Litchfield By The Sea Rentals

Litchfield by the Sea is a private resort community offering vacation homes, condos and villas between Litchfield and North Litchfield beaches. Litchfield by the Sea is conveniently located with easy access to the beach and provides an array of amenities such as community swimming pools, oceanfront clubhouse, and more! Read more about Litchfield by the Sea and book your Litchfield Beach vacation today!

Litchfield by the Sea Resorts




Crescent C4B - This oceanfront condominium has 3 bedrooms, and 3 bathrooms with great views of the ocean and the pool. The living area has a wall of glass windows and sliding door to the balcony and view. Nicely furnished and updated throughout. Kitchen has stainless appliances and granite countertops. The dining table has seating for 6 with 2 addi
Crescent C4B
Oceanfront , Condo
Bedrooms 3 beds
Bathrooms 3 baths
Guests 6 guests
Rating 4.8 21
Shipyard Village A56 Oceanfront has spectacular views of the beach and ocean. This top floor condo at Litchfield by the Sea features 3 bedrooms, 2 baths. Living room with vaulted ceiling and a wall of windows, door and transom windows above. The sliding door opens to a covered balcony overlooking the pool and the beach.  The Kitchen has a breakfast
Renovated for '25 Renovated for '25
Renovated for '25
Renovated for '25
Shipyard Village A56 - Oceanfront
Oceanfront , Condo
Bedrooms 3 beds
Bathrooms 2 baths
Guests 8 guests
Rating 4.7 10
Crescent D3F - This is a rare 4 bedroom, 3 bath, end unit with an extended dining area with large bay windows. Very spacious, open floor plan allows for a view of the ocean from the living area, dining area and kitchen. The living area opens to the balcony and the beautiful view of ocean and community pool. Updated kitchen with quartz countertops,
4 Bedrooms 4 Bedrooms
4 Bedrooms
Crescent D3F - 4 Bedrooms
Oceanfront , Condo
Bedrooms 4 beds
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 8
Shipyard Village A28 Oceanfront has beautiful views of the beach, ocean and the pool from this location in the South wing. Featuring 3 bedrooms, 2 baths, this condo is beautifully furnished and decorated, and totally renovated. The kitchen has a smooth top cooking range, granite countertops and breakfast bar. The living room has a tile flooring, fl
Shipyard Village A28 - Oceanfront
Oceanfront , Condo
Bedrooms 3 beds
Bathrooms 2 baths
Guests 6 guests
Rating 5 9
Captains Quarters D12 Oceanfront has a great view of the pool complex and features 3 bedrooms, 3 and bathrooms. This is a first floor unit and has a covered balcony with private stairs for quick and easy access to pool & beach, as well as access to the elevators from the ground floor lobby to all five floors of Captains Quarters. This unit is nicel
Captains Quarters D12
Oceanfront , Condo
Bedrooms 3 beds
Bathrooms 3 baths
Guests 8 guests
Rating 4.6 3
Shipyard Village A38 Oceanfront has beautiful views of the beach, ocean and the pool from this South wing location. Featuring 3 bedrooms, 2 baths, this condo is beautifully furnished and decorated. The kitchen is fully equipped, the dining table has seating for 6 and a breakfast bar with 2 additional seats. The living room has laminate wood floorin
Shipyard Village A38 - Oceanfront
Oceanfront , Condo
Bedrooms 3 beds
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 10
Crescent D4E has a great view of the ocean, beach and pool from the balcony and interior rooms of the condo. Enjoy your morning coffee on the furnished balcony, and favorite beverages in the evening. It's a beautiful view in the mornings, afternoons and nights! This beautiful condo has a living area with floor to ceiling windows and sliding door ou
Hot HOT 67
Crescent D4E
Oceanfront , Condo
Bedrooms 3 beds
Bathrooms 3 baths
Guests 6 guests
Rating 5 4
Shipyard Village A36 Oceanfront - You can see the ocean the minute you walk in the door! The covered balcony has a wide view out to the ocean and back to the large Shipyard swimming pool complex.  Sit back and relax on your beach vacation in this beautiful condo.   The living area is comfortably furnished and there is a wall of windows and glass sl
New for Summer '25 New for Summer '25
New for Summer '25
New for Summer '25
Shipyard Village A36 - Oceanfront
Oceanfront , Condo
Bedrooms 3 beds
Bathrooms 2 baths
Guests 6 guests
Lakeside Villa 58A Lakefront Beautiful Lakefront Villa in Litchfield By The Sea - 2 Bedrooms, 2 Baths This beautiful condo is in the best location for a panoramic view of Osprey Lake. Bring your binoculars to watch all the ducks and shorebirds visiting this saltwater habitat. This is a spacious villa with extended living and dining area, vaulted ce
Lakeside Villas 58A
Lakefront , Condo
Bedrooms 2 beds
Bathrooms 2 baths
Guests 4 guests
Rating 4.7 25
37 Charlestowne Grant - This lovely Charleston style home is second row with peeks of the ocean and easy access to the beach and pool in Charlestowne Grant at Litchfield by the Sea. Featuring hardwood floors, tall ceilings with crown moldings, and Plantation shutters, this home is an elegant beach retreat. The main floor has the living area, dinin
37 Charlestowne Grant
Second Row , House
Bedrooms 5 beds
Bathrooms 4 baths
Guests 13 guests
Rating 4.8 5
Oystercatcher 404 Lakefront  - 3 Bedrooms (1 is loft), 3 BathsPanoramic views from rooftop deck. Overlooking Osprey Lake at Litchfield by the Sea, this home has an updated kitchen and a cozy 3-Season porch off the master bedroom. Two bedrooms are on the main floor, and one semi-private loft bedroom upstairs with sundeck and stairs to the roof top d
Oystercatcher 404
Lakefront , House
Bedrooms 3 beds
Bathrooms 3 baths
Guests 8 guests
Rating 4.6 5
Bridgewater 301 Oceanfront -  is a great end-unit condominium in Bridgewater with 3rd floor views of the beach, ocean and pool. The living area and kitchen have windows with views of the beach and ocean - an exclusive feature of the end units at Bridgewater. Nicely furnished living area opens to the oceanfront balcony. The kitchen is fully equipped
Bridgewater 301 - Oceanfront
Oceanfront , Condo
Bedrooms 2 beds
Bathrooms 2 baths
Guests 8 guests
Rating 4.7 25

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