Holiday rentals near Five Mile Point Lighthouse
We found 746 holiday rentals — enter your dates for availability
Take a look at private holiday rentals within easy reach of Five Mile Point Lighthouse that provide the perfect home base for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for hanging out with the people that matter most, including air conditioning and cable TV. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Five Mile Point Lighthouse
Showing deals for:26 Sept - 3 Oct
Image gallery for Luxurious, Direct Oceanfront Home with Private Beach
1010 out of 10 rating
Exceptional
(15 reviews)
Luxurious, Direct Oceanfront Home with Private Beach
Milford, CT
17% off
Price is AU$17,126
AU$17,126
AU$2,447 per night
includes taxes & fees
Image gallery for Private Home - Pool and Close to CT Shoreline Beaches
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Private Home - Pool and Close to CT Shoreline Beaches
North Branford, CT
16% off
Price is AU$9,053
AU$9,053
AU$1,293 per night
includes taxes & fees
Image gallery for Luxury Beach Oasis with Amazing Panoramic Ocean Views
1010 out of 10 rating
Exceptional
(6 reviews)
Luxury Beach Oasis with Amazing Panoramic Ocean Views
Milford, CT
8% off
Price is AU$12,259
AU$12,259
AU$1,751 per night
includes taxes & fees
Image gallery for Waterfront home- Sleeps 10 - private beach-epic pool
1010 out of 10 rating
Exceptional
(25 reviews)
Waterfront home- Sleeps 10 - private beach-epic pool
Branford, CT
5% off
Price is AU$21,798
AU$21,798
AU$3,114 per night
includes taxes & fees
Image gallery for Entire home PRIVATE BEACH live like a celebrity! Saturday-Saturday ONLY
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Entire home PRIVATE BEACH live like a celebrity! Saturday-Saturday ONLY
Milford, CT
7% off
Price is AU$3,965
AU$3,965
AU$566 per night
includes taxes & fees
Image gallery for On the Water Spacious Comfortable Historic Home
1010 out of 10 rating
Exceptional
(5 reviews)
On the Water Spacious Comfortable Historic Home
West Haven, CT
8% off
Price is AU$8,268
AU$8,268
AU$1,181 per night
includes taxes & fees
Image gallery for Beach House steps from sand & Amazing Views
1010 out of 10 rating
Exceptional
(9 reviews)
Beach House steps from sand & Amazing Views
West Haven, CT
8% off
Price is AU$8,663
AU$8,663
AU$1,238 per night
includes taxes & fees
Image gallery for Spacious Modern Beach House, perfect for families and groups up to 12
1010 out of 10 rating
Exceptional
(11 reviews)
Spacious Modern Beach House, perfect for families and groups up to 12
Branford, CT
16% off
Price is AU$7,964
AU$7,964
AU$1,138 per night
includes taxes & fees
Image gallery for Large Waterfront Modern Beach House
1010 out of 10 rating
Exceptional
(20 reviews)
Large Waterfront Modern Beach House
East Haven, CT
8% off
Price is AU$10,155
AU$10,155
AU$1,451 per night
includes taxes & fees
Image gallery for Luxury private beach front property
1010 out of 10 rating
Exceptional
(11 reviews)
Luxury private beach front property
Milford, CT
12% off
Price is AU$10,605
AU$10,605
AU$1,515 per night
includes taxes & fees
Image gallery for New Madison beach house - Ocean front- Great views- booking Summer 2025
1010 out of 10 rating
Exceptional
(60 reviews)
New Madison beach house - Ocean front- Great views- booking Summer 2025
Madison, CT
8% off
Price is AU$7,875
AU$7,875
AU$1,125 per night
includes taxes & fees
Image gallery for Direct Waterfront Private Beach Escape
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Direct Waterfront Private Beach Escape
East Haven, CT
15% off
Price is AU$9,590
AU$9,590
AU$1,370 per night
includes taxes & fees
Image gallery for Historic cottage 100 yards from private beach on private compound
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Historic cottage 100 yards from private beach on private compound
Branford, CT
19% off
Price is AU$4,380
AU$4,380
AU$626 per night
includes taxes & fees
Image gallery for 🌾Welcoming Tiny Home! Downtown & Beachy☀️
8.88.8 out of 10 rating
Excellent
(6 reviews)
🌾Welcoming Tiny Home! Downtown & Beachy☀️
Guilford, CT
8% off
Price is AU$2,937
AU$2,937
AU$420 per night
includes taxes & fees
Image gallery for A country guest house just 21-32 minutes Bridgeport or New Haven Universities.
9.49.4 out of 10 rating
Exceptional
(20 reviews)
A country guest house just 21-32 minutes Bridgeport or New Haven Universities.
Shelton, CT
8% off
Price is AU$1,762
AU$1,762
AU$252 per night
includes taxes & fees
Image gallery for Cozy Garden Apartment Along Guilford’s Shoreline
1010 out of 10 rating
Exceptional
(11 reviews)
Cozy Garden Apartment Along Guilford’s Shoreline
Guilford, CT
8% off
Price is AU$2,877
AU$2,877
AU$411 per night
includes taxes & fees
Image gallery for Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
1010 out of 10 rating
Exceptional
(43 reviews)
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
Guilford, CT
8% off
Price is AU$10,872
AU$10,872
AU$1,553 per night
includes taxes & fees
Image gallery for Quiet 2bd Townhome apt in the heart of Cheshire. Grill in backyard.
1010 out of 10 rating
Exceptional
(5 reviews)
Quiet 2bd Townhome apt in the heart of Cheshire. Grill in backyard.
Cheshire, CT
9% off
Price is AU$2,057
AU$2,057
AU$294 per night
includes taxes & fees
Image gallery for Lakefront Connecticut Oasis - Updates throughout
1010 out of 10 rating
Exceptional
(8 reviews)
Lakefront Connecticut Oasis - Updates throughout
Oxford, CT
7% off
Price is AU$4,904
AU$4,904
AU$701 per night
includes taxes & fees
Image gallery for Relax at Rudy's peaceful resting place...
1010 out of 10 rating
Exceptional
(5 reviews)
Relax at Rudy's peaceful resting place...
East Haven, CT
8% off
Price is AU$3,091
AU$3,091
AU$442 per night
includes taxes & fees
Image gallery for 4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy
1010 out of 10 rating
Exceptional
(31 reviews)
4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy
East Haven, CT
27% off
Price is AU$7,728
AU$7,728
AU$1,104 per night
includes taxes & fees
Image gallery for Enjoy a taste of New England in Historic Guilford Ct
1010 out of 10 rating
Exceptional
(10 reviews)
Enjoy a taste of New England in Historic Guilford Ct
Guilford, CT
8% off
Price is AU$3,444
AU$3,444
AU$492 per night
includes taxes & fees
Image gallery for Cozy Escape - Wooster Square
8.08.0 out of 10 rating
Very good
(8 reviews)
Cozy Escape - Wooster Square
New Haven, CT
8% off
Price is AU$2,578
AU$2,578
AU$368 per night
includes taxes & fees
Image gallery for 1 bedroom Cozy, comfy, super clean, great location and own entrance!!
9.49.4 out of 10 rating
Exceptional
(32 reviews)
1 bedroom Cozy, comfy, super clean, great location and own entrance!!
Shelton, CT
7% off
Price is AU$889
AU$889
AU$127 per night
includes taxes & fees
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