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




Hamilton 303 Oceanfront - Fabulous direct oceanfront views! This 3rd floor condo offers views straight out to the beach and ocean, and down below to the pool. The open plan in the living, dining and kitchen areas have ocean views through a wall of windows and sliding glass door. The balcony is comfortably furnished and the perfect place to relax an
Hamilton 303 - Oceanfront
Oceanfront , Condo
Bedrooms 3 beds
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 20
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
Heron Marsh Villa 49 - Rare 3 Bedroom - PLUS EV Charger!  This is a 3-Bedroom villa with a prime location on the lake and about a 3+ minute walk to the beach.  It is just a quick stroll to the Heron Marsh swimming pool, and down paved pathways winding around the tennis/pickleball courts, up to the fountain pools and garden entrance at the oceanfron
EV Charger! EV Charger!
EV Charger!
Heron Marsh Villa 49
Lakefront , Condo
Bedrooms 3 beds
Bathrooms 2 baths
Guests 8 guests
Heron Marsh 95 - Totally renovated two story villa, at Litchfield By The Sea, is convenient to the beach, pool and saltwater lake. This beautiful condo has 2 bedrooms, 2 bathrooms, sundeck, and covered parking. Located near the beach access path, this is one of the closest Heron Marsh condos to the beach. Check out the custom updates including tile
Heron Marsh Villa 95
Walk to Beach , Condo
Bedrooms 2 beds
Bathrooms 2 baths
Guests 7 guests
Rating 5 25
Oystercatcher 15 Lakefront - Enjoy spectacular views across Osprey Lake to the ocean from the screened porch and roof top deck at this Oystercatcher.  The villa is just a short walk to the pool and approximately 13 minute walk to the beach. Featuring 3 bedrooms, and 3 baths, this unit is fully equipped for a wonderful vacation at the beach. The mai
Renovated for '25 Renovated for '25
Renovated for '25
Renovated for '25
Oystercatcher 15
Lakefront , House
Bedrooms 3 beds
Bathrooms 3 baths
Guests 8 guests
Rating 3.6 8
Cambridge 302 Oceanfront - Oceanfront! Incredible 3rd floor views out to the beach and ocean and down to the pool below! The living room and master suite open to the large oceanfront balcony with a gorgeous view. The balcony is furnished with comfortable seating and a table with chairs for oceanfront dining. This is a nicely furnished and decorate
Cambridge 302 - Oceanfront
Oceanfront , Condo
Bedrooms 3 beds
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 16
Bridgewater 414 Oceanfront - Located mid-section of the Bridgewater "V" shape and offering a unique floor plan for 2 bedroom units. The living area offers ample seating, and there is a dining table with ocean view that seats 8 comfortably! The kitchen has a breakfast bar, and is fully equipped to prepare meals for your family and friends. Step out
New 2025 New 2025
New 2025
New 2025
Bridgewater 414 - Oceanfront
Oceanfront , Condo
Bedrooms 2 beds
Bathrooms 2 baths
Guests 8 guests
Sandpiper Run BCR is a one of a kind condo! This is the only ground level unit in Sandpiper Run at Litchfield by the Sea. Updated throughout and featuring a spacious floor plan with 2 bedrooms and 2 bathrooms all located on the same level. Sliding glass doors in the living area and primary bedroom open to the patio and grass area directly behind th
Sandpiper Run BCR - Oceanfront
Oceanfront , Condo
Bedrooms 2 beds
Bathrooms 2 baths
Guests 6 guests
Rating 4 6
Breakers Reef - a prestigeous group of condominiums located oceanfront on the north end of Litchfield by the Sea.  There are only eleven buildings, with two units per building, and the layout is crescent shaped in order for each residence to have a view of the ocean, pool, tropical gardens and fountain lake.  Breakers Reef #8B offers three levels o
Renovated for '25 Renovated for '25
Renovated for '25
Renovated for '25
Breakers Reef 8B
Oceanfront , Condo
Bedrooms 4 beds
Bathrooms 4 baths
Guests 8 guests
Rating 5 2
Osprey Watch 2D - This villa overlooks Osprey Lake in the gated community of Litchfield by the Sea. With a convenient location, this unit is just a short walk to the beach, pool, fishing pier, marsh overlook and lighted tennis courts. The main floor of this villa has a spacious living area with vaulted ceiling and sliding door that opens to the sun
Osprey Watch 2D
Lakefront , Condo
Bedrooms 3 beds
Bathrooms 2 baths
Guests 8 guests
Rating 4.7 4
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
Sandy Sunsets Charlestown Grant Marshfront  - a home in Charlestowne Grant very close to the pool and beach. The main floor is very spacious with open plan kitchen, dining, living areas, adjacent billiards room and features a wall of windows and doors to the screened porch and beautiful view of the salt marsh and creek. The living area is comfortab
Pool Table Pool Table
Pool Table
Sandy Sunsets - Charlestown Grant
Oceanside , House
Bedrooms 5 beds
Bathrooms 4 baths
Guests 11 guests
Rating 5 7

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