Holiday rentals near Academy Hill
We found 861 holiday rentals — enter your dates for availability
Take a look at private holiday rentals near Academy Hill that provide the perfect home base for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Academy Hill
Showing deals for:10 Oct - 17 Oct
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$21,452
AU$21,452
AU$3,065 per night
includes taxes & fees
Image gallery for A Secluded Modern Getaway
1010 out of 10 rating
Exceptional
(7 reviews)
A Secluded Modern Getaway
Redding, CT
8% off
Price is AU$13,133
AU$13,133
AU$1,876 per night
includes taxes & fees
Image gallery for Waterfront Cottage in Branford
1010 out of 10 rating
Exceptional
(94 reviews)
Waterfront Cottage in Branford
Branford, CT
8% off
Price is AU$10,814
AU$10,814
AU$1,545 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$8,136
AU$8,136
AU$1,162 per night
includes taxes & fees
Image gallery for Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
Fairfield, CT
8% off
Price is AU$17,995
AU$17,995
AU$2,571 per night
includes taxes & fees
Image gallery for Beachfront Home- Quiet, On The Water In Milford Connecticut
1010 out of 10 rating
Exceptional
(38 reviews)
Beachfront Home- Quiet, On The Water In Milford Connecticut
Milford, CT
8% off
Price is AU$15,631
AU$15,631
AU$2,233 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$10,178
AU$10,178
AU$1,454 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$10,332
AU$10,332
AU$1,476 per night
includes taxes & fees
Image gallery for Beautiful Waterfront Beach House for Family Vacations
1010 out of 10 rating
Exceptional
(40 reviews)
Beautiful Waterfront Beach House for Family Vacations
Branford, CT
8% off
Price is AU$7,166
AU$7,166
AU$1,024 per night
includes taxes & fees
Image gallery for Direct Waterfront "The Palms" Beach House
1010 out of 10 rating
Exceptional
(9 reviews)
Direct Waterfront "The Palms" Beach House
Milford, CT
8% off
Price is AU$6,603
AU$6,603
AU$943 per night
includes taxes & fees
Image gallery for Charming 3 Bedroom Beach Front Cottage with Fireplace
9.49.4 out of 10 rating
Exceptional
(27 reviews)
Charming 3 Bedroom Beach Front Cottage with Fireplace
Milford, CT
8% off
Price is AU$7,103
AU$7,103
AU$1,015 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$8,165
AU$8,165
AU$1,166 per night
includes taxes & fees
Image gallery for Waterfront Luxury Home in Branford, Beach🏖 Panoramic Water Views+Hot Tub
9.89.8 out of 10 rating
Exceptional
(63 reviews)
Waterfront Luxury Home in Branford, Beach🏖 Panoramic Water Views+Hot Tub
Branford, CT
15% off
Price is AU$11,621
AU$11,621
AU$1,660 per night
includes taxes & fees
Image gallery for 1856 Trading House close to water
9.49.4 out of 10 rating
Exceptional
(17 reviews)
1856 Trading House close to water
Mount Sinai, NY
12% off
Price is AU$3,262
AU$3,262
AU$466 per night
includes taxes & fees
Image gallery for Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
1010 out of 10 rating
Exceptional
(131 reviews)
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Branford, CT
8% off
Price is AU$3,222
AU$3,222
AU$460 per night
includes taxes & fees
Image gallery for Clear LI Sound waterview, Wedding pics, Yale&Beach
1010 out of 10 rating
Exceptional
(5 reviews)
Clear LI Sound waterview, Wedding pics, Yale&Beach
East Haven, CT
8% off
Price is AU$4,759
AU$4,759
AU$680 per night
includes taxes & fees
Image gallery for Adorable 1-Bedroom Cottage in Weston, CT
1010 out of 10 rating
Exceptional
(41 reviews)
Adorable 1-Bedroom Cottage in Weston, CT
Weston, CT
8% off
Price is AU$2,440
AU$2,440
AU$349 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$4,311
AU$4,311
AU$616 per night
includes taxes & fees
Image gallery for BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!
Branford, CT
8% off
Price is AU$3,347
AU$3,347
AU$478 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$7,605
AU$7,605
AU$1,086 per night
includes taxes & fees
Image gallery for Ranch style living at its best with country garden & patio!
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Ranch style living at its best with country garden & patio!
North Haven, CT
8% off
Price is AU$3,052
AU$3,052
AU$436 per night
includes taxes & fees
Image gallery for Beachside Retreat
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Beachside Retreat
West Haven, CT
7% off
Price is AU$3,899
AU$3,899
AU$557 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$3,853
AU$3,853
AU$550 per night
includes taxes & fees
Image gallery for Rowayton - Close To Town, Park & Beach
1010 out of 10 rating
Exceptional
(8 reviews)
Rowayton - Close To Town, Park & Beach
Norwalk, CT
8% off
Price is AU$8,046
AU$8,046
AU$1,149 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Academy Hill
Showing deals for: 4 Oct - 7 Oct
Stamford Suites
Sleeps 4 · 1 bedroom
5.85.8 out of 10
44 reviews(44 reviews)
The current price is AU$1,366
AU$1,366
for 3 nights, 1 room
AU$455 per night
includes taxes & fees
Business or Weekend escape
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
40 reviews(40 reviews)
The current price is AU$501
AU$501
for 3 nights, 1 home
AU$167 per night
includes taxes & fees
DUNE Fairfield Beach
Sleeps 2 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
59 reviews(59 reviews)
The current price is AU$1,241
AU$1,241
for 3 nights, 1 apartment
AU$414 per night
includes taxes & fees
Riverfront Weston Home-1 Hr to NYC.Easy access to restaurants, I-95 & Parkway
Sleeps 6 · 2 bedrooms · 1+ bathroom
6.86.8 out of 10
5 reviews(5 reviews)
The current price is AU$1,170
AU$1,170
for 3 nights, 1 home
AU$390 per night
includes taxes & fees
Luxury Designer 2 bedroom+office/3bed vacation home.
Sleeps 5 · 3 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
The current price is AU$1,482
AU$1,482
for 3 nights, 1 apartment
AU$494 per night
includes taxes & fees
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Sleeps 4 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
The current price is AU$1,207
AU$1,207
for 3 nights, 1 apartment
AU$402 per night
includes taxes & fees
Top rated rentals - Academy Hill
Apartment
1010 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
A good place to stay
Gayanie R.
Stayed July 2024
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value