details
  • Amazing Beachfront - Dog Friendly-sorry, no cats-Classic Beach House
    From $476 per night (USD)

    Expedia

    Amazing Beachfront - Dog Friendly-sorry, no cats-Classic Beach House

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Looking for a peaceful and comfortable beach getaway? Look no further than MilfordOceanView! This first-floor, two-bed ...

    From $476 per night (USD)

    Expedia

    Details
  • Awesome Views of Long Island Sound! Relax, swim, walk and feel the sea breezes!
    From $375 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 $375 per night (USD)

    VRBO

    Details
  • Charming cottage overlooking the Cove
    From $216 per night (USD)

    VRBO

    Charming cottage overlooking the Cove

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This two bedroom one bath summer cottage at Indian Cove is available for rent for a minimum of seven (7) nights.. There ...

    From $216 per night (USD)

    VRBO

    Details
  • Peaceful farm area, on the reservoir, near vineyards
    From $145 per night (USD)

    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 ...

    From $145 per night (USD)

    VRBO

    Details
  • Beachfront getaway in Milford
    From $400 per night (USD)

    VRBO

    Beachfront getaway in Milford

    Bedrooms:
    2
    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 $400 per night (USD)

    VRBO

    Details
  • Elegant 2BR Home with Fenced Backyard
    From $174 per night (USD)

    VRBO

    Elegant 2BR Home with Fenced Backyard

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

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

    From $174 per night (USD)

    VRBO

    Details
  • Remodeled spacious 2 BR near downtown with yard and wrap around porch
    From $185 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 $185 per night (USD)

    VRBO

    Details
  • Renovated Milford Beach home by Charles Island\/Silver Sands Pk
    From $325 per night (USD)

    VRBO

    Renovated Milford Beach home by Charles Island\/Silver Sands Pk

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Come out your front doors and windows at spectacular sunrises on the beach, water and Charles Island right across the st ...

    From $325 per night (USD)

    VRBO

    Details
  • Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants
    From $267 per night (USD)

    Expedia

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

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    My clean and sanitized home is available for longer stays. Please contact me for more details. My home has all the ameni ...

    From $267 per night (USD)

    Expedia

    Details
  • Adorable Cottage close to Beaches and Town
    From $295 per night (USD)

    VRBO

    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 $295 per night (USD)

    VRBO

    Details
  • Niche Suite #4 Near Yale
    From $205 per night (USD)

    Expedia

    Niche Suite #4 Near 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 $205 per night (USD)

    Expedia

    Details
  • Amazing Lake House
    From $444 per night (USD)

    VRBO

    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 $444 per night (USD)

    VRBO

    Details
  • Charming Coastal Retreat Steps from the Beach!
    From $579 per night (USD)

    Expedia

    Charming Coastal Retreat Steps from the Beach!

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    8

    Our charming 1930s beach house offers a classic New England coastal getaway with plenty of space. Located just a block f ...

    From $579 per night (USD)

    Expedia

    Details
  • Enjoy a taste of New England in Historic Guilford Ct
    From $311 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 $311 per night (USD)

    VRBO

    Details
  • Cozy beach location
    Click For Pricing

    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
  • Mid Century Cabin with Japanese decor and a Hot Tub
    From $510 per night (USD)

    VRBO

    Mid Century Cabin with Japanese decor and a Hot Tub

    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 $510 per night (USD)

    VRBO

    Details
  • 1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids
    From $138 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    2
    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 $138 per night (USD)

    VRBO

    Details
  • Upside-down beach cottage
    Click For Pricing

    VRBO

    Upside-down beach cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Quaint beach cottage with beautiful views of the Long Island Sound. Downstairs patio and upstairs deck with BBQ. New kit ...

    Click For Pricing

    VRBO

    Details
  • Special winter rates CT home close to beaches, parks, hikes, local skiing
    From $725 per night (USD)

    VRBO

    Special winter rates CT home close to beaches, parks, hikes, local skiing

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    The long driveway leads to this extremely private 5 bedroom home. In summer enjoy the heated pool, large yard, driveway ...

    From $725 per night (USD)

    VRBO

    Details
  • Laurel Beach-Milford
    From $800 per night (USD)

    VRBO

    Laurel Beach-Milford

    Bedrooms:
    3
    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 $800 per night (USD)

    VRBO

    Details
  • The house on the hill
    From $347 per night (USD)

    VRBO

    The house on the hill

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    A 4 bedroom single family fully furnished home located in a secluded 2 acre lot. Conveniently located from nearby univer ...

    From $347 per night (USD)

    VRBO

    Details
  • Charming Mountain view country home with porch and deck
    From $380 per night (USD)

    VRBO

    Charming Mountain view country home with porch and deck

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    2

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

    From $380 per night (USD)

    VRBO

    Details
  • Original charming Milford beach cottage. Steps to beach.
    From $175 per night (USD)

    Expedia

    Original charming 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 $175 per night (USD)

    Expedia

    Details
  • Beachfront Connecticut Retreat w\/ Grill & Views!
    From $336 per night (USD)

    VRBO

    Beachfront Connecticut Retreat w\/ Grill & Views!

    Bedrooms:
    2
    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 $336 per night (USD)

    VRBO

    Details
  • Water's Edge: Fun, Style, Comfort and Location!
    From $729 per night (USD)

    VRBO

    Water's Edge: Fun, Style, Comfort and Location!

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    8

    Water’s Edge Contemporary (WEC) is a unique 5 bedroom, 3½ bath house on 1.27 acres overlooking Wepawaug Pond (River) in ...

    From $729 per night (USD)

    VRBO

    Details
  • Gorgeous 1st Floor Westville Apartment
    From $192 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 $192 per night (USD)

    VRBO

    Details
  • Stay Above Our Antique Shop In The Ridgeview Suite @ Stony Creek Depot
    From $280 per night (USD)

    VRBO

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

    Bedrooms:
    2
    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 $280 per night (USD)

    VRBO

    Details
  • Spacious Modern Beach House, perfect for families and groups up to 12
    From $529 per night (USD)

    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 ...

    From $529 per night (USD)

    VRBO

    Details
  • Newly Renovated Summer Island Pt Home Surrounded By Water With Spectacular Views
    From $550 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

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

    From $550 per night (USD)

    VRBO

    Details
  • Secluded Family Friendly Beach House
    From $367 per night (USD)

    VRBO

    Secluded Family Friendly Beach House

    Bedrooms:
    3
    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 ...

    From $367 per night (USD)

    VRBO

    Details
  • Unobstructed Ocean Views! 4 bed\/3 bath\/private parking
    From $550 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 $550 per night (USD)

    VRBO

    Details
  • Direct Beachfront Modern Cottage on Private Beach
    From $1065 per night (USD)

    VRBO

    Direct Beachfront Modern Cottage on Private Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Blue Haven! Direct access to your own private beach to enjoy swimming, kayaking, and strolls along the Long I ...

    From $1065 per night (USD)

    VRBO

    Details
  • Lovely Cottage By The Beach With Spectacular Views Of The Long Island Sound
    From $550 per night (USD)

    VRBO

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

    Bedrooms:
    4
    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 $550 per night (USD)

    VRBO

    Details
  • 4 Bedroom Colonial w\/ In Ground pool South Madison CT: 74 Hull Rd
    From $280 per night (USD)

    VRBO

    4 Bedroom Colonial w\/ In Ground pool South Madison CT: 74 Hull Rd

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    Couldn't find a waterfront? But want to rent in Madison-- 1 mile to town, beaches, and state park? Maximum of 7 guests. ...

    From $280 per night (USD)

    VRBO

    Details
  • Cozy Summer Cottage in quiet Condo Community
    Click For Pricing

    VRBO

    Cozy Summer Cottage in quiet Condo Community

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Quaint one bedroom, one full bath seasonal cottage at Sea Breeze Cottages, located just off Route 1 and walking distan ...

    Click For Pricing

    VRBO

    Details
  • beautiful brownstone
    Click For Pricing

    VRBO

    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

    VRBO

    Details
  •  gorgeous victorian direct ocean front single family six bedroom, ten rooms
    From $706 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. *In light of the cu ...

    From $706 per night (USD)

    VRBO

    Details
  • Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town
    From $170 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 $170 per night (USD)

    VRBO

    Details
  • one bedroom Cozy condo
    From $85 per night (USD)

    VRBO

    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 $85 per night (USD)

    VRBO

    Details
  • Cozy condo close to downtown New Haven
    From $97 per night (USD)

    VRBO

    Cozy condo close to downtown New Haven

    Bedrooms:
    2
    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 $97 per night (USD)

    VRBO

    Details
  • Beachfront cottage on Historic Circle Beach
    From $500 per night (USD)

    VRBO

    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 $500 per night (USD)

    VRBO

    Details
  • Beachfront Year-round Property - Newly Renovated
    From $300 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 $300 per night (USD)

    VRBO

    Details
  • Luxury Waterfront Lake House by Ski Resort & Winery
    From $442 per night (USD)

    VRBO

    Luxury Waterfront Lake House by Ski Resort & Winery

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    2800 sqft waterfront house with own dock and boat launch. Powder Ridge ski resort is minutes away. Lyman orchards minute ...

    From $442 per night (USD)

    VRBO

    Details
  • BEACH FRONT TOWNHOUSE
    From $165 per night (USD)

    VRBO

    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 ...

    From $165 per night (USD)

    VRBO

    Details
  • Cute country cottage for getaway stay
    From $149 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 $149 per night (USD)

    VRBO

    Details
  • Great Renovated 4 Bedroom Home with Water Views
    From $260 per night (USD)

    VRBO

    Great Renovated 4 Bedroom Home with Water Views

    Bedrooms:
    2
    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 $260 per night (USD)

    VRBO

    Details
  • Waterfront Estate Home - Beach and Shared Pool - West
    From $1105 per night (USD)

    VRBO

    Waterfront Estate Home - Beach and Shared Pool - West

    Bedrooms:
    5
    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 $1105 per night (USD)

    VRBO

    Details
  • Skytop Cottage Steps Away From Sandy Beach (Full Private Beach Access), NEW
    From $301 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 $301 per night (USD)

    VRBO

    Details
  • Unit 102 · NEAR YALE AND DOWNTOWN  NEWLY RENOVATED
    From $124 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 $124 per night (USD)

    Expedia

    Details
  • Money Island Home w\/ Deck, Kayak & Paddleboards!
    From $693 per night (USD)

    VRBO

    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 ...

    From $693 per night (USD)

    VRBO

    Details
  • #2 Milford Beach by Charles Island\/Silver Sands Pk
    From $295 per night (USD)

    VRBO

    #2 Milford Beach by Charles Island\/Silver Sands Pk

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Come relax or enjoy a beach community. The entire 2nd floor apartment is available for you and your guests - 2 BRs, 1BA, ...

    From $295 per night (USD)

    VRBO

    Details
  • Artistic Quiet Retreat Ideal For Longer Stays
    From $110 per night (USD)

    VRBO

    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 ...

    From $110 per night (USD)

    VRBO

    Details
  • Comfy two bedroom space in quiet neighborhood
    From $125 per night (USD)

    Expedia

    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 $125 per night (USD)

    Expedia

    Details
  • Waterfront house near Silver Sands Park
    From $400 per night (USD)

    VRBO

    Waterfront house near Silver Sands Park

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Waterfront house with a private beach overlooking Long Island Sound waters in a quiet residential area. Please note, Au ...

    From $400 per night (USD)

    VRBO

    Details
  • Pearl Street Suite | Studio Private Apt | East Rock | Yale | SOM | New Haven
    Click For Pricing

    Expedia

    Pearl Street Suite | Studio Private Apt | East Rock | Yale | SOM | New Haven

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Private studio apartment suite with private bathroom on beautiful tree-lined Pearl St in New Haven's East Rock Neighborh ...

    Click For Pricing

    Expedia

    Details
  • Direct ocean\/beach front home with off street parking.
    Click For Pricing

    VRBO

    Direct ocean\/beach front home with off street parking.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Two bedroom home, with tiny den off living room. Front master bedroom has queen size bed with direct views of the ocean, ...

    Click For Pricing

    VRBO

    Details
  • Beach side rental booking 2024 : Sea Drift Cottage May,June & July Availability
    From $140 per night (USD)

    VRBO

    Beach side rental booking 2024 : Sea Drift Cottage May,June & July 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 $140 per night (USD)

    VRBO

    Details
  • 1 Block from Water - Welcoming 4 Bedroom Home
    From $604 per night (USD)

    VRBO

    1 Block from Water - Welcoming 4 Bedroom Home

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

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

    From $604 per night (USD)

    VRBO

    Details
  • FRESHLY RENOVATED 2 BR APARTMENT!
    From $146 per night (USD)

    Expedia

    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 $146 per night (USD)

    Expedia

    Details
  • ENTIRE APARTMENT RECENTLY RENOVATED 2BR
    From $157 per night (USD)

    VRBO

    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 $157 per night (USD)

    VRBO

    Details
  • Unit 101 · RENOVATED, 1 mile from YALE!
    From $129 per night (USD)

    Expedia

    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 $129 per night (USD)

    Expedia

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

    VRBO

    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 ...

    Click For Pricing

    VRBO

    Details
  • Milford Beach large Studio by Charles Island\/Silver Sands St Park
    From $215 per night (USD)

    VRBO

    Milford Beach large Studio by Charles Island\/Silver Sands St Park

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    4

    Come relax or enjoy a beach community. This quiet 2nd floor Studio apartment (with private full BA) is bright and big an ...

    From $215 per night (USD)

    VRBO

    Details
  • Direct Lakefront Home on Lake Lillinonah with Elevator Access
    From $625 per night (USD)

    VRBO

    Direct Lakefront Home on Lake Lillinonah with Elevator Access

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

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

    From $625 per night (USD)

    VRBO

    Details
  • Beautiful 2 bdr condo
    From $97 per night (USD)

    VRBO

    Beautiful 2 bdr condo

    Bedrooms:
    2
    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 ...

    From $97 per night (USD)

    VRBO

    Details
  • Seaside cottage close to Yale
    From $110 per night (USD)

    VRBO

    Seaside cottage close to Yale

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This adorable 2 bed, 1 bath cottage is located in the desirable Cosey Beach area and is just 7 houses from a small beach ...

    From $110 per night (USD)

    VRBO

    Details
  • Lake Front Cottage #7!
    From $150 per night (USD)

    VRBO

    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 $150 per night (USD)

    VRBO

    Details
  • Remodeled 1795 Carriage House with two acres of gardens rimmed by forests
    From $199 per night (USD)

    VRBO

    Remodeled 1795 Carriage House with two acres of gardens rimmed by forests

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    The Carriage House his is a charming, two-story home conveniently located a mile off interstate I-84, a 75-minute drive ...

    From $199 per night (USD)

    VRBO

    Details
  • Waterfront home- Sleeps 10 - private beach-epic pool
    From $1375 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 $1375 per night (USD)

    VRBO

    Details
  • Unique, refined-rustic suite in Stony Creek village.
    From $225 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 $225 per night (USD)

    VRBO

    Details
  • Beach House steps from sand & Amazing Views
    From $725 per night (USD)

    VRBO

    Beach House steps from sand & Amazing Views

    Bedrooms:
    4
    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 $725 per night (USD)

    VRBO

    Details
  • Spacious home in charming shoreline town
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    VRBO

    Spacious home in charming shoreline town

    Bedrooms:
    5
    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 ...

    Click For Pricing

    VRBO

    Details
  • Longterm Beach House rental right along the sound in Woodmont, CT.
    Click For Pricing

    Expedia

    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 ...

    Click For Pricing

    Expedia

    Details
  • Lovely 1 bdr condo
    From $81 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 $81 per night (USD)

    VRBO

    Details
  • Relaxing Coastal Escape: 3BR Haven
    From $334 per night (USD)

    Expedia

    Relaxing Coastal Escape: 3BR Haven

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Summary: Escape to the Historic Guilford Coastline with just a short walk to Jacobs Beach! • IMPORTANT NOTE IF BRINGING ...

    From $334 per night (USD)

    Expedia

    Details
  • Rustic Retreat w\/ Hot Tub in North Branford!
    From $535 per night (USD)

    VRBO

    Rustic Retreat w\/ Hot Tub in North Branford!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Make your way to this picturesque home in North Branford featuring 4 bedrooms, 3 bathrooms, and beautiful surrounding ga ...

    From $535 per night (USD)

    VRBO

    Details
  • Luxurious, Spacious Apartment. Free Parking, Close By to Highways and Essentials
    From $140 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    As a traveler myself, I was excited to put together an experience that will give you an amazing stay. The VRBO has been ...

    From $140 per night (USD)

    VRBO

    Details
  • Luxury King Suite in Waterbury.  3 Bedroom. Essentials Close-By,
    From $140 per night (USD)

    VRBO

    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 $140 per night (USD)

    VRBO

    Details
  • Large Private Suite + Entrance + Bath
    Click For Pricing

    Expedia

    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 ...

    Click For Pricing

    Expedia

    Details
  • Water, Charm, Shore, Relaxation. Steps to Beach!
    From $370 per night (USD)

    VRBO

    Water, Charm, Shore, Relaxation. Steps to Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Charming seaside home, a minute's walk from association beach. Unique, Nantucket-style shingled cottage. Fantastic locat ...

    From $370 per night (USD)

    VRBO

    Details
  • Branford-Pine Orchard Beach
    From $467 per night (USD)

    VRBO

    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 $467 per night (USD)

    VRBO

    Details