Come visit beautiful Litchfield Beach during our bargain season in mid May. Book one of our fabulous vacation rental specials today!
Pelican Point
Location: North Litchfield Beach
Bedrooms: 4 | Bath: 3
Regular Price: $2,495.00
Reduced Price: $2,345.00 plus tax and fees
Reserve Pelican Point for the week of May 24- 30, August 9- 15, or August 16- 22, 2025, and SAVE $150!!
(Discount available for a new reservations at Pelican Point for the week of May 24- 30, August 9- 15, or August 16- 22, 2025, only.)
Bridgewater 204
Location: Litchfield by the Sea
Bedrooms: 1 | Bath: 1.5
Regular Price: $1,365.00
Reduced Price: $1,090.00 plus tax and fees
Reserve Bridgewater 204 for the week of May 24- 31 and SAVE $275 for the week!!
(Discount available for a new, weekly reservation at Bridgewater 204 for the weeks of May 24- 31 only.)
Bridgewater 204
Location: Litchfield by the Sea
Bedrooms: 1 | Bath: 1.5
Regular Price: $1,365.00
Reduced Price: $1,160.00
plus tax and fees
Reserve Bridgewater 204 for the week of August 9-15, or August 16- 22, 2025, and SAVE $205 per week!!
(Discount available for a new, weekly reservation at Bridgewater 204 for the weeks of August 9-15, or August 16-22, 2025, only.)
Cambridge 105
Location: Litchfield by the Sea, Oceanfront
Bedrooms: 3 | Bath: 3
Regular Price: $2,700.00
Reduced Price: $2,085.00
plus tax and fees
Reserve Cambridge 105 for the week of May 17- 24, 2025, and SAVE $615!!
(Discount available for a new, weekly reservation at Cambridge 105 for stay dates May 17-24, 2025, only.)
Hanna House
Location: North Litchfield, Second Row
Bedrooms: 5 | Baths: 4
Regular Price: $3,625.00
Reduced Price: $3,080.00
plus tax and fees
Reserve Hanna House for a week May 17-30, 2025 and SAVE $545!!
(Discount available for a new, weekly reservation at Hanna House for the week of May 17-30, 2025, only.)
Cambridge 208
Location: Litchfield By the Sea, Oceanfront
Bedrooms: 3 | Bath: 3
Regular Price: $2,590.00
Reduced Price: $2,330.00
plus tax and fees
Reserve Cambridge 208 for the week of August 9-16, 2025 and SAVE $260 for the week!!
(Discount available for a new, reservation at Cambridge 208 for the week of August 9-16, 2025, only.)
Heron Marsh Villa 39
Location: Litchfield by the Sea
Bedrooms: 2 | Bath: 2
Regular Price: $2,295.00
Reduced Price: $1,895.00
plus tax and fees
Reserve Heron Marsh Villa 39 for any week May 17- May 30, 2025 or August 9- August 22, 2025, and SAVE $400 per week!!
(Discount available for a new, weekly reservations at Heron Marsh Villa 39 for stay dates May 17-May 30, 2025 or August 9-August 22, 2025, only.)
Oystercatcher 11
Location: Litchfield by the Sea
Bedrooms: 3 | Bath: 3
Regular Price: $1,990.00
Reduced Price: $1,895.00
plus tax and fees
Reserve Oystercatcher 11
for any week May 17- May 30, 2025 or August 9- August 22, 2025, and SAVE $95 per week!!
(Discount available for a new, weekly reservations at Oystercatcher 11 for stay dates May 17-May 30, 2025 or August 9-August 22, 2025, only.)
Ocean Days
Location: North Litchfield
Bedrooms: 7 | Bath: 7.5
Regular Price: $7,175.00
Reduced Price: $6,475.00 plus tax and fees
Reserve Ocean Days for the week of August 16 – August 23, 2025, and SAVE $700 for the week!!
(Discount available for a new reservations at Ocean Days for stay dates August 16 – August 23, 2025, only.)
Heron Marsh Villa 2
Location: Litchfield by the Sea
Bedrooms: 2 | Bath: 2
Regular Price: $2,100.00
Reduced Price: $1,890.00 plus tax and fees
Reserve Heron Marsh Villa 2 for any week May 17- May 30, 2025 or August 9- August 22, 2025, and SAVE $210 for the week!!
(Discount available for a new reservations at Heron Marsh Villa 2 dates May 17-May 30, 2025 or August 9-August 22, 2025, only.)
Captains Quarters D53
Location: Litchfield by the Sea
Bedrooms: 3 | Bath: 3
Regular Price: $2,840.00
Reduced Price: $2,550.00 plus tax and fees
Reserve Captains Quarters D53 for any week between May 17- May 30, 2025 or August 9- August 22, 2025, and SAVE $290 per week!!
(Discount available for a new reservations at Captains Quarters D53 for stay dates May 17-May 30, 2025 or August 9-August 22, 2025, only.)
Crescent C2A
Location: Litchfield By the Sea, Oceanfront
Bedrooms: 4 | Bath: 3
Regular Price: $3,525.00
Reduced Price: $2,675.00 plus tax and fees
Reserve Crescent C2A for the week of May 17- May 30, 2025 or August 9- August 22, 2025, and SAVE $850!!
(Discount available for a new, reservation at Crescent C2A for the week of May 17-May 30, 2025 or August 9-August 22, 2025,
Crescent C2D
Location: Litchfield by the Sea
Bedrooms: 3 | Bath: 3
Regular Price: $2,595.00
Reduced Price: $2,275.00 plus tax and fees
Reserve Crescent C2D for any week of May 17-May 30, 2025 or August 9 -August 22, and SAVE $320 for the week!!
(Discount available for a new reservations at Crescent C2D for stay dates May 17- May 30, 2025 or August 9-August 22, 2025, only.)
Heron Marsh Villa 55
Location: Litchfield by the Sea
Bedrooms: 2 | Bath: 2
Regular Price: $1,845.00
Reduced Price: $1,675.00 plus tax and fees
Reserve Heron Marsh Villa 55 for any week from May 17-May 30, 2025 or August 9 -August 22, and SAVE $170 each week!!
(Discount available for a new reservations at Heron Marsh Villa 55 stay dates May 17- May 30, 2025 or August 9-August 22, 2025 only.)
Retreat 412
Location: North Litchfield
Bedrooms: 2 | Bath: 2
Regular Price: $1,255.00
Reduced Price: $1,200.00 plus tax and fees
Reserve Retreat 412 for any week from May 17-May 30, 2025 or August 9 -August 22, and SAVE $55 each week!!
(Discount available for a new reservations at Retreat 412 stay dates May 17- May 30, 2025 or August 9-August 22, 2025 only.)
Treetops
Location: North Litchfield
Bedrooms: 5 | Bath: 3
Regular Price: $2,715.00
Reduced Price: $2,035.00 plus tax and fees
Reserve Treetops for the week of August 9-August 16 or August 16-August 23, 2025, and SAVE $680 each week!!
(Discount available for a new reservations at Treetops stay dates August 9-August 16 or August 16-August 23, 2025, only.)
Paget 103
Location: Litchfield by the Sea
Bedrooms: 3 | Bath: 3
Regular Price: $1,895.00
Reduced Price: $1,850.00 plus tax and fees
Reserve Paget 103 for any week from May 17-May 30, 2025 or August 9 -August 22, and SAVE $45 each week!!
(Discount available for a new reservations at Paget 103 stay dates May 17- May 30, 2025 or August 9-August 22, 2025 only.)
Sandpiper Run B1C
Location: Litchfield by the Sea
Bedrooms: 3 | Bath: 2
Regular Price: $2,295.00
Reduced Price: $1,995.00 plus tax and fees
Reserve Sandpiper Run B1C for any week from May 17-May 30, 2025 or August 9 -August 22, and SAVE $300 each week!!
(Discount available for a new reservations at Sandpiper Run B1C stay dates May 17- May 30, 2025 or August 9-August 22, 2025 only.)
Keyhole
Location: North Litchfield
Bedrooms: 6 | Bath: 3
Regular Price: $4,900.00
Reduced Price: $4,425.00 plus tax and fees
Reserve Keyhole for either week from August 10-August 17 or August 17-August 24, 2025, and SAVE $475 per week!!
(Discount available for a new reservations at Keyhole stay dates August 10-17 of August 17-24, 2025, only.)
105 Parker Drive
Location: North Litchfield
Bedrooms: 5 | Bath: 4.5
Regular Price: $4,300.00
Reduced Price: $4,000.00 plus tax and fees
Reserve 105 Parker Drive from May 21-May 31, 2025, and SAVE $300 each week!!
(Discount available for a new reservations at 105 Parker Drive stay dates May 21- May 31, 2025 only.)