New Haven holiday rentals
We found 746 holiday rentals — enter your dates for availability
If you are looking to stay near New Haven, CT (HVN-Tweed - New Haven Regional), scroll through and discover private holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, including air conditioning and Wi-Fi. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - New Haven, CT (HVN-Tweed - New Haven Regional)
Showing deals for:7 Nov - 14 Nov
Image gallery for Enjoy a taste of New England in Historic Guilford Ct
1010 out of 10 rating
Exceptional
(11 reviews)
Enjoy a taste of New England in Historic Guilford Ct
Guilford, CT
8% off
Price is AU$3,405
AU$3,405
AU$486 per night
includes taxes & fees
Image gallery for Historic Whitneyville Cottage
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Historic Whitneyville Cottage
Hamden, CT
7% off
Price is AU$2,145
AU$2,145
AU$306 per night
includes taxes & fees
Image gallery for Lake Front Cottage #7!
9.69.6 out of 10 rating
Exceptional
(130 reviews)
Lake Front Cottage #7!
Middlefield, CT
7% off
Price is AU$2,157
AU$2,157
AU$308 per night
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
8% off
Price is AU$3,826
AU$3,826
AU$547 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
23% off
Price is AU$6,282
AU$6,282
AU$897 per night
includes taxes & fees
Image gallery for Charming cottage by the sea
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Charming cottage by the sea
Guilford, CT
8% off
Price is AU$4,485
AU$4,485
AU$641 per night
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
8% off
Price is AU$11,265
AU$11,265
AU$1,609 per night
includes taxes & fees
Image gallery for 🌾Welcoming Tiny Home! Downtown & Beachy☀️
1010 out of 10 rating
Exceptional
(10 reviews)
🌾Welcoming Tiny Home! Downtown & Beachy☀️
Guilford, CT
8% off
Price is AU$2,905
AU$2,905
AU$415 per night
includes taxes & fees
Image gallery for Waterfront Cottage in Branford
1010 out of 10 rating
Exceptional
(95 reviews)
Waterfront Cottage in Branford
Branford, CT
8% off
Price is AU$8,585
AU$8,585
AU$1,226 per night
includes taxes & fees
Image gallery for Daniel Boone meets Mid Century Modern Retreat
1010 out of 10 rating
Exceptional
(13 reviews)
Daniel Boone meets Mid Century Modern Retreat
Killingworth, CT
8% off
Price is AU$8,034
AU$8,034
AU$1,148 per night
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
24% off
Price is AU$2,434
AU$2,434
AU$348 per night
includes taxes & fees
Image gallery for Sleeping Giant Getaway w/ Swim Spa/Tonal/Peloton
1010 out of 10 rating
Exceptional
(10 reviews)
Sleeping Giant Getaway w/ Swim Spa/Tonal/Peloton
Hamden, CT
8% off
Price is AU$8,671
AU$8,671
AU$1,239 per night
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
7% off
Price is AU$2,583
AU$2,583
AU$369 per night
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
15% off
Price is AU$8,123
AU$8,123
AU$1,160 per night
includes taxes & fees
Image gallery for Waterfront home surrounded by stunning water views.
1010 out of 10 rating
Exceptional
(6 reviews)
Waterfront home surrounded by stunning water views.
Madison, CT
8% off
Price is AU$7,105
AU$7,105
AU$1,015 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$9,150
AU$9,150
AU$1,307 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$8,099
AU$8,099
AU$1,157 per night
includes taxes & fees
Image gallery for Amazing 11 Bedroom 15 Bathroom Mansion Close to Beaches
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Amazing 11 Bedroom 15 Bathroom Mansion Close to Beaches
Killingworth, CT
8% off
Price is AU$16,853
AU$16,853
AU$2,408 per night
includes taxes & fees
Image gallery for MODERN GUESTHOUSE IN PRIVATE SETTING
1010 out of 10 rating
Exceptional
(5 reviews)
MODERN GUESTHOUSE IN PRIVATE SETTING
Guilford, CT
8% off
Price is AU$3,314
AU$3,314
AU$473 per night
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
8% off
Price is AU$7,201
AU$7,201
AU$1,029 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$4,847
AU$4,847
AU$692 per night
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
5% off
Price is AU$4,099
AU$4,099
AU$586 per night
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
8% off
Price is AU$2,077
AU$2,077
AU$297 per night
includes taxes & fees
Image gallery for Historic New England home ,Reunions Beach pass
9.29.2 out of 10 rating
Wonderful
(88 reviews)
Historic New England home ,Reunions Beach pass
Guilford, CT
10% off
Price is AU$6,212
AU$6,212
AU$887 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - New Haven
Cozy, year round beachside cottage just steps to the water
Sleeps 7 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
Sleeps 12 · 5 bedrooms · 2 bathrooms
8.08.0 out of 10
Very goodvery good
1 review(1 review)
3BR Gem, 10 min to Yale, walk to Tweed
Sleeps 8 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
New! Trail-side Haven Retreat! Pet friendly
Sleeps 8 · 3 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Beach House steps from sand & Amazing Views
Sleeps 12 · 5 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
New Cozy 2BR Stay New Haven Close to Yale
Sleeps 5 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 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, gardens and more
More for lessMore space, more privacy, more amenities — more value