Vacation rentals near Academy Hill
We found 859 vacation rentals — enter your dates for availability
Discover a selection of private vacation rentals near Academy Hill that can be your home away from home. Whether you're traveling with a group or just with your pet, vacation rentals have the amenities you expect for your stay, such as parking and air conditioning. No matter what you're looking for, you'll be able to choose a rental for everyone's needs, including a place that is accessible or non-smoking.
Vacation rentals with weekly discounts - Academy Hill
Showing deals for:Nov 7 - Nov 14
Image gallery for 3-LEVEL RETRO HOUSE/CLOSE TO BEACH, NYC, STAMFORD, WESTPORT, GREENWICH
1010 out of 10 rating
Exceptional
(14 reviews)
3-LEVEL RETRO HOUSE/CLOSE TO BEACH, NYC, STAMFORD, WESTPORT, GREENWICH
Norwalk, CT
5% off
Price is CA $457
CA $457
CA $4,292 total
CA $4,292 total
includes taxes & fees
Image gallery for Historic Whitneyville Cottage
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Historic Whitneyville Cottage
Hamden, CT
10% off
Price is CA $185
CA $185
CA $1,925 total
CA $1,925 total
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
28% off
Price is CA $618
CA $618
CA $5,695 total
CA $5,695 total
includes taxes & fees
Image gallery for Waterfront Cottage in Branford
1010 out of 10 rating
Exceptional
(95 reviews)
Waterfront Cottage in Branford
Branford, CT
10% off
Price is CA $821
CA $821
CA $7,671 total
CA $7,671 total
includes taxes & fees
Image gallery for Renovated Milford Beach home by Charles Island/Silver Sands Pk
1010 out of 10 rating
Exceptional
(6 reviews)
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Milford, CT
10% off
Price is CA $375
CA $375
CA $3,426 total
CA $3,426 total
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
(18 reviews)
Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
Fairfield, CT
10% off
Price is CA $1,854
CA $1,854
CA $16,313 total
CA $16,313 total
includes taxes & fees
Image gallery for Charming home, easy access - everything Branford. Super Host with 5-Star Rating
1010 out of 10 rating
Exceptional
(14 reviews)
Charming home, easy access - everything Branford. Super Host with 5-Star Rating
Branford, CT
10% off
Price is CA $241
CA $241
CA $2,314 total
CA $2,314 total
includes taxes & fees
Image gallery for Morgan · Casa al Mare Beachfront Retreat Oceanview
9.49.4 out of 10 rating
Exceptional
(33 reviews)
Morgan · Casa al Mare Beachfront Retreat Oceanview
East Haven, CT
5% off
Price is CA $933
CA $933
CA $7,559 total
CA $7,559 total
includes taxes & fees
Image gallery for Beautiful Waterfront Beach House for Family Vacations
1010 out of 10 rating
Exceptional
(43 reviews)
Beautiful Waterfront Beach House for Family Vacations
Branford, CT
10% off
Price is CA $700
CA $700
CA $6,466 total
CA $6,466 total
includes taxes & fees
Image gallery for Dove Haven | Find your Peace
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Dove Haven | Find your Peace
New Haven, CT
10% off
Price is CA $1,088
CA $1,088
CA $10,023 total
CA $10,023 total
includes taxes & fees
Image gallery for Summer Sale | Cozy Cottage | Pet | WalktoBeach
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Summer Sale | Cozy Cottage | Pet | WalktoBeach
Milford, CT
5% off
Price is CA $202
CA $202
CA $1,933 total
CA $1,933 total
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
15% off
Price is CA $325
CA $325
CA $2,938 total
CA $2,938 total
includes taxes & fees
Image gallery for 3br\2ba: Quiet and Cozy Getaway in Milford
1010 out of 10 rating
Exceptional
(6 reviews)
3br\2ba: Quiet and Cozy Getaway in Milford
Milford, CT
28% off
Price is CA $250
CA $250
CA $2,181 total
CA $2,181 total
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
10% off
Price is CA $878
CA $878
CA $8,153 total
CA $8,153 total
includes taxes & fees
Image gallery for Stunning Waterfall View - 5 Bedroom
1010 out of 10 rating
Exceptional
(9 reviews)
Stunning Waterfall View - 5 Bedroom
Westport, CT
10% off
Price is CA $896
CA $896
CA $8,066 total
CA $8,066 total
includes taxes & fees
Image gallery for Historic Designer City Getaway
1010 out of 10 rating
Exceptional
(9 reviews)
Historic Designer City Getaway
Easton, CT
10% off
Price is CA $1,086
CA $1,086
CA $10,261 total
CA $10,261 total
includes taxes & fees
Image gallery for Direct Waterfront Private Beach Escape
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Direct Waterfront Private Beach Escape
East Haven, CT
19% off
Price is CA $778
CA $778
CA $7,286 total
CA $7,286 total
includes taxes & fees
Image gallery for Cozy 2 bedroom home located minutes from downtown
9.69.6 out of 10 rating
Exceptional
(29 reviews)
Cozy 2 bedroom home located minutes from downtown
New Haven, CT
10% off
Price is CA $210
CA $210
CA $1,864 total
CA $1,864 total
includes taxes & fees
Image gallery for Perfect Family Beach Getaway, walking distance to Restaurants
1010 out of 10 rating
Exceptional
(60 reviews)
Perfect Family Beach Getaway, walking distance to Restaurants
East Haven, CT
5% off
Price is CA $261
CA $261
CA $2,529 total
CA $2,529 total
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
10% off
Price is CA $760
CA $760
CA $7,264 total
CA $7,264 total
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
10% off
Price is CA $455
CA $455
CA $4,346 total
CA $4,346 total
includes taxes & fees
Image gallery for Bohemian Beach Oasis- Welcome to paradise and your own private beach!
8.08.0 out of 10 rating
Very good
(6 reviews)
Bohemian Beach Oasis- Welcome to paradise and your own private beach!
Milford, CT
7% off
Price is CA $383
CA $383
CA $3,681 total
CA $3,681 total
includes taxes & fees
Image gallery for Adorable 1-Bedroom Cottage in Weston, CT
1010 out of 10 rating
Exceptional
(42 reviews)
Adorable 1-Bedroom Cottage in Weston, CT
Weston, CT
10% off
Price is CA $241
CA $241
CA $2,170 total
CA $2,170 total
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
10% off
Price is CA $865
CA $865
CA $7,989 total
CA $7,989 total
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Academy Hill
DUNE Fairfield Beach
Sleeps 2 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
63 reviews(63 reviews)
Stamford Suites
Sleeps 4 · 1 bedroom
5.65.6 out of 10
48 reviews(48 reviews)
Business or Weekend escape
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
44 reviews(44 reviews)
Luxury Designer 2 bedroom+office/3bed vacation home.
Sleeps 5 · 3 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Riverfront Weston Home-1 Hr to NYC.Easy access to restaurants, I-95 & Parkway
Sleeps 6 · 2 bedrooms · 1+ bathroom
7.47.4 out of 10
Goodgood
6 reviews(6 reviews)
Seaside Serenity: 2B 1B, Patio,Near Beach
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Top rated rentals - Academy Hill
Great if you stay for work or would like to be in your room most of the time
1010 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
While viewing the photos, imagine relaxing here. It was just like that.
1010 out of 10
Exceptionalexceptional
88 reviews(88 reviews)
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, yards and more
More for lessMore space, more privacy, more amenities — more value