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Results: 34 Rentals

  • 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
  • Mid-Century Shoreline Cottage; a Birder's Paradise
    From $385 per night (USD)

    VRBO

    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 $385 per night (USD)

    VRBO

    Details
  • New Madison beach house - Ocean front- Great views- booking Summer 2024
    From $759 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 $759 per night (USD)

    VRBO

    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
  • Enjoy a taste of New England in Historic Guilford Ct
    From $287 per night (USD)

    Expedia

    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 $287 per night (USD)

    Expedia

    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
  • Spacious home in charming shoreline town
    Click For Pricing

    Expedia

    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

    Expedia

    Details
  • Seaside Serenity: Relaxation by Jacob's Beach
    From $316 per night (USD)

    VRBO

    Seaside Serenity: Relaxation by Jacob's Beach

    Bedrooms:
    2
    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 $316 per night (USD)

    VRBO

    Details
  • Water, Charm, Shore, Relaxation. Steps to Beach!
    From $368 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 $368 per night (USD)

    VRBO

    Details
  • Chill and relax. Or remote to work from the beach.
    From $586 per night (USD)

    VRBO

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

    Bedrooms:
    2
    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 $586 per night (USD)

    VRBO

    Details
  • Cozy  Apartment Along Guilford’s Shoreline
    From $225 per night (USD)

    VRBO

    Cozy Apartment Along Guilford’s Shoreline

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Cozy studio garden apartment located in Guilford along the shoreline . Steps away from a private association beach, or a ...

    From $225 per night (USD)

    VRBO

    Details
  • Charming cottage by the sea
    From $350 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 $350 per night (USD)

    VRBO

    Details
  • Charming Beach House 2 BR, 1.5 BTH with waterfront ocean views.
    From $298 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

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

    From $298 per night (USD)

    VRBO

    Details
  • 🏡🐕Large Hist. New England home❤🐕Pet❤Reunions😎Beach pass
    From $232 per night (USD)

    VRBO

    🏡🐕Large Hist. New England home❤🐕Pet❤Reunions😎Beach pass

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    ✨👰🤵✨WEDDINGS WELCOME❤❤❤ Contact me even if dates are showing unavailable as I have a similar historic and beautiful ...

    From $232 per night (USD)

    VRBO

    Details
  • Luxurious house, ocean views, sandy beach – the perfect combo!
    From $847 per night (USD)

    Expedia

    Luxurious house, ocean views, sandy beach – the perfect combo!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Your next vacation awaits you at Jacob's Beach House in the charming New England town of Guilford! Wake up to singing bi ...

    From $847 per night (USD)

    Expedia

    Details
  • Private luxury waterfront home
    From $1700 per night (USD)

    VRBO

    Private luxury waterfront home

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    With uninterrupted and unequaled coastal views, this home is a haven of tranquility. It sits on a special stretch of the ...

    From $1700 per night (USD)

    VRBO

    Details
  • Beachfront home with heated pool
    From $999 per night (USD)

    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 ...

    From $999 per night (USD)

    Expedia

    Details
  • Newly renovated w\/ Brand new kitchen and updated living room with more windows!
    From $473 per night (USD)

    VRBO

    Newly renovated w\/ Brand new kitchen and updated living room with more windows!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to our woodland sanctuary! This truly special getaway has something for everyone, whether you like sailing, kay ...

    From $473 per night (USD)

    VRBO

    Details
  • A TREETOPS Retreat! Upscale, Artsy 5 bedroom that sleeps 9-11, With POOL
    From $493 per night (USD)

    VRBO

    A TREETOPS Retreat! Upscale, Artsy 5 bedroom that sleeps 9-11, With POOL

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    TREETOPS is a 4850 square ft 5 bedroom Mid century Modern perched on an outcropping of granite cliffs, surrounded by 2 a ...

    From $493 per night (USD)

    VRBO

    Details
  • Great home walkable to everything!  Hydrangea Heaven!
    From $600 per night (USD)

    VRBO

    Great home walkable to everything! Hydrangea Heaven!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    The whole group will enjoy easy access to everything from this centrally located shoreline home. Steps from the harbor, ...

    From $600 per night (USD)

    VRBO

    Details
  • 1930s Waterfront Cottage on Tuttle's Point
    From $425 per night (USD)

    Expedia

    1930s Waterfront Cottage on Tuttle's Point

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    8

    Remember 'doing the dishes' with family members and friends? Do you love an outdoor shower? Visit this charming 1930's ...

    From $425 per night (USD)

    Expedia

    Details
  • Great location-Shoreline!
    Click For Pricing

    VRBO

    Great location-Shoreline!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Great location-Shoreline! Furnished home for 2023 season June-August, 30 day min. Quintessential Guilford, known for its ...

    Click For Pricing

    VRBO

    Details
  • Simply Beautiful Beach Cottage, 8 min from Guilford Green
    From $254 per night (USD)

    VRBO

    Simply Beautiful Beach Cottage, 8 min from Guilford Green

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Furnished beach cottage with yard/ocean-views. It is two houses away from our Tuttles Point Private Association Beach o ...

    From $254 per night (USD)

    VRBO

    Details
  • Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!
    From $364 per night (USD)

    VRBO

    Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Experience a combination of spectacular marsh and water views along with designer inspired finishes. Kayak out to the Lo ...

    From $364 per night (USD)

    VRBO

    Details
  • Coastal getaway with water views in every room
    From $675 per night (USD)

    Expedia

    Coastal getaway with water views in every room

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy spectacular views of the Long Island Sound and East River in this newly completed house on the beach. This small ...

    From $675 per night (USD)

    Expedia

    Details
  • 1780 Historical House on the Shoreline Close to Beaches
    Click For Pricing

    VRBO

    1780 Historical House on the Shoreline Close to Beaches

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    5

    This is an amazing stay in a historical house. Real value for holidays. It is just one mile from the beach. It has 3 be ...

    Click For Pricing

    VRBO

    Details
  • Great location in historic small shoreline town
    From $212 per night (USD)

    VRBO

    Great location in historic small shoreline town

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    One block from shopping and restaurants, gym, coffee shop. Two blocks from historic town green, 2 miles from Jacobs Beac ...

    From $212 per night (USD)

    VRBO

    Details
  • 🌾Brand New Tiny Home! Downtown & Beachy☀️
    From $242 per night (USD)

    VRBO

    🌾Brand New Tiny Home! Downtown & Beachy☀️

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    🌾Seagrass Bungalow is a sun filled, romantic, peaceful, back to nature, mini-home, that is exactly where you are meant ...

    From $242 per night (USD)

    VRBO

    Details
  • Wonderful apartment ! Great location ! 2 blocks to restaurants and stores
    From $160 per night (USD)

    VRBO

    Wonderful apartment ! Great location ! 2 blocks to restaurants and stores

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Cute, clean apartment in charming two family with wifi - comfortable seating . Two blocks to Guilford Green, shopping an ...

    From $160 per night (USD)

    VRBO

    Details
  • Great location! Two family House in Beautiful Guilford
    From $165 per night (USD)

    VRBO

    Great location! Two family House in Beautiful Guilford

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Pretty two family house in beautiful Guilford, a shoreline town. One block to restaurants, shopping. Two blocks to his ...

    From $165 per night (USD)

    VRBO

    Details
  • Great apartment in two family house!
    From $210 per night (USD)

    Expedia

    Great apartment in two family house!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Wonderful second floor apartment! One block to restaurants , two blocks to Guilford historic town green and downtown sho ...

    From $210 per night (USD)

    Expedia

    Details
  • Gorgeous Connecticut BeachHouse ~
    From $700 per night (USD)

    VRBO

    Gorgeous Connecticut BeachHouse ~

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Windows surround and Views abound in this Direct Waterfront Nantucket Style Beachhouse; all beautifully furnished by Int ...

    From $700 per night (USD)

    VRBO

    Details
  • Cedar Grove Cottage with elevated, stunning views of LI Sound
    From $475 per night (USD)

    VRBO

    Cedar Grove Cottage with elevated, stunning views of LI Sound

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Private drive leads to charming 3 bed, 2 bath cottage with mature plantings and shady trees. Elevated gorgeous views of ...

    From $475 per night (USD)

    VRBO

    Details