
Chittenden Park Rentals

- From $467 per night (USD)
VRBO
Mid-Century Shoreline Cottage; Birder Paradise
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Experience the serene beauty of Guilford at our charming 3-bedroom cottage in the picturesque Mulberry Point area. It's ...
From $467 per night (USD)VRBO
- From $664 per night (USD)
Expedia
New Madison beach house - Ocean front- Great views- booking Summer 2025
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Searching for the perfect getaway? Look no further than our home on the Madison shoreline, where a private beach and the ...
From $664 per night (USD)Expedia
- From $439 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 $439 per night (USD)VRBO
- From $305 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 $305 per night (USD)Expedia
- From $593 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 $593 per night (USD)VRBO
- From $590 per night (USD)
Expedia
Charming Coastal Home | Sunroom & Baby-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Escape to the Historic Guilford Coastline with just a short walk to Jacobs Beach! • Located just 150-200 yards ...
From $590 per night (USD)Expedia
- 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
- From $387 per night (USD)
Expedia
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 $387 per night (USD)Expedia
- From $367 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 $367 per night (USD)VRBO
- From $642 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 $642 per night (USD)Expedia
- From $930 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 $930 per night (USD)VRBO
- From $1449 per night (USD)
VRBO
Private luxury waterfront home
- Bedrooms:
- 2
- 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 $1449 per night (USD)VRBO
- From $1178 per night (USD)
VRBO
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 $1178 per night (USD)VRBO
- From $598 per night (USD)
Expedia
Newly renovated w/ Brand new kitchen and updated living room with more windows!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 4
Welcome to our woodland sanctuary! This truly special getaway has something for everyone, whether you like sailing, kay ...
From $598 per night (USD)Expedia
- From $701 per night (USD)
VRBO
Great home walkable to everything!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The whole group will enjoy easy access to everything from this centrally located shoreline home. Steps from the harbor, ...
From $701 per night (USD)VRBO
- From $943 per night (USD)
Expedia
1930s Waterfront Cottage on Tuttle's Point
- Bedrooms:
- 1
- 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 $943 per night (USD)Expedia
- 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 PricingVRBO
- From $707 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 $707 per night (USD)Expedia
- From $251 per night (USD)
VRBO
🌾Welcoming 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 $251 per night (USD)VRBO
- From $814 per night (USD)
Expedia
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 $814 per night (USD)Expedia
- From $795 per night (USD)
VRBO
Waterfront home surrounded by stunning water views.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Stunningly updated waterfront beach house. Water access best for boating, kayaking and paddle boarding! Never leave the ...
From $795 per night (USD)VRBO
- From $264 per night (USD)
Expedia
Cozy Coastal Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to your perfect getaway! Nestled in a picturesque coastal town in CT, this newly renovated gem offers a cozy and ...
From $264 per night (USD)Expedia
- From $499 per night (USD)
VRBO
Marina Chic: Bright Seaside Gem. 3 Bed/3 Full Bath. Walk to restaurants/beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the charm of a stunning New England beach town in our unique, modern home. Just steps away from quaint beaches, ...
From $499 per night (USD)VRBO
- From $396 per night (USD)
Expedia
Artistic Modern Forest Retreat Minutes from Guilford Shores
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Private Woodland Haven with Designer Touches Immerse yourself in the tranquility of nature without sacrificing modern c ...
From $396 per night (USD)Expedia